Pyrrole

Formula: C₄H₅N
Molecular weight: 67.0892
IUPAC Standard InChI: InChI=1S/C4H5N/c1-2-4-5-3-1/h1-5H
IUPAC Standard InChIKey: KAESVJOAVNADME-UHFFFAOYSA-N
CAS Registry Number: 109-97-7
Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript.
Other names: 1H-Pyrrole; Azole; Divinylenimine; Imidole; Monopyrrole; Pyrrol; 1-Aza-2,4-cyclopentadiene; Divinyleneimine; Parzate; NSC 62777
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Gas phase thermochemistry data

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Data compiled as indicated in comments:
DRB - Donald R. Burgess, Jr.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity	Value	Units	Method	Reference	Comment
Δ_fH°_gas	34.23	kcal/mol	N/A	Zaheeruddin and Lodhi, 1991	Value computed using Δ_fH_liquid° value of 98.0 kj/mol from Zaheeruddin and Lodhi, 1991 and Δ_vapH° value of 45.2 kj/mol from Scott, Berg, et al., 1967.; DRB
Δ_fH°_gas	25.88 ± 0.12	kcal/mol	Ccb	Scott, Berg, et al., 1967	ALS

Condensed phase thermochemistry data

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Data compiled as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity	Value	Units	Method	Reference	Comment
Δ_fH°_liquid			Ccb	Zaheeruddin and Lodhi, 1991	uncertain value: 23.43 kcal/mol; ALS
Δ_fH°_liquid	15.1 ± 0.1	kcal/mol	Ccb	Scott, Berg, et al., 1967	ALS
Quantity	Value	Units	Method	Reference	Comment
Δ_cH°_liquid			Ccb	Zaheeruddin and Lodhi, 1991	uncertain value: -570.425 kcal/mol; ALS
Δ_cH°_liquid	-562.07 ± 0.08	kcal/mol	Ccb	Scott, Berg, et al., 1967	ALS
Δ_cH°_liquid	-561.6	kcal/mol	Ccb	Zimmerman and Geisenfelder, 1961	ALS
Quantity	Value	Units	Method	Reference	Comment
S°_liquid	37.390	cal/mol*K	N/A	Scott, Berg, et al., 1967	DH

Constant pressure heat capacity of liquid

C_p,liquid (cal/mol*K)	Temperature (K)	Reference	Comment
30.531	298.15	Scott, Berg, et al., 1967	T = 11 to 365 K.; DH

Phase change data

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Data compiled as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity	Value	Units	Method	Reference	Comment
T_boil	403. ± 1.	K	AVG	N/A	Average of 15 values; Individual data points
Quantity	Value	Units	Method	Reference	Comment
T_fus	250.15	K	N/A	Rosso and Carbonnel, 1973	Uncertainty assigned by TRC = 0.6 K; TRC
T_fus	254.7	K	N/A	Timmermans and Hennaut-Roland, 1955	Uncertainty assigned by TRC = 0.5 K; TRC
T_fus	249.7	K	N/A	Anonymous, 1942	Uncertainty assigned by TRC = 0.2 K; TRC
T_fus	238.8	K	N/A	Milazzo, 1941	Uncertainty assigned by TRC = 0.4 K; TRC
Quantity	Value	Units	Method	Reference	Comment
T_triple	249.7300	K	N/A	Scott, Berg, et al., 1967, 2	Uncertainty assigned by TRC = 0.07 K; by extrapolation of 1/f to zero; TRC
T_triple	249.74	K	N/A	Helm, Lanum, et al., 1958	Uncertainty assigned by TRC = 0.03 K; measured in calorimeter at U.S. Bur. Mines, Bartlesville, OK; TRC
T_triple	249.74	K	N/A	McCullough and Waddington, 1957	Uncertainty assigned by TRC = 0.06 K; IPTS-48, from freezing curve; TRC
T_triple	249.74	K	N/A	McCullough and Waddington, 1957	Uncertainty assigned by TRC = 0.06 K; IPTS-48, from heating curve; TRC
Quantity	Value	Units	Method	Reference	Comment
T_c	639.8	K	N/A	Majer and Svoboda, 1985
T_c	639.7	K	N/A	Cheng, McCoubrey, et al., 1962	Uncertainty assigned by TRC = 1.5 K; extrapolated to zero time to correct for decomposition cal. vs NPL thermometer.; TRC
T_c	625.15	K	N/A	Glaser and Ruland, 1957	Uncertainty assigned by TRC = 2. K; TRC
Quantity	Value	Units	Method	Reference	Comment
P_c	56.000	atm	N/A	Glaser and Ruland, 1957	Uncertainty assigned by TRC = 3.0000 atm; TRC
Quantity	Value	Units	Method	Reference	Comment
Δ_vapH°	10. ± 1.	kcal/mol	AVG	N/A	Average of 6 values; Individual data points

Enthalpy of vaporization

Δ_vapH (kcal/mol)	Temperature (K)	Method	Reference	Comment
9.261	403.	N/A	Majer and Svoboda, 1985
10.2	300.	N/A	Kimizuka and Szydlowski, 1992	Based on data from 285. to 329. K.; AC
10.2	353.	A,EB,IP	Stephenson and Malanowski, 1987	Based on data from 338. to 440. K. See also Osborn and Douslin, 1968 and Scott, Berg, et al., 1967.; AC
10.0	328.	I	Eon, Pommier, et al., 1971	Based on data from 313. to 373. K.; AC
10.0	348.	N/A	Stull, 1947	Based on data from 333. to 373. K.; AC

Enthalpy of vaporization

Δ_vapH = A exp(-βT_r) (1 − T_r)^β
Δ_vapH = Enthalpy of vaporization (at saturation pressure) (kcal/mol)
T_r = reduced temperature (T / T_c)

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Temperature (K)	A (kcal/mol)	β	T_c (K)	Reference	Comment
362. to 403.	15.0	0.2964	639.8	Majer and Svoboda, 1985

Antoine Equation Parameters

log₁₀(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)

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Temperature (K)	A	B	C	Reference	Comment
333.4 to 373.5	5.31520	2074.447	-9.186	Eon, Pommier, et al., 1971	Coefficents calculated by NIST from author's data.
338.82 to 439.26	4.42194	1506.877	-62.155	Osborn and Douslin, 1968

Enthalpy of fusion

Δ_fusH (kcal/mol)	Temperature (K)	Reference	Comment
1.8900	249.74	Scott, Berg, et al., 1967	DH
1.89	249.7	Domalski and Hearing, 1996	AC

Entropy of fusion

Δ_fusS (cal/mol*K)	Temperature (K)	Reference	Comment
7.567	249.74	Scott, Berg, et al., 1967	DH

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:

Reaction thermochemistry data

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Data compiled as indicated in comments:
B - John E. Bartmess
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
RCD - Robert C. Dunbar

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Individual Reactions

+ = Pyrrole

By formula: C₄H₄N^- + H⁺ = C₄H₅N

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	359.54 ± 0.25	kcal/mol	D-EA	Gianola, Ichino, et al., 2004	gas phase; B
Δ_rH°	358.6 ± 2.2	kcal/mol	G+TS	Bartmess, Scott, et al., 1979	gas phase; value altered from reference due to change in acidity scale; B
Δ_rH°	359.6 ± 2.9	kcal/mol	G+TS	Cumming and Kebarle, 1978	gas phase; B
Δ_rH°	358.6 ± 5.0	kcal/mol	EIAE	Muftakhov, Vasil'ev, et al., 1999	gas phase; B
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	350.9 ± 2.0	kcal/mol	IMRE	Bartmess, Scott, et al., 1979	gas phase; value altered from reference due to change in acidity scale; B
Δ_rG°	351.8 ± 2.0	kcal/mol	IMRE	Cumming and Kebarle, 1978	gas phase; B

CN^- + Pyrrole = (CN^- • Pyrrole )

By formula: CN^- + C₄H₅N = (CN^- • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	23.4 ± 1.0	kcal/mol	TDAs	Meot-ner, 1988	gas phase; B,M
Δ_rH°	19.5 ± 3.5	kcal/mol	IMRE	Larson and McMahon, 1987	gas phase; B,M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	27.1	cal/mol*K	PHPMS	Meot-ner, 1988	gas phase; M
Δ_rS°	23.8	cal/mol*K	N/A	Larson and McMahon, 1987	gas phase; switching reaction,Thermochemical ladder(CN-)H2O, Entropy change calculated or estimated; Payzant, Yamdagni, et al., 1971; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	15.3 ± 1.0	kcal/mol	TDAs	Meot-ner, 1988	gas phase; B
Δ_rG°	12.3 ± 2.3	kcal/mol	IMRE	Larson and McMahon, 1987	gas phase; B,M

+ Pyrrole = ( • Pyrrole )

By formula: F^- + C₄H₅N = (F^- • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	34.2 ± 2.0	kcal/mol	IMRE	Larson and McMahon, 1983	gas phase; B,M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	25.5	cal/mol*K	N/A	Larson and McMahon, 1983	gas phase; switching reaction(F-)H2O, Entropy change calculated or estimated; Arshadi, Yamdagni, et al., 1970; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	26.6 ± 2.0	kcal/mol	IMRE	Larson and McMahon, 1983	gas phase; B,M

+ Pyrrole = ( • Pyrrole )

By formula: Cl^- + C₄H₅N = (Cl^- • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	18.8 ± 2.0	kcal/mol	IMRE	Larson and McMahon, 1984	gas phase; B
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	11.8 ± 2.0	kcal/mol	IMRE	Larson and McMahon, 1984	gas phase; B
Δ_rG°	14.00	kcal/mol	TDEq	French, Ikuta, et al., 1982	gas phase; B

Free energy of reaction

Δ_rG° (kcal/mol)	T (K)	Method	Reference	Comment
11.6	421.	PHPMS	French, Ikuta, et al., 1982	gas phase; M

HS^- + Pyrrole = (HS^- • Pyrrole )

By formula: HS^- + C₄H₅N = (HS^- • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	23.0 ± 1.0	kcal/mol	TDAs	Meot-ner, 1988	gas phase; B,M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	24.4	cal/mol*K	PHPMS	Meot-ner, 1988	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	15.7 ± 1.0	kcal/mol	TDAs	Meot-ner, 1988	gas phase; B

+ Pyrrole = ( • Pyrrole )

By formula: C₄H₄N^- + C₄H₅N = (C₄H₄N^- • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	26.5 ± 1.0	kcal/mol	TDAs	Meot-ner, 1988, 2	gas phase; B,M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	35.2	cal/mol*K	PHPMS	Meot-ner, 1988, 2	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	16.3 ± 1.0	kcal/mol	TDAs	Meot-ner, 1988, 2	gas phase; B

+ Pyrrole = ( • Pyrrole )

By formula: C₂H₃O₂^- + C₄H₅N = (C₂H₃O₂^- • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	24.0 ± 1.0	kcal/mol	TDAs	Meot-ner, 1988	gas phase; B,M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	25.1	cal/mol*K	PHPMS	Meot-ner, 1988	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	16.5 ± 1.0	kcal/mol	TDAs	Meot-ner, 1988	gas phase; B

(C₄H₅N⁺ • Pyrrole ) + Pyrrole = (C₄H₅N⁺ • 2 Pyrrole )

By formula: (C₄H₅N⁺ • C₄H₅N) + C₄H₅N = (C₄H₅N⁺ • 2C₄H₅N)

Bond type: Charge transfer bond (positive ion)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	13.8	kcal/mol	PHPMS	Hiraoka, Takimoto, et al., 1987	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	29.2	cal/mol*K	PHPMS	Hiraoka, Takimoto, et al., 1987	gas phase; M

C₄H₅N⁺ + Pyrrole = (C₄H₅N⁺ • Pyrrole )

By formula: C₄H₅N⁺ + C₄H₅N = (C₄H₅N⁺ • C₄H₅N)

Bond type: Charge transfer bond (positive ion)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	16.5	kcal/mol	PHPMS	Hiraoka, Takimoto, et al., 1987	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	20.3	cal/mol*K	PHPMS	Hiraoka, Takimoto, et al., 1987	gas phase; M

(C₄H₆N⁺ • Pyrrole ) + Pyrrole = (C₄H₆N⁺ • 2 Pyrrole )

By formula: (C₄H₆N⁺ • C₄H₅N) + C₄H₅N = (C₄H₆N⁺ • 2C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	12.3	kcal/mol	PHPMS	Hiraoka, Takimoto, et al., 1987	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	30.4	cal/mol*K	PHPMS	Hiraoka, Takimoto, et al., 1987	gas phase; M

( • Pyrrole ) + Pyrrole = ( • 2 Pyrrole )

By formula: (C₄H₄N^- • C₄H₅N) + C₄H₅N = (C₄H₄N^- • 2C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	17.1	kcal/mol	PHPMS	Meot-ner, 1988, 2	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	31.2	cal/mol*K	PHPMS	Meot-ner, 1988, 2	gas phase; M

C₄H₆N⁺ + Pyrrole = (C₄H₆N⁺ • Pyrrole )

By formula: C₄H₆N⁺ + C₄H₅N = (C₄H₆N⁺ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	16.8	kcal/mol	PHPMS	Hiraoka, Takimoto, et al., 1987	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	24.7	cal/mol*K	PHPMS	Hiraoka, Takimoto, et al., 1987	gas phase; M

( • Pyrrole ) + Pyrrole = ( • 2 Pyrrole )

By formula: (C₂H₃O₂^- • C₄H₅N) + C₄H₅N = (C₂H₃O₂^- • 2C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	17.9	kcal/mol	PHPMS	Meot-ner, 1988	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	24.2	cal/mol*K	PHPMS	Meot-ner, 1988	gas phase; M

CH₆N⁺ + Pyrrole = (CH₆N⁺ • Pyrrole )

By formula: CH₆N⁺ + C₄H₅N = (CH₆N⁺ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	18.6	kcal/mol	PHPMS	Deakyne and Meot-Ner (Mautner), 1985	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	21.0	cal/mol*K	PHPMS	Deakyne and Meot-Ner (Mautner), 1985	gas phase; M

+ Pyrrole = ( • Pyrrole )

By formula: C₆H₁₁NO₃ + C₄H₅N = (C₆H₁₁NO₃ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	24.0	kcal/mol	PHPMS	Meot-Ner (Mautner), 1988	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	32.1	cal/mol*K	PHPMS	Meot-Ner (Mautner), 1988	gas phase; M

( • Pyrrole ) + Pyrrole = ( • 2 Pyrrole )

By formula: (Fe⁺ • C₄H₅N) + C₄H₅N = (Fe⁺ • 2C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	41.6	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

( • Pyrrole ) + Pyrrole = ( • 2 Pyrrole )

By formula: (Cr⁺ • C₄H₅N) + C₄H₅N = (Cr⁺ • 2C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	34.9	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

( • Pyrrole ) + Pyrrole = ( • 2 Pyrrole )

By formula: (Mn⁺ • C₄H₅N) + C₄H₅N = (Mn⁺ • 2C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	27.0	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

( • Pyrrole ) + Pyrrole = ( • 2 Pyrrole )

By formula: (Ni⁺ • C₄H₅N) + C₄H₅N = (Ni⁺ • 2C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	47.0	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

( • Pyrrole ) + Pyrrole = ( • 2 Pyrrole )

By formula: (Co⁺ • C₄H₅N) + C₄H₅N = (Co⁺ • 2C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	46.4	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

( • Pyrrole ) + Pyrrole = ( • 2 Pyrrole )

By formula: (Cu⁺ • C₄H₅N) + C₄H₅N = (Cu⁺ • 2C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	44.0	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

+ Pyrrole = ( • Pyrrole )

By formula: Li⁺ + C₄H₅N = (Li⁺ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	42.3 ± 4.0	kcal/mol	CIDT	Huang and Rodgers, 2002	RCD

+ Pyrrole = ( • Pyrrole )

By formula: Na⁺ + C₄H₅N = (Na⁺ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	24.3 ± 1.1	kcal/mol	CIDT	Huang and Rodgers, 2002	RCD

+ Pyrrole = ( • Pyrrole )

By formula: K⁺ + C₄H₅N = (K⁺ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	20.0 ± 1.0	kcal/mol	CIDT	Huang and Rodgers, 2002	RCD

+ Pyrrole = ( • Pyrrole )

By formula: V⁺ + C₄H₅N = (V⁺ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	>41.	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

+ Pyrrole = ( • Pyrrole )

By formula: Ni⁺ + C₄H₅N = (Ni⁺ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	>68.	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

+ Pyrrole = ( • Pyrrole )

By formula: W⁺ + C₄H₅N = (W⁺ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	>50.	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

+ Pyrrole = ( • Pyrrole )

By formula: Co⁺ + C₄H₅N = (Co⁺ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	>66.	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

+ Pyrrole = ( • Pyrrole )

By formula: Mo⁺ + C₄H₅N = (Mo⁺ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	>69.	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

+ Pyrrole = ( • Pyrrole )

By formula: Fe⁺ + C₄H₅N = (Fe⁺ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	54.0	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

+ Pyrrole = ( • Pyrrole )

By formula: Cr⁺ + C₄H₅N = (Cr⁺ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	42.5	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

+ Pyrrole = ( • Pyrrole )

By formula: Mn⁺ + C₄H₅N = (Mn⁺ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	42.3	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

+ Pyrrole = ( • Pyrrole )

By formula: Mg⁺ + C₄H₅N = (Mg⁺ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	44.0	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

+ Pyrrole = ( • Pyrrole )

By formula: Al⁺ + C₄H₅N = (Al⁺ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	44.0	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

+ Pyrrole = ( • Pyrrole )

By formula: Cu⁺ + C₄H₅N = (Cu⁺ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	59.0	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

Gas phase ion energetics data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Ion clustering data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, Gas Chromatography, NIST Free Links, NIST Subscription Links, References, Notes

Data evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias
L - Sharon G. Lias

Data compiled as indicated in comments:
B - John E. Bartmess
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

Quantity	Value	Units	Method	Reference	Comment
IE (evaluated)	8.207 ± 0.005	eV	N/A	N/A	L
Quantity	Value	Units	Method	Reference	Comment
Proton affinity (review)	209.2	kcal/mol	N/A	Hunter and Lias, 1998	HL
Quantity	Value	Units	Method	Reference	Comment
Gas basicity	201.7	kcal/mol	N/A	Hunter and Lias, 1998	HL

Ionization energy determinations

IE (eV)	Method	Reference	Comment
8.02	PE	Klasinc, Sabljic, et al., 1982	LBLHLM
8.02	PE	Galasso, Klasinc, et al., 1981	LLK
8.21	PE	Willett and Baer, 1980	LLK
8.4 ± 0.1	CEMS	Tedder and Vidaud, 1980	LLK
8.207 ± 0.003	PI	Cooper, Williamson, et al., 1980	LLK
8.208 ± 0.005	PI	Williamson, Compton, et al., 1979	LLK
~8.1	EI	Van Veen, 1976	LLK
8.22 ± 0.05	EI	Thorstad and Undheim, 1974	LLK
8.40 ± 0.05	EI	Linda, Marino, et al., 1971	LLK
8.209	PE	Derrick, Asbrink, et al., 1971	LLK
8.209	S	Derrick, Asbrink, et al., 1971	LLK
8.20 ± 0.01	PI	Potapov and Yuzhakova, 1970	RDSH
8.20 ± 0.01	PI	Potapov and Bazhenov, 1970	RDSH
8.20 ± 0.01	PI	Watanabe, Nakayama, et al., 1962	RDSH
8.23	PE	Cradock, Findlay, et al., 1973	Vertical value; LLK

Appearance energy determinations

Ion	AE (eV)	Other Products	Method	Reference	Comment
CH₂N⁺	12.40	?	PI	Willett and Baer, 1980	LLK
CH₂N⁺	12.1 ± 0.2	C₃H₃	CEMS	Tedder and Vidaud, 1980	LLK
C₂H₃⁺	13.60	?	PI	Willett and Baer, 1980	LLK
C₂H₃N⁺	11.75	C₂H₂	EI	Sakurai and Jennings, 1981	LLK
C₂H₃N⁺	11.75	?	PI	Willett and Baer, 1980	LLK
C₃H₂N⁺	12.50	?	PI	Willett and Baer, 1980	LLK
C₃H₃⁺	12.60	?	PI	Willett and Baer, 1980	LLK
C₃H₄⁺	12.00	?	PI	Willett and Baer, 1980	LLK
C₃H₄⁺	12.5 ± 0.2	CHN	CEMS	Tedder and Vidaud, 1980	LLK
C₄H₄N⁺	12.85	H	PI	Willett and Baer, 1980	LLK

De-protonation reactions

+ = Pyrrole

By formula: C₄H₄N^- + H⁺ = C₄H₅N

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	359.54 ± 0.25	kcal/mol	D-EA	Gianola, Ichino, et al., 2004	gas phase; B
Δ_rH°	358.6 ± 2.2	kcal/mol	G+TS	Bartmess, Scott, et al., 1979	gas phase; value altered from reference due to change in acidity scale; B
Δ_rH°	359.6 ± 2.9	kcal/mol	G+TS	Cumming and Kebarle, 1978	gas phase; B
Δ_rH°	358.6 ± 5.0	kcal/mol	EIAE	Muftakhov, Vasil'ev, et al., 1999	gas phase; B
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	350.9 ± 2.0	kcal/mol	IMRE	Bartmess, Scott, et al., 1979	gas phase; value altered from reference due to change in acidity scale; B
Δ_rG°	351.8 ± 2.0	kcal/mol	IMRE	Cumming and Kebarle, 1978	gas phase; B

Ion clustering data

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Data compiled as indicated in comments:
RCD - Robert C. Dunbar
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
B - John E. Bartmess

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. Searches may be limited to ion clustering reactions. A general reaction search form is also available.

Clustering reactions

+ Pyrrole = ( • Pyrrole )

By formula: Al⁺ + C₄H₅N = (Al⁺ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	44.0	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

CH₆N⁺ + Pyrrole = (CH₆N⁺ • Pyrrole )

By formula: CH₆N⁺ + C₄H₅N = (CH₆N⁺ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	18.6	kcal/mol	PHPMS	Deakyne and Meot-Ner (Mautner), 1985	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	21.0	cal/mol*K	PHPMS	Deakyne and Meot-Ner (Mautner), 1985	gas phase; M

CN^- + Pyrrole = (CN^- • Pyrrole )

By formula: CN^- + C₄H₅N = (CN^- • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	23.4 ± 1.0	kcal/mol	TDAs	Meot-ner, 1988	gas phase; B,M
Δ_rH°	19.5 ± 3.5	kcal/mol	IMRE	Larson and McMahon, 1987	gas phase; B,M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	27.1	cal/mol*K	PHPMS	Meot-ner, 1988	gas phase; M
Δ_rS°	23.8	cal/mol*K	N/A	Larson and McMahon, 1987	gas phase; switching reaction,Thermochemical ladder(CN-)H2O, Entropy change calculated or estimated; Payzant, Yamdagni, et al., 1971; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	15.3 ± 1.0	kcal/mol	TDAs	Meot-ner, 1988	gas phase; B
Δ_rG°	12.3 ± 2.3	kcal/mol	IMRE	Larson and McMahon, 1987	gas phase; B,M

+ Pyrrole = ( • Pyrrole )

By formula: C₂H₃O₂^- + C₄H₅N = (C₂H₃O₂^- • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	24.0 ± 1.0	kcal/mol	TDAs	Meot-ner, 1988	gas phase; B,M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	25.1	cal/mol*K	PHPMS	Meot-ner, 1988	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	16.5 ± 1.0	kcal/mol	TDAs	Meot-ner, 1988	gas phase; B

( • Pyrrole ) + Pyrrole = ( • 2 Pyrrole )

By formula: (C₂H₃O₂^- • C₄H₅N) + C₄H₅N = (C₂H₃O₂^- • 2C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	17.9	kcal/mol	PHPMS	Meot-ner, 1988	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	24.2	cal/mol*K	PHPMS	Meot-ner, 1988	gas phase; M

+ Pyrrole = ( • Pyrrole )

By formula: C₄H₄N^- + C₄H₅N = (C₄H₄N^- • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	26.5 ± 1.0	kcal/mol	TDAs	Meot-ner, 1988, 2	gas phase; B,M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	35.2	cal/mol*K	PHPMS	Meot-ner, 1988, 2	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	16.3 ± 1.0	kcal/mol	TDAs	Meot-ner, 1988, 2	gas phase; B

( • Pyrrole ) + Pyrrole = ( • 2 Pyrrole )

By formula: (C₄H₄N^- • C₄H₅N) + C₄H₅N = (C₄H₄N^- • 2C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	17.1	kcal/mol	PHPMS	Meot-ner, 1988, 2	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	31.2	cal/mol*K	PHPMS	Meot-ner, 1988, 2	gas phase; M

C₄H₅N⁺ + Pyrrole = (C₄H₅N⁺ • Pyrrole )

By formula: C₄H₅N⁺ + C₄H₅N = (C₄H₅N⁺ • C₄H₅N)

Bond type: Charge transfer bond (positive ion)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	16.5	kcal/mol	PHPMS	Hiraoka, Takimoto, et al., 1987	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	20.3	cal/mol*K	PHPMS	Hiraoka, Takimoto, et al., 1987	gas phase; M

(C₄H₅N⁺ • Pyrrole ) + Pyrrole = (C₄H₅N⁺ • 2 Pyrrole )

By formula: (C₄H₅N⁺ • C₄H₅N) + C₄H₅N = (C₄H₅N⁺ • 2C₄H₅N)

Bond type: Charge transfer bond (positive ion)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	13.8	kcal/mol	PHPMS	Hiraoka, Takimoto, et al., 1987	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	29.2	cal/mol*K	PHPMS	Hiraoka, Takimoto, et al., 1987	gas phase; M

C₄H₆N⁺ + Pyrrole = (C₄H₆N⁺ • Pyrrole )

By formula: C₄H₆N⁺ + C₄H₅N = (C₄H₆N⁺ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	16.8	kcal/mol	PHPMS	Hiraoka, Takimoto, et al., 1987	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	24.7	cal/mol*K	PHPMS	Hiraoka, Takimoto, et al., 1987	gas phase; M

(C₄H₆N⁺ • Pyrrole ) + Pyrrole = (C₄H₆N⁺ • 2 Pyrrole )

By formula: (C₄H₆N⁺ • C₄H₅N) + C₄H₅N = (C₄H₆N⁺ • 2C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	12.3	kcal/mol	PHPMS	Hiraoka, Takimoto, et al., 1987	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	30.4	cal/mol*K	PHPMS	Hiraoka, Takimoto, et al., 1987	gas phase; M

+ Pyrrole = ( • Pyrrole )

By formula: Cl^- + C₄H₅N = (Cl^- • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	18.8 ± 2.0	kcal/mol	IMRE	Larson and McMahon, 1984	gas phase; B
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	11.8 ± 2.0	kcal/mol	IMRE	Larson and McMahon, 1984	gas phase; B
Δ_rG°	14.00	kcal/mol	TDEq	French, Ikuta, et al., 1982	gas phase; B

Free energy of reaction

Δ_rG° (kcal/mol)	T (K)	Method	Reference	Comment
11.6	421.	PHPMS	French, Ikuta, et al., 1982	gas phase; M

+ Pyrrole = ( • Pyrrole )

By formula: Co⁺ + C₄H₅N = (Co⁺ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	>66.	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

( • Pyrrole ) + Pyrrole = ( • 2 Pyrrole )

By formula: (Co⁺ • C₄H₅N) + C₄H₅N = (Co⁺ • 2C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	46.4	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

+ Pyrrole = ( • Pyrrole )

By formula: Cr⁺ + C₄H₅N = (Cr⁺ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	42.5	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

( • Pyrrole ) + Pyrrole = ( • 2 Pyrrole )

By formula: (Cr⁺ • C₄H₅N) + C₄H₅N = (Cr⁺ • 2C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	34.9	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

+ Pyrrole = ( • Pyrrole )

By formula: Cu⁺ + C₄H₅N = (Cu⁺ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	59.0	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

( • Pyrrole ) + Pyrrole = ( • 2 Pyrrole )

By formula: (Cu⁺ • C₄H₅N) + C₄H₅N = (Cu⁺ • 2C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	44.0	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

+ Pyrrole = ( • Pyrrole )

By formula: F^- + C₄H₅N = (F^- • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	34.2 ± 2.0	kcal/mol	IMRE	Larson and McMahon, 1983	gas phase; B,M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	25.5	cal/mol*K	N/A	Larson and McMahon, 1983	gas phase; switching reaction(F-)H2O, Entropy change calculated or estimated; Arshadi, Yamdagni, et al., 1970; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	26.6 ± 2.0	kcal/mol	IMRE	Larson and McMahon, 1983	gas phase; B,M

+ Pyrrole = ( • Pyrrole )

By formula: Fe⁺ + C₄H₅N = (Fe⁺ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	54.0	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

( • Pyrrole ) + Pyrrole = ( • 2 Pyrrole )

By formula: (Fe⁺ • C₄H₅N) + C₄H₅N = (Fe⁺ • 2C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	41.6	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

HS^- + Pyrrole = (HS^- • Pyrrole )

By formula: HS^- + C₄H₅N = (HS^- • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	23.0 ± 1.0	kcal/mol	TDAs	Meot-ner, 1988	gas phase; B,M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	24.4	cal/mol*K	PHPMS	Meot-ner, 1988	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	15.7 ± 1.0	kcal/mol	TDAs	Meot-ner, 1988	gas phase; B

+ Pyrrole = ( • Pyrrole )

By formula: K⁺ + C₄H₅N = (K⁺ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	20.0 ± 1.0	kcal/mol	CIDT	Huang and Rodgers, 2002	RCD

+ Pyrrole = ( • Pyrrole )

By formula: Li⁺ + C₄H₅N = (Li⁺ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	42.3 ± 4.0	kcal/mol	CIDT	Huang and Rodgers, 2002	RCD

+ Pyrrole = ( • Pyrrole )

By formula: Mg⁺ + C₄H₅N = (Mg⁺ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	44.0	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

+ Pyrrole = ( • Pyrrole )

By formula: Mn⁺ + C₄H₅N = (Mn⁺ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	42.3	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

( • Pyrrole ) + Pyrrole = ( • 2 Pyrrole )

By formula: (Mn⁺ • C₄H₅N) + C₄H₅N = (Mn⁺ • 2C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	27.0	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

+ Pyrrole = ( • Pyrrole )

By formula: Mo⁺ + C₄H₅N = (Mo⁺ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	>69.	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

+ Pyrrole = ( • Pyrrole )

By formula: Na⁺ + C₄H₅N = (Na⁺ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	24.3 ± 1.1	kcal/mol	CIDT	Huang and Rodgers, 2002	RCD

+ Pyrrole = ( • Pyrrole )

By formula: Ni⁺ + C₄H₅N = (Ni⁺ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	>68.	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

( • Pyrrole ) + Pyrrole = ( • 2 Pyrrole )

By formula: (Ni⁺ • C₄H₅N) + C₄H₅N = (Ni⁺ • 2C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	47.0	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

+ Pyrrole = ( • Pyrrole )

By formula: V⁺ + C₄H₅N = (V⁺ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	>41.	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

+ Pyrrole = ( • Pyrrole )

By formula: W⁺ + C₄H₅N = (W⁺ • C₄H₅N)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	>50.	kcal/mol	RAK	Gapeev and Yang, 2000	RCD

IR Spectrum

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Data compiled by: Coblentz Society, Inc.

Not specified, most likely a prism, grating, or hybrid spectrometer.; (NO SPECTRUM, ONLY SCANNED IMAGE IS AVAILABLE)

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Mass spectrum (electron ionization)

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Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Additional Data

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Owner	NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved.
Origin	U.S. BUREAU OF MINES, LARAMIE, WYO, USA
NIST MS number	34529

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UV/Visible spectrum

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Data compiled by: Victor Talrose, Eugeny B. Stern, Antonina A. Goncharova, Natalia A. Messineva, Natalia V. Trusova, Margarita V. Efimkina

Spectrum

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Additional Data

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Source	missing citation
Owner	INEP CP RAS, NIST OSRD Collection (C) 2007 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved.
Origin	INSTITUTE OF ENERGY PROBLEMS OF CHEMICAL PHYSICS, RAS
Source reference	RAS UV No. 17
Instrument	Beckman DU
Melting point	-23.4
Boiling point	129.7

Gas Chromatography

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Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Kovats' RI, non-polar column, isothermal

View large format table.

Column type	Active phase	Temperature (C)	I	Reference	Comment
Capillary	OV-101	110.	747.	Zhuravleva, 2000	50. m/0.3 mm/0.4 μm, He
Capillary	OV-101	110.	747.	Golovnya, Kuz'menko, et al., 1999	50. m/0.3 mm/0.4 μm, He
Packed	PMS-100	130.	706.	Anderson, Jurel, et al., 1973	He, Celite 545 (44-60 mesh); Column length: 3. m
Packed	SE-30	110.	740.	Tibor and Anna, 1971	N2, Chromosorb W-AW; Column length: 2. m
Packed	SE-30	90.	733.	Tibor and Anna, 1971	N2, Chromosorb W-AW; Column length: 2. m

Kovats' RI, polar column, isothermal

View large format table.

Column type	Active phase	Temperature (C)	I	Reference	Comment
Packed	Carbowax 20M	160.	1516.	Kurbatova, Finkelstein, et al., 2004	Chromaton N-AW; Column length: 1. m
Packed	PEG-2000	150.	1492.	Anderson, Jurel, et al., 1973	He, Celite 545 (44-60 mesh); Column length: 3. m
Packed	PEG-2000	152.	1520.	Anderson, Jurel, et al., 1973	He, Celite 545 (44-60 mesh); Column length: 3. m
Packed	PEG-2000	179.	1530.	Anderson, Jurel, et al., 1973	He, Celite 545 (44-60 mesh); Column length: 3. m
Packed	PEG-2000	180.	1514.	Anderson, Jurel, et al., 1973	He, Celite 545 (44-60 mesh); Column length: 3. m
Packed	PEG-2000	200.	1520.	Anderson, Jurel, et al., 1973	He, Celite 545 (44-60 mesh); Column length: 3. m
Packed	PEG-2000	200.	1545.	Anderson, Jurel, et al., 1973	He, Celite 545 (44-60 mesh); Column length: 3. m
Packed	PEG-20M	110.	1502.	Tibor and Anna, 1971	N2, Chromosorb W-AW; Column length: 2. m
Packed	PEG-20M	90.	1498.	Tibor and Anna, 1971	N2, Chromosorb W-AW; Column length: 2. m

Van Den Dool and Kratz RI, non-polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	DB-5	751.	Methven L., Tsoukka M., et al., 2007	60. m/0.32 mm/1. μm, 40. C @ 2. min, 4. K/min, 260. C @ 10. min
Capillary	HP-5	771.	Solina, Baumgartner, et al., 2005	25. m/0.2 mm/1. μm, He, 5. K/min, 280. C @ 5. min; T_start: 40. C
Capillary	HP-5	771.	Solina, Baumgartner, et al., 2005	25. m/0.2 mm/1. μm, He, 5. K/min, 280. C @ 5. min; T_start: 40. C
Capillary	SPB-5	757.	Pino, Marbot, et al., 2004	30. m/0.25 mm/0.25 μm, He, 60. C @ 2. min, 4. K/min, 250. C @ 20. min
Capillary	SPB-5	751.	Pino, Marbot, et al., 2004, 2	30. m/0.25 mm/0.25 μm, He, 60. C @ 2. min, 4. K/min, 250. C @ 20. min
Capillary	BPX-5	774.	Bredie, Mottram, et al., 2002	50. m/0.32 mm/0.5 μm, 60. C @ 5. min, 4. K/min, 250. C @ 20. min
Capillary	BPX-5	744.	Ames, Guy, et al., 2001	50. m/0.32 mm/0.5 μm, He, 60. C @ 5. min, 4. K/min, 250. C @ 10. min
Capillary	BPX-5	760.	Ames, Guy, et al., 2001, 2	50. m/0.32 mm/0.25 μm, He, 60. C @ 5. min, 4. K/min, 250. C @ 10. min
Capillary	DB-1	731.	Kim, 2001	60. m/0.32 mm/1. μm, He, 40. C @ 5. min, 2. K/min; T_end: 220. C
Capillary	DB-1	733.	Izzo and Ho, 1991	50. m/0.32 mm/1.05 μm, He, 2. K/min, 260. C @ 40. min; T_start: 40. C
Packed	SE-30	739.	Peng, Ding, et al., 1988	He, Supelcoport and Chromosorb, 40. C @ 4. min, 10. K/min, 250. C @ 60. min; Column length: 3.05 m
Capillary	DB-1	727.	Zhang, Chien, et al., 1988	60. m/0.25 mm/0.25 μm, He, 2. K/min, 220. C @ 10. min; T_start: 40. C

Van Den Dool and Kratz RI, non-polar column, custom temperature program

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Column type	Active phase	I	Reference	Comment
Capillary	CP-Sil 8CB-MS	759.	Elmore, Mottram, et al., 2000	60. m/0.25 mm/0.25 μm, He; Program: 0C(5min) => 40C/min => 40C (2min) => 4C/min => 280C
Capillary	DB-5	765.	Parker, Hassell, et al., 2000	50. m/0.32 mm/0.5 μm, He; Program: oC(5min) => 60C/min => 60C (5min) => 4C/min => 250C

Van Den Dool and Kratz RI, polar column, temperature ramp

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	DB-Wax	1521.	Lopez-Galilea I., Fournier N., et al., 2006	30. m/0.32 mm/0.5 μm, He, 5. K/min, 240. C @ 10. min; T_start: 40. C
Capillary	CP-Wax 52CB	1507.	Mahadevan and Farmer, 2006	60. C @ 5. min, 4. K/min, 220. C @ 30. min; Column length: 50. m; Column diameter: 0.32 mm
Capillary	Supelcowax-10	1523.	Chung, Yung, et al., 2002	60. m/0.25 mm/0.25 μm, He, 35. C @ 5. min, 2. K/min, 195. C @ 90. min
Capillary	Supelcowax-10	1523.	Chung, Yung, et al., 2001	60. m/0.25 mm/0.25 μm, He, 35. C @ 5. min, 2. K/min, 195. C @ 90. min
Capillary	DB-Wax	1513.	Kim, 2001	60. m/0.25 mm/0.25 μm, He, 40. C @ 5. min, 2. K/min, 200. C @ 30. min
Capillary	Supelcowax-10	1524.	Chung, 2000	60. m/0.25 mm/0.25 μm, He, 2. K/min, 195. C @ 90. min; T_start: 35. C
Capillary	Supelcowax-10	1525.	Chung, 1999	60. m/0.25 mm/0.25 μm, He, 35. C @ 5. min, 2. K/min, 195. C @ 90. min
Capillary	FFAP	1547.	Ott, Fay, et al., 1997	30. m/0.25 mm/0.25 μm, He, 20. C @ 1. min, 4. K/min, 200. C @ 1. min
Capillary	PEG-20M	1505.	Shimoda, Nakada, et al., 1997	60. m/0.25 mm/0.25 μm, He, 2. K/min, 230. C @ 60. min; T_start: 50. C
Capillary	DB-Wax	1505.	Shimoda, Shiratsuchi, et al., 1996	60. m/0.25 mm/0.25 μm, He, 2. K/min, 230. C @ 60. min; T_start: 50. C
Capillary	DB-Wax	1490.	Shimoda, Shigematsu, et al., 1995	60. m/0.25 mm/0.25 μm, 2. K/min; T_start: 50. C; T_end: 230. C
Capillary	DB-Wax	1538.	Chung, Eiserich, et al., 1994	He, 60. C @ 4. min, 3. K/min, 220. C @ 30. min; Column length: 60. m; Column diameter: 0.25 mm
Capillary	DB-Wax	1512.	Shiratsuchi, Shimoda, et al., 1994	60. m/0.25 mm/0.25 μm, 2. K/min, 230. C @ 60. min; T_start: 50. C
Capillary	DB-Wax	1512.	Shiratsuchi, Shimoda, et al., 1994, 2	60. m/0.25 mm/0.25 μm, He, 2. K/min, 230. C @ 60. min; T_start: 50. C
Capillary	Supelcowax-10	1514.	Chung and Cadwallader, 1993	60. m/0.25 mm/0.25 μm, He, 40. C @ 5. min, 2. K/min, 195. C @ 40. min
Capillary	Supelcowax-10	1530.	Matiella and Hsieh, 1990	60. m/0.25 mm/0.25 μm, 40. C @ 5. min, 2. K/min, 175. C @ 20. min
Capillary	Supelcowax-10	1521.	Tanchotikul and Hsieh, 1989	60. m/0.25 mm/0.25 μm, 40. C @ 5. min, 2. K/min, 175. C @ 20. min
Capillary	Supelcowax-10	1523.	Tanchotikul and Hsieh, 1989	60. m/0.25 mm/0.25 μm, 40. C @ 5. min, 2. K/min, 175. C @ 20. min
Capillary	Supelcowax-10	1524.	Vejaphan, Hsieh, et al., 1988	60. m/0.25 mm/0.25 μm, 40. C @ 5. min, 2. K/min, 175. C @ 20. min
Capillary	Supelcowax-10	1526.	Vejaphan, Hsieh, et al., 1988	60. m/0.25 mm/0.25 μm, 40. C @ 5. min, 2. K/min, 175. C @ 20. min

Van Den Dool and Kratz RI, polar column, custom temperature program

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	Supelcowax-10	1525.	Bianchi, Careri, et al., 2007	30. m/0.25 mm/0.25 μm, He; Program: 35C(8min) => 4C/min => 60C => 6C/min => 160C => 20C/min => 200C(1min)
Capillary	CP-Wax 52CB	1513.	Alasalvar, Shahidi, et al., 2003	60. m/0.25 mm/0.25 μm, He; Program: 40C => 5C/min => 60C => 2.5C/min => 155C
Capillary	Supelcowax-10	1514.	Baek and Cadwallader, 1996	60. m/0.25 mm/0.25 μm; Program: 40C => (6C/min) => 80C(6min) => (15C/min) => 200C(10min)

Normal alkane RI, non-polar column, temperature ramp

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	VF-5 MS	750.	Leffingwell and Alford, 2011	60. m/0.32 mm/0.25 μm, Helium, 2. K/min, 260. C @ 28. min; T_start: 30. C
Capillary	VF-5 MS	757.	Leffingwell and Alford, 2011	60. m/0.32 mm/0.25 μm, Helium, 2. K/min, 260. C @ 28. min; T_start: 30. C
Capillary	HP-5	755.	Piyachaiseth, Jirapakkul, et al., 2011	60. m/0.25 mm/0.25 μm, Helium, 35. C @ 1. min, 10. K/min, 220. C @ 15. min
Capillary	ZB-5	751.	Harrison and Priest, 2009	30. m/0.25 mm/0.25 μm, Helium, 40. C @ 1. min, 6. K/min, 280. C @ 9. min
Capillary	SLB-5MS	768.	Risticevic, Carasek, et al., 2008	10. m/0.18 mm/0.18 μm, Helium, 40. C @ 1.5 min, 10. K/min; T_end: 295. C
Capillary	MDN-5	748.	van Loon, Linssen, et al., 2005	60. m/0.25 mm/0.25 μm, He, 40. C @ 4. min, 4. K/min, 270. C @ 5. min
Capillary	MDN-5	755.	van Loon, Linssen, et al., 2005	60. m/0.25 mm/0.25 μm, He, 40. C @ 4. min, 4. K/min, 270. C @ 5. min
Capillary	RTX-5	750.	Sies A., Hirsch R., et al., 2002	20. m/0.18 mm/0.4 μm, He, 20. C @ 3.5 min, 40. K/min, 290. C @ 0.5 min
Capillary	SPB-5	755.	Poligné, Collignan, et al., 2001	60. m/0.32 mm/1. μm, He, 3. K/min; T_start: 40. C; T_end: 200. C
Capillary	DB-1	725.	Buttery, Ling, et al., 1997	30. C @ 25. min, 4. K/min, 200. C @ 20. min; Column length: 60. m; Column diameter: 0.25 mm
Capillary	SE-54	765.	Bellesia, Pinetti, et al., 1996	25. m/0.2 mm/0.5 μm, He, 35. C @ 2. min, 5. K/min; T_end: 250. C
Capillary	DB-1	730.	Buttery and Ling, 1995	He, 30. C @ 25. min, 4. K/min, 200. C @ 20. min; Column length: 60. m; Column diameter: 0.25 mm
Capillary	DB-5	762.	Macku and Shibamoto, 1991	He, 40. C @ 5. min, 2. K/min; Column length: 60. m; Column diameter: 0.25 mm; T_end: 160. C
Capillary	DB-5	762.	Macku and Shibamoto, 1991, 2	He, 40. C @ 5. min, 2. K/min; Column length: 60. m; Column diameter: 0.25 mm; T_end: 160. C
Capillary	OV-101	768.	del Rosario, de Lumen, et al., 1984	He, 0. C @ 1. min, 3. K/min; Column length: 50. m; Column diameter: 0.31 mm; T_end: 225. C

Normal alkane RI, non-polar column, custom temperature program

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	SLB-5MS	739.	Risticevic, Carasek, et al., 2008	10. m/0.18 mm/0.18 μm, Helium; Program: not specified
Capillary	DB-5 MS	758.	Liu, Xu, et al., 2007	60. m/0.32 mm/1.0 μm, Helium; Program: 40 0C (2 min) 6 0C/min -> 100 0C 4 0C/min -> 180 0C 8 0C/min -> 250 0C (12 min)
Capillary	Polydimethyl siloxane with 5 % Ph groups	751.	Pino, Marbot, et al., 2005	Program: not specified
Capillary	SPB-5	749.	Begnaud, Pérès, et al., 2003	60. m/0.32 mm/1. μm; Program: not specified
Capillary	RTX-5 MS	758.	Machiels and Istasse, 2003	60. m/0.25 mm/0.5 μm, He; Program: 35C (3min) => 10C/min => 50C => 4C/min => 200C => 50C/min => 250C (10min)
Capillary	BPX-5	749.	Machiels, van Ruth, et al., 2003	60. m/0.32 mm/1. μm, He; Program: 40C (4min) => 2C/min => 90C => 4C/min => 130C => 8C/min => 250 C (10min)
Capillary	Methyl phenyl siloxane (not specified)	752.	Poligne, Collignan, et al., 2002	Program: not specified
Capillary	DB-5 MS	769.	Luo and Agnew, 2001	30. m/0.25 mm/1.0 μm, Helium; Program: not specified
Capillary	Methyl Silicone	723.	Zenkevich, 1999	Program: not specified
Capillary	SPB-1	733.	Flanagan, Streete, et al., 1997	60. m/0.53 mm/5. μm, He; Program: 40C(6min) => 5C/min => 80C => 10C/min => 200C
Capillary	SPB-1	733.	Strete, Ruprah, et al., 1992	60. m/0.53 mm/5.0 μm, Helium; Program: 40 0C (6 min) 5 0C/min -> 80 0C 10 0C/min -> 200 0C
Capillary	SPB-1	755.	Strete, Ruprah, et al., 1992	60. m/0.53 mm/5.0 μm, Helium; Program: not specified
Capillary	DB-1	727.	Kawai, Ishida, et al., 1991	60. m/0.25 mm/0.25 μm; Program: not specified
Capillary	DB-1	728.	Kawai, Ishida, et al., 1991	60. m/0.25 mm/0.25 μm; Program: not specified
Capillary	OV-1	755.	Ramsey and Flanagan, 1982	Program: not specified

Normal alkane RI, polar column, temperature ramp

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	HP-Innowax	1488.	Puvipirom and Chaisei, 2012	15. m/0.32 mm/0.50 μm, Helium, 3. K/min; T_start: 40. C; T_end: 250. C
Capillary	FFAP	1534.	Budryn, Nebesny, et al., 2011	30. m/0.32 mm/0.50 μm, Nitrogen, 35. C @ 5. min, 4. K/min, 250. C @ 45. min
Capillary	FFAP	1534.	Nebesny, Budryn, et al., 2007	30. m/0.32 mm/0.5 μm, N2, 35. C @ 5. min, 4. K/min, 320. C @ 45. min
Capillary	HP-Wax	1542.	Sanz, Maeztu, et al., 2002	60. m/0.25 mm/0.5 μm, He, 40. C @ 6. min, 3. K/min; T_end: 190. C
Capillary	HP-Wax	1542.	Maeztu, Sanz, et al., 2001	60. m/0.25 mm/0.5 μm, He, 40. C @ 6. min, 3. K/min; T_end: 190. C
Capillary	HP-Wax	1542.	Sanz, Ansorena, et al., 2001	60. m/0.25 mm/0.5 μm, He, 40. C @ 6. min, 3. K/min; T_end: 190. C
Capillary	Supelcowax-10	1526.	Girard and Durance, 2000	60. m/0.25 mm/0.25 μm, He, 35. C @ 10. min, 4. K/min; T_end: 200. C
Capillary	DB-Wax	1507.	Buttery, Orts, et al., 1999	30. C @ 4. min, 2. K/min, 170. C @ 60. min; Column length: 60. m; Column diameter: 0.32 mm
Capillary	DB-Wax	1507.	Buttery and Ling, 1998	30. C @ 4. min, 2. K/min, 170. C @ 30. min; Column length: 60. m; Column diameter: 0.25 mm
Capillary	PEG-20M	1477.	Kubota, Matsujage, et al., 1996	50. m/0.25 mm/0.25 μm, Nitrogen, 2. K/min; T_start: 60. C; T_end: 180. C
Capillary	DB-Wax	1513.	Umano, Hagi, et al., 1995	He, 40. C @ 2. min, 2. K/min; Column length: 60. m; Column diameter: 0.25 mm; T_end: 200. C
Capillary	DB-Wax	1470.	Hatsuko, Kazuko, et al., 1992	He, 60. C @ 10. min, 3. K/min; Column length: 30. m; Column diameter: 0.25 mm; T_end: 240. C
Capillary	DB-Wax	1509.	Wong and Bernhard, 1988	He, 70. C @ 8. min, 2. K/min; Column length: 30. m; Column diameter: 0.25 mm; T_end: 160. C
Capillary	Carbowax 20M	1504.	Shibamoto and Russell, 1977	1. K/min; Column length: 100. m; Column diameter: 0.25 mm; T_start: 70. C; T_end: 170. C
Capillary	Carbowax 20M	1505.	Shibamoto and Russell, 1977	1. K/min; Column length: 100. m; Column diameter: 0.25 mm; T_start: 70. C; T_end: 170. C

Normal alkane RI, polar column, custom temperature program

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	DB-Wax	1498.	Welke, Manfroi, et al., 2012	30. m/0.25 mm/0.25 μm, Helium; Program: not specified
Capillary	DB-Wax	1507.	Welke, Manfroi, et al., 2012	30. m/0.25 mm/0.25 μm, Helium; Program: not specified
Capillary	DB-Wax	1518.	Gonzalez-Rios, Suarez-Quiroz, et al., 2007	30. m/0.25 mm/0.25 μm, Hydrogen; Program: 44 0C 3 0C/min -> 170 0C 8 0C/min -> 250 0C
Capillary	DB-Wax	1514.	Kim. J.H., Ahn, et al., 2004	60. m/0.25 mm/0.25 μm, Helium; Program: 60 0C (3 min) 2 0C/min -> 150 0C 4 0C/min -> 200 0C
Capillary	Carbowax 20M	1516.	Finkelstein, Kurbatova, et al., 2002	Program: not specified
Capillary	CP-Wax 52CB	1532.	Muresan, Eillebrecht, et al., 2000	50. m/0.32 mm/1.2 μm; Program: 40C(10min) => 3C/min => 190C => 10C/min => 250C(5min)
Capillary	Supelcowax-10	1524.	Chang, Seitz, et al., 1995	30. m/0.32 mm/0.25 μm, He; Program: 50C(2min) => 7C/min => 140C => 17.5C/min => 230C
Capillary	DB-Wax	1508.	Peng, Yang, et al., 1991	Program: not specified
Capillary	DB-Wax	1511.	Peng, Yang, et al., 1991	Program: not specified
Capillary	Carbowax 20M	1472.	Ramsey and Flanagan, 1982	Program: not specified

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, Gas Chromatography, NIST Free Links, NIST Subscription Links, Notes

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Gonzalez-Rios, O.; Suarez-Quiroz, M.L.; Boulanger, R.; Barel, M.; Guyot, B.; Guiraud, J.-P.; Schorr-Galindo, S., Impact of ecological post-harvest processing of coffee aroma: II Roasted coffee., J. Food Composition Analysis, 2007, 20, 3-4, 297-307, https://doi.org/10.1016/j.jfca.2006.12.004 . [all data]

Kim. J.H., Ahn, et al., 2004
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Notes

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Symbols used in this document:

AE	Appearance energy
C_p,liquid	Constant pressure heat capacity of liquid
IE (evaluated)	Recommended ionization energy
P_c	Critical pressure
S°_liquid	Entropy of liquid at standard conditions
T	Temperature
T_boil	Boiling point
T_c	Critical temperature
T_fus	Fusion (melting) point
T_triple	Triple point temperature
Δ_cH°_liquid	Enthalpy of combustion of liquid at standard conditions
Δ_fH°_gas	Enthalpy of formation of gas at standard conditions
Δ_fH°_liquid	Enthalpy of formation of liquid at standard conditions
Δ_fusH	Enthalpy of fusion
Δ_fusS	Entropy of fusion
Δ_rG°	Free energy of reaction at standard conditions
Δ_rH°	Enthalpy of reaction at standard conditions
Δ_rS°	Entropy of reaction at standard conditions
Δ_vapH	Enthalpy of vaporization
Δ_vapH°	Enthalpy of vaporization at standard conditions

Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
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Pyrrole

Gas phase thermochemistry data

Condensed phase thermochemistry data

Constant pressure heat capacity of liquid

Phase change data

Enthalpy of vaporization

Enthalpy of vaporization

Antoine Equation Parameters

Enthalpy of fusion

Entropy of fusion

Reaction thermochemistry data

Individual Reactions

Free energy of reaction

Gas phase ion energetics data

Ionization energy determinations

Appearance energy determinations

De-protonation reactions

Ion clustering data

Clustering reactions

Free energy of reaction

IR Spectrum

Mass spectrum (electron ionization)

Spectrum

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Additional Data

UV/Visible spectrum

Spectrum

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Additional Data

Gas Chromatography

Kovats' RI, non-polar column, isothermal

Kovats' RI, polar column, isothermal

Van Den Dool and Kratz RI, non-polar column, temperature ramp

Van Den Dool and Kratz RI, non-polar column, custom temperature program

Van Den Dool and Kratz RI, polar column, temperature ramp

Van Den Dool and Kratz RI, polar column, custom temperature program

Normal alkane RI, non-polar column, temperature ramp

Normal alkane RI, non-polar column, custom temperature program

Normal alkane RI, polar column, temperature ramp

Normal alkane RI, polar column, custom temperature program

References

Notes