Dimethylamine
- Formula: C2H7N
- Molecular weight: 45.0837
- IUPAC Standard InChIKey: ROSDSFDQCJNGOL-UHFFFAOYSA-N
- CAS Registry Number: 124-40-3
- 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: Methanamine, N-methyl-; (CH3)2NH; N-Methylmethanamine; Rcra waste number U092; UN 1032; N,N-Dimethylamine; NSC 8650
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Gas Chromatography, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -19. ± 2. | kJ/mol | Eqk | Issoire and Long, 1960 | Heat of formation derived by Cox and Pilcher, 1970; ALS |
ΔfH°gas | -23.8 | kJ/mol | N/A | Lemoult, 1907 | Value computed using ΔfHliquid° value of -49.8 kj/mol from Lemoult, 1907 and ΔvapH° value of 26.0 kj/mol from Issoire and Long, 1960.; DRB |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Gas Chromatography, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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 |
---|---|---|---|---|---|
ΔfH°liquid | -45. ± 2. | kJ/mol | Eqk | Issoire and Long, 1960 | Heat of formation derived by Cox and Pilcher, 1970; ALS |
ΔfH°liquid | -49.8 | kJ/mol | Ccb | Lemoult, 1907 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -1792. | kJ/mol | Ccb | Muller, 1910 | At 288 K; ALS |
ΔcH°liquid | -1750. | kJ/mol | Ccb | Lemoult, 1907 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 173.85 | J/mol*K | N/A | Aston, Eidinoff, et al., 1939 | Saturated liquid at boiling point.; DH |
Constant pressure heat capacity of liquid
Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
136.77 | 280.44 | Aston, Eidinoff, et al., 1939 | T = 14 to 280 K. Value for saturated liquid.; DH |
Phase change data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Gas Chromatography, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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.
DH - Eugene S. Domalski and Elizabeth D. Hearing
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 281. ± 1. | K | AVG | N/A | Average of 7 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 180.15 | K | N/A | Roberts, Emeleus, et al., 1939 | Uncertainty assigned by TRC = 0.4 K; not clear whether this was measured or not; TRC |
Tfus | 178.9 | K | N/A | Simon and Huter, 1935 | Uncertainty assigned by TRC = 0.5 K; TRC |
Tfus | 180.15 | K | N/A | Simon and Huter, 1935, 2 | Uncertainty assigned by TRC = 1.5 K; TRC |
Tfus | 180.25 | K | N/A | Wiberg and Sutterlin, 1935 | Uncertainty assigned by TRC = 1. K; TRC |
Tfus | 177.15 | K | N/A | Timmermans and Mattaar, 1921 | Uncertainty assigned by TRC = 0.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 180.97 | K | N/A | Aston, Eidinoff, et al., 1939, 2 | Uncertainty assigned by TRC = 0.02 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 437.22 | K | N/A | Kay and Young, 1974 | Uncertainty assigned by TRC = 0.15 K; TRC |
Tc | 437.7 | K | N/A | Berthoud, 1917 | Uncertainty assigned by TRC = 0.3 K; TRC |
Tc | 437.75 | K | N/A | Berthoud, 1917 | Uncertainty assigned by TRC = 0.3 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 53.40 | bar | N/A | Kay and Young, 1974 | Uncertainty assigned by TRC = 0.03 bar; TRC |
Pc | 53.0436 | bar | N/A | Berthoud, 1917 | Uncertainty assigned by TRC = 0.3039 bar; TRC |
Pc | 53.1247 | bar | N/A | Berthoud, 1917 | Uncertainty assigned by TRC = 0.4053 bar; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 25.44 | kJ/mol | N/A | Majer and Svoboda, 1985 | |
ΔvapH° | 25.4 ± 0.04 | kJ/mol | V | Issoire and Long, 1960 | Heat of formation derived by Cox and Pilcher, 1970; ALS |
ΔvapH° | 26.0 | kJ/mol | N/A | Issoire and Long, 1960 | DRB |
ΔvapH° | 26.5 ± 0.1 | kJ/mol | V | Aston, Eidinoff, et al., 1939, 3 | ALS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
26.485 | 280.03 | N/A | Aston, Eidinoff, et al., 1939 | P = 101.325 kPa; DH |
26.4 | 280. | N/A | Majer and Svoboda, 1985 | |
27.0 | 292. | A | Stephenson and Malanowski, 1987 | Based on data from 277. to 360. K.; AC |
23.8 | 373. | A | Stephenson and Malanowski, 1987 | Based on data from 358. to 438. K.; AC |
28.4 | 264. | A | Stephenson and Malanowski, 1987 | Based on data from 202. to 279. K. See also Aston, Eidinoff, et al., 1939 and Boublik, Fried, et al., 1984.; AC |
Entropy of vaporization
ΔvapS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
94.58 | 280.03 | Aston, Eidinoff, et al., 1939 | P; DH |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
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Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
201.38 to 280.01 | 4.29371 | 995.445 | -47.869 | Aston, Eidinoff, et al., 1939 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
5.941 | 180.97 | Aston, Eidinoff, et al., 1939 | DH |
5.94 | 181. | Domalski and Hearing, 1996 | AC |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
32.83 | 180.97 | Aston, Eidinoff, et al., 1939 | DH |
Reaction thermochemistry data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, Gas Chromatography, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled as indicated in comments:
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
B - John E. Bartmess
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
RCD - Robert C. Dunbar
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Individual Reactions
By formula: C3H9Sn+ + C2H7N = (C3H9Sn+ • C2H7N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 185. | kJ/mol | PHPMS | Stone and Splinter, 1984 | gas phase; switching reaction((CH3)3Sn+)CH3OH, Entropy change calculated or estimated; M |
ΔrH° | 185. | kJ/mol | PHPMS | Stone and Splinter, 1984 | gas phase; switching reaction((CH3)3Sn+)CH3OH, Entropy change calculated or estimated; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 127. | J/mol*K | N/A | Stone and Splinter, 1984 | gas phase; switching reaction((CH3)3Sn+)CH3OH, Entropy change calculated or estimated; M |
ΔrS° | 133. | J/mol*K | N/A | Stone and Splinter, 1984 | gas phase; switching reaction((CH3)3Sn+)CH3OH, Entropy change calculated or estimated; M |
Free energy of reaction
ΔrG° (kJ/mol) | T (K) | Method | Reference | Comment |
---|---|---|---|---|
118. | 525. | PHPMS | Stone and Splinter, 1984 | gas phase; switching reaction((CH3)3Sn+)CH3OH, Entropy change calculated or estimated; M |
115. | 525. | PHPMS | Stone and Splinter, 1984 | gas phase; switching reaction((CH3)3Sn+)CH3OH, Entropy change calculated or estimated; M |
By formula: Li+ + C2H7N = (Li+ • C2H7N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 177. | kJ/mol | ICR | Woodin and Beauchamp, 1978 | gas phase; switching reaction(Li+)H2O, Entropy change calculated or estimated; Dzidic and Kebarle, 1970 extrapolated; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 110. | J/mol*K | N/A | Woodin and Beauchamp, 1978 | gas phase; switching reaction(Li+)H2O, Entropy change calculated or estimated; Dzidic and Kebarle, 1970 extrapolated; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 143. | kJ/mol | ICR | Woodin and Beauchamp, 1978 | gas phase; switching reaction(Li+)H2O, Entropy change calculated or estimated; Dzidic and Kebarle, 1970 extrapolated; M |
C2H6N- + =
By formula: C2H6N- + H+ = C2H7N
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1653. ± 8.4 | kJ/mol | D-EA | Radisic, Xu, et al., 2002 | gas phase; BDE supported by 72GOL/SOL, over McMillen and Golden, 1982; B |
ΔrH° | 1658.7 ± 3.7 | kJ/mol | G+TS | MacKay, Hemsworth, et al., 1976 | gas phase; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1623. ± 8.8 | kJ/mol | H-TS | Radisic, Xu, et al., 2002 | gas phase; BDE supported by 72GOL/SOL, over McMillen and Golden, 1982; B |
ΔrG° | 1628.4 ± 2.5 | kJ/mol | IMRE | MacKay, Hemsworth, et al., 1976 | gas phase; B |
By formula: C3H9Si+ + C2H7N = (C3H9Si+ • C2H7N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 251. | kJ/mol | PHPMS | Li and Stone, 1990 | gas phase; switching reaction,Thermochemical ladder((CH3)3Si+)C6H5COOC2H5; Wojtyniak and Stone, 1986; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 179. | J/mol*K | PHPMS | Li and Stone, 1990 | gas phase; switching reaction,Thermochemical ladder((CH3)3Si+)C6H5COOC2H5; Wojtyniak and Stone, 1986; M |
By formula: C2H8N+ + C2H7N = (C2H8N+ • C2H7N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 101. | kJ/mol | PHPMS | Meot-Ner (Mautner), 1992 | gas phase; M |
ΔrH° | 87.0 | kJ/mol | PHPMS | Yamdagni and Kebarle, 1973 | gas phase; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 118. | J/mol*K | PHPMS | Meot-Ner (Mautner), 1992 | gas phase; M |
ΔrS° | 108. | J/mol*K | PHPMS | Yamdagni and Kebarle, 1973 | gas phase; M |
By formula: (C2H8N+ • 2C2H7N) + C2H7N = (C2H8N+ • 3C2H7N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 41. | kJ/mol | PHPMS | Meot-Ner (Mautner), 1992 | gas phase; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 109. | J/mol*K | PHPMS | Meot-Ner (Mautner), 1992 | gas phase; M |
By formula: (C2H8N+ • 3C2H7N) + C2H7N = (C2H8N+ • 4C2H7N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 33. | kJ/mol | PHPMS | Meot-Ner (Mautner), 1992 | gas phase; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 94.1 | J/mol*K | PHPMS | Meot-Ner (Mautner), 1992 | gas phase; M |
By formula: (C2H8N+ • 4C2H7N) + C2H7N = (C2H8N+ • 5C2H7N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 26. | kJ/mol | PHPMS | Meot-Ner (Mautner), 1992 | gas phase; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 94.1 | J/mol*K | PHPMS | Meot-Ner (Mautner), 1992 | gas phase; M |
By formula: (C2H8N+ • C2H7N) + C2H7N = (C2H8N+ • 2C2H7N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 68.6 | kJ/mol | PHPMS | Meot-Ner (Mautner), 1992 | gas phase; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 114. | J/mol*K | PHPMS | Meot-Ner (Mautner), 1992 | gas phase; M |
By formula: C3H10N+ + C2H7N = (C3H10N+ • C2H7N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 85.8 | kJ/mol | PHPMS | Yamdagni and Kebarle, 1973 | gas phase; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 119. | J/mol*K | PHPMS | Yamdagni and Kebarle, 1973 | gas phase; M |
By formula: K+ + C2H7N = (K+ • C2H7N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 81.6 | kJ/mol | HPMS | Davidson and Kebarle, 1976 | gas phase; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 89.5 | J/mol*K | HPMS | Davidson and Kebarle, 1976 | gas phase; M |
By formula: C3H9NO = C2H7N + CH2O
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 126. ± 0.8 | kJ/mol | Cm | Rogers and Rapiejko, 1974 | liquid phase; Heat of formation derived by 77PED/RYL; ALS |
By formula: Na+ + C2H7N = (Na+ • C2H7N)
Free energy of reaction
ΔrG° (kJ/mol) | T (K) | Method | Reference | Comment |
---|---|---|---|---|
82.0 | 298. | IMRE | McMahon and Ohanessian, 2000 | Anchor alanine=39.89; RCD |
By formula: C9H11ClN2O = C7H4ClNO + C2H7N
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 155.0 ± 2.5 | kJ/mol | Eqk | Chimishkyan, Svetlova, et al., 1984 | solid phase; Dissociation; ALS |
By formula: C10H14N2O = C2H7N + C8H7NO
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 128.4 ± 0.5 | kJ/mol | Eqk | Chimishkyan, Svetlova, et al., 1984 | solid phase; Dissociation; ALS |
By formula: C10H14N2O2 = C2H7N + C8H7NO2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 95.2 ± 0.9 | kJ/mol | Eqk | Chimishkyan, Svetlova, et al., 1984 | solid phase; Dissociation; ALS |
By formula: C9H11ClN2O = C2H7N + C7H4ClNO
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 148.0 ± 1.8 | kJ/mol | Eqk | Chimishkyan, Svetlova, et al., 1984 | solid phase; Dissociation; ALS |
By formula: C10H11F3N2O = C2H7N + C8H4F3NO
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 152.1 ± 2.8 | kJ/mol | Eqk | Chimishkyan, Svetlova, et al., 1984 | solid phase; Dissociation; ALS |
By formula: C9H10Cl2N2O = C7H3Cl2NO + C2H7N
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 118.5 ± 2.3 | kJ/mol | Eqk | Chimishkyan, Svetlova, et al., 1984 | solid phase; Dissociation; ALS |
By formula: C3H5Cl + 2C2H7N = C5H11N + C2H8ClN
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -82.6 ± 0.4 | kJ/mol | Cm | Beldie, Aelenei, et al., 1982 | liquid phase; ALS |
By formula: C10H14N2O = C2H7N + C8H7NO
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 109.9 | kJ/mol | Eqk | Chimishkyan, Svetlova, et al., 1984 | solid phase; Dissociation; ALS |
By formula: 2C2H7N + CH2O = C5H14N2 + H2O
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -191. ± 3. | kJ/mol | Cm | Rogers and Rapiejko, 1974 | gas phase; ALS |
By formula: C9H12N2O = C7H5NO + C2H7N
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 134.2 ± 2.9 | kJ/mol | Eqk | Chimishkyan, Svetlova, et al., 1984 | solid phase; ALS |
By formula: C2H7N + CH2O = C3H9NO
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -126. ± 0.8 | kJ/mol | Cm | Rogers and Rapiejko, 1974 | gas phase; ALS |
By formula: 2CH5N = C2H7N + H3N
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -19.7 | kJ/mol | Eqk | Issoire and Long, 1960 | gas phase; ALS |
Gas phase ion energetics data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Gas Chromatography, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
View reactions leading to C2H7N+ (ion structure unspecified)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
IE (evaluated) | 8.24 ± 0.08 | eV | N/A | N/A | L |
Quantity | Value | Units | Method | Reference | Comment |
Proton affinity (review) | 929.5 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 896.5 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
8.2 ± 0.1 | PE | Aue, Webb, et al., 1980 | LLK |
8.2 | PE | Aue and Bowers, 1979 | LLK |
8.83 | EI | Baldwin, Loudon, et al., 1977 | LLK |
8.2 ± 0.1 | PE | Aue, Webb, et al., 1976 | LLK |
8.30 | PE | Vovna and Vilesov, 1974 | LLK |
8.25 ± 0.02 | PE | Maier and Turner, 1973 | LLK |
8.07 | PE | Cullen, Frost, et al., 1972 | LLK |
8.25 | PE | Cornford, Frost, et al., 1971 | LLK |
8.36 | PE | Al-Joboury and Turner, 1964 | RDSH |
8.24 ± 0.02 | PI | Watanabe and Mottl, 1957 | RDSH |
8.95 | PE | Daamen and Oskam, 1978 | Vertical value; LLK |
8.97 | PE | Kimura and Osafune, 1975 | Vertical value; LLK |
8.85 | PE | Gibbins, Lappert, et al., 1975 | Vertical value; LLK |
8.929 | PE | Aue, Webb, et al., 1975 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
CH3+ | 14.8 | CH3NH | EI | SenSharma and Franklin, 1973 | LLK |
CH4N+ | 10.80 | ? | EI | Loudon and Webb, 1977 | LLK |
C2H3+ | 16.6 ± 0.5 | ? | EI | Gallegos and Kiser, 1962 | RDSH |
C2H6N+ | 9.65 | H | EI | Lossing, Lam, et al., 1981 | LLK |
C2H6N+ | 10.55 | ? | EI | Loudon and Webb, 1977 | LLK |
C2H6N+ | 10.50 | ? | EI | Loudon and Webb, 1977 | LLK |
C2H6N+ | 9.41 ± 0.06 | H | EI | Solka and Russell, 1974 | LLK |
C2H6N+ | 10.1 ± 0.1 | H | EI | Taft, Martin, et al., 1965 | RDSH |
H4N+ | 14.05 ± 0.05 | ? | EI | Haney and Franklin, 1969 | RDSH |
De-protonation reactions
C2H6N- + =
By formula: C2H6N- + H+ = C2H7N
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1653. ± 8.4 | kJ/mol | D-EA | Radisic, Xu, et al., 2002 | gas phase; BDE supported by 72GOL/SOL, over McMillen and Golden, 1982; B |
ΔrH° | 1658.7 ± 3.7 | kJ/mol | G+TS | MacKay, Hemsworth, et al., 1976 | gas phase; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1623. ± 8.8 | kJ/mol | H-TS | Radisic, Xu, et al., 2002 | gas phase; BDE supported by 72GOL/SOL, over McMillen and Golden, 1982; B |
ΔrG° | 1628.4 ± 2.5 | kJ/mol | IMRE | MacKay, Hemsworth, et al., 1976 | gas phase; B |
IR Spectrum
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Gas Chromatography, References, Notes
Data compiled by: Coblentz Society, Inc.
- GAS (16 mmHg DILUTED TO A TOTAL PRESSURE OF 600 mmHg WITH N2); BECKMAN; DIGITIZED BY NIST FROM HARD COPY (FROM TWO SEGMENTS); 4 cm-1 resolution
- GAS (16 mmHg, N2 ADDED, TOTAL PRESSURE 600 mmHg); BECKMAN IR-9 (GRATING); DIGITIZED BY NIST FROM HARD COPY (FROM TWO SEGMENTS); 2 cm-1 resolution
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Gas Chromatography
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Kovats' RI, non-polar column, isothermal
Column type | Active phase | Temperature (C) | I | Reference | Comment |
---|---|---|---|---|---|
Packed | Apiezon L | 100. | 405. | Golovnya, Zhuravleva, et al., 1980 | N2, Chromosorb GAW; Column length: 2.7 m |
Packed | Apiezon L | 100. | 434. | Golovnya and Zhuravleva, 1973 | |
Packed | Apiezon L | 130. | 458. | Landault and Guiochon, 1964 | Teflon-Haloport; Column length: 2.26 m |
Kovats' RI, polar column, isothermal
Column type | Active phase | Temperature (C) | I | Reference | Comment |
---|---|---|---|---|---|
Packed | PEG-2000 | 152. | 650. | Anderson, Jurel, et al., 1973 | He, Celite 545 (44-60 mesh); Column length: 3. m |
Packed | PEG-2000 | 179. | 646. | Anderson, Jurel, et al., 1973 | He, Celite 545 (44-60 mesh); Column length: 3. m |
Van Den Dool and Kratz RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | DB-5 | 426. | Flamini, Luigi Cioni, et al., 2003 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 60. C; Tend: 240. C |
Normal alkane RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | OV-101 | 425. | Zenkevich, 2005 | 25. m/0.20 mm/0.10 μm, N2/He, 6. K/min; Tstart: 50. C; Tend: 250. C |
Normal alkane RI, non-polar column, custom temperature program
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | Methyl Silicone | 434. | Chen and Feng, 2007 | 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, IR Spectrum, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Issoire and Long, 1960
Issoire, J.; Long, C.,
Etude de la thermodynamique chimique de la reaction de formation des methylamines,
Bull. Soc. Chim. France, 1960, 2004-2012. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]
Lemoult, 1907
Lemoult, M.P.,
Recherches theoriques et experimentales sur les chaleurs de combustion et de formation des composes organiques,
Ann. Chim. Phys., 1907, 12, 395-432. [all data]
Muller, 1910
Muller, J.-A.,
Sur les chaleurs de combustion et les poids specifiques des methylamines,
Ann. Chim. Phys., 1910, 20, 116-130. [all data]
Aston, Eidinoff, et al., 1939
Aston, J.G.; Eidinoff, M.L.; Forster, W.S.,
The heat capacity and entropy, heats of fusion and vaporization and the vapor pressure of dimethylamine,
J. Am. Chem. Soc., 1939, 61, 1539-1543. [all data]
Roberts, Emeleus, et al., 1939
Roberts, E.R.; Emeleus, H.J.; Briscoe, H.V.A.,
Preparation and Prop. of Ethyldideuteramine and Dimethyldeuteramine,
J. Chem. Soc., 1939, 1939, 41. [all data]
Simon and Huter, 1935
Simon, A.; Huter, J.,
Vapor Pressure Curves, Melting Point and Chemical Constants of Dimethyl, Trimethyl- and Isobutylamines,
Z. Elektrochem., 1935, 41, 28. [all data]
Simon and Huter, 1935, 2
Simon, A.; Huter, J.,
Z. Elektrochem., 1935, 41, 294. [all data]
Wiberg and Sutterlin, 1935
Wiberg, E.; Sutterlin, W.,
The Vapor Pressures and Melting Points of Dimethyl- and Trimethylamine Trimethylamines,
Z. Elektrochem., 1935, 41, 151. [all data]
Timmermans and Mattaar, 1921
Timmermans, J.; Mattaar, J.F.,
Freezing points of orgainic substances VI. New experimental determinations.,
Bull. Soc. Chim. Belg., 1921, 30, 213. [all data]
Aston, Eidinoff, et al., 1939, 2
Aston, J.G.; Eidinoff, M.L.; Forster, W.S.,
The Heat Capacity and Entropy, Heats of Fusion and Vaporization and the Vapor Pressure of Dimethylamine.,
J. Am. Chem. Soc., 1939, 61, 1539. [all data]
Kay and Young, 1974
Kay, W.B.; Young, C.L.,
Int. DATA Ser., Sel. Data Mixtures, Ser. A, 1974, No. 2, 156. [all data]
Berthoud, 1917
Berthoud, A.,
Determination of Critical Temperatures and Pressures of Amines and Alkyl Chlorides,
J. Chim. Phys. Phys.-Chim. Biol., 1917, 15, 3. [all data]
Majer and Svoboda, 1985
Majer, V.; Svoboda, V.,
Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford, 1985, 300. [all data]
Aston, Eidinoff, et al., 1939, 3
Aston, J.G.; Eidinoff, M.L.; Forster, W.S.,
The heat capacity and entropy, heats of fusion and vaporization and the vapor pressure of dimethylamine,
J. Am. Chem. Soc., 1939, 61, 1539-15. [all data]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Boublik, Fried, et al., 1984
Boublik, T.; Fried, V.; Hala, E.,
The Vapour Pressures of Pure Substances: Selected Values of the Temperature Dependence of the Vapour Pressures of Some Pure Substances in the Normal and Low Pressure Region, 2nd ed., Elsevier, New York, 1984, 972. [all data]
Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D.,
Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III,
J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985
. [all data]
Stone and Splinter, 1984
Stone, J.A.; Splinter, D.E.,
A high-pressure mass spectrometric study of the binding of (CH3)3Sn+ to lewis bases in the gas phase,
Int. J. Mass Spectrom. Ion Processes, 1984, 59, 169. [all data]
Woodin and Beauchamp, 1978
Woodin, R.L.; Beauchamp, J.L.,
Bonding of Li+ to Lewis Bases in the Gas Phase. Reversals in Methyl Substituent Effects for Different Reference Acids,
J. Am. Chem. Soc., 1978, 100, 2, 501, https://doi.org/10.1021/ja00470a024
. [all data]
Dzidic and Kebarle, 1970
Dzidic, I.; Kebarle, P.,
Hydration of the Alkali Ions in the Gas Phase. Enthalpies and Entropies of Reactions M+(H2O)n-1 + H2O = M+(H2O)n,
J. Phys. Chem., 1970, 74, 7, 1466, https://doi.org/10.1021/j100702a013
. [all data]
Radisic, Xu, et al., 2002
Radisic, D.; Xu, S.J.; Bowen, K.H.,
Photoelectron spectroscopy of the anions, CH3NH- and (CH3)(2)N- and the anion complexes, H-(CH3NH2) and (CH3)(2)N-[(CH3)(2)NH),
Chem. Phys. Lett., 2002, 354, 1-2, 9-13, https://doi.org/10.1016/S0009-2614(01)01470-1
. [all data]
McMillen and Golden, 1982
McMillen, D.F.; Golden, D.M.,
Hydrocarbon bond dissociation energies,
Ann. Rev. Phys. Chem., 1982, 33, 493. [all data]
MacKay, Hemsworth, et al., 1976
MacKay, G.J.; Hemsworth, R.S.; Bohme, D.K.,
Absolute gas-phase acidities of CH3NH2, C2H5NH2, (CH3)2NH, and (CH3)3N,
Can. J. Chem., 1976, 54, 1624. [all data]
Li and Stone, 1990
Li, X.; Stone, A.J.,
Gas-Phase (CH3)3Si+ Affinities of Alkylamines and Proton Affinities of Trimethylsilyl Alkylamines,
Int. J. Mass Spectrom. Ion Proc., 1990, 101, 2-3, 149, https://doi.org/10.1016/0168-1176(90)87008-5
. [all data]
Wojtyniak and Stone, 1986
Wojtyniak, A.C.M.; Stone, A.J.,
A High-Pressure Mass Spectrometric Study of the Bonding of Trimethylsilylium to Oxygen and Aromatic Bases,
Can. J. Chem., 1986, 74, 59. [all data]
Meot-Ner (Mautner), 1992
Meot-Ner (Mautner), M.,
Intermolecular Forces in Organic Clusters,
J. Am. Chem. Soc., 1992, 114, 9, 3312, https://doi.org/10.1021/ja00035a024
. [all data]
Yamdagni and Kebarle, 1973
Yamdagni, R.; Kebarle, P.,
Gas - Phase Basicites of Amines. Hydrogen Bonding in Proton - Bound Amine Dimers and Proton - Induced Cyclization of alpha, omega - Diamines,
J. Am. Chem. Soc., 1973, 95, 11, 3504, https://doi.org/10.1021/ja00792a010
. [all data]
Davidson and Kebarle, 1976
Davidson, W.R.; Kebarle, P.,
Binding Energies and Stabilities of Potassium Ion Complexes from Studies of Gas Phase Ion Equilibria K+ + M = K+.M,
J. Am. Chem. Soc., 1976, 98, 20, 6133, https://doi.org/10.1021/ja00436a011
. [all data]
Rogers and Rapiejko, 1974
Rogers, F.E.; Rapiejko, R.J.,
Thermochemistry of carbonyl addition reactions. II. Enthalpy of addition of dimethylamine to formaldehyde,
J. Phys. Chem., 1974, 78, 599-603. [all data]
McMahon and Ohanessian, 2000
McMahon, T.B.; Ohanessian, G.,
An Experimental and Ab Initio Study of the Nature of the Binding in Gas-Phase Complexes of Sodium Ions,
Chem. Eur. J., 2000, 6, 16, 2931, https://doi.org/10.1002/1521-3765(20000818)6:16<2931::AID-CHEM2931>3.0.CO;2-7
. [all data]
Chimishkyan, Svetlova, et al., 1984
Chimishkyan, A.L.; Svetlova, L.P.; Leonova, T.V.; Gluyaev, N.D.,
Thermal decomposition of substituted ureas,
J. Gen. Chem. USSR, 1984, 54, 1317-1320. [all data]
Beldie, Aelenei, et al., 1982
Beldie, C.; Aelenei, N.; Onu, A.; Nemtoi, G.,
Thermochemical characterization of the reactions involved in the allyldimethylamine synthesis,
Rev. Chim. (Bucharest), 1982, 33, 917-919. [all data]
Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G.,
Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update,
J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018
. [all data]
Aue, Webb, et al., 1980
Aue, D.H.; Webb, H.M.; Davidson, W.R.; Vidal, M.; Bowers, M.T.; Goldwhite, H.; Vertal, L.E.; Douglas, J.E.; Kollman, P.A.; Kenyon, G.L.,
Proton affinities photoelectron spectra of three-membered-ring J. Heterocycl. Chem.,
J. Am. Chem. Soc., 1980, 102, 5151. [all data]
Aue and Bowers, 1979
Aue, D.H.; Bowers, M.T.,
Chapter 9. Stabilities of positive ions from equilibrium gas phase basicity measurements
in Ions Chemistry,, ed. M.T. Bowers, 1979. [all data]
Baldwin, Loudon, et al., 1977
Baldwin, M.A.; Loudon, A.G.; Webb, K.S.; Cardnell, P.C.,
Charge location and fragmentation under electron impact. V-The ionization potentials of (methylated) phosphoramides, guanidines, formamides, acetamides, ureas and thioureas,
Org. Mass Spectrom., 1977, 12, 279. [all data]
Aue, Webb, et al., 1976
Aue, D.H.; Webb, H.M.; Bowers, M.T.,
Quantitative proton affinities, ionization potentials, and hydrogen affinities of alkylamines,
J. Am. Chem. Soc., 1976, 98, 311. [all data]
Vovna and Vilesov, 1974
Vovna, V.I.; Vilesov, F.I.,
Photoelectron spectra the structure of molecular orbitals of methyl amines,
Opt. Spectrosc., 1974, 36, 251. [all data]
Maier and Turner, 1973
Maier, J.P.; Turner, D.W.,
Steric inhibition of resonance studied by molecular photoelectron spectroscopy Part 3. Anilines, Phenols and Related Compounds,
J. Chem. Soc. Faraday Trans. 2, 1973, 69, 521. [all data]
Cullen, Frost, et al., 1972
Cullen, W.R.; Frost, D.C.; Leeder, W.R.,
The ultraviolet and photoelectron spectra of some unsaturated fluorocarbon derivatives,
J. Fluorine Chem., 1972, 1, 227. [all data]
Cornford, Frost, et al., 1971
Cornford, A.B.; Frost, D.C.; Herring, F.G.; McDowell, C.A.,
Electronic levels of methyl amines by photoelectron spectroscopy and an i.n.d.o. calculation,
Can. J. Chem., 1971, 49, 1135. [all data]
Al-Joboury and Turner, 1964
Al-Joboury, M.I.; Turner, D.W.,
Molecular photoelectron spectroscopy. Part II. A summary of ionization potentials,
J. Chem. Soc., 1964, 4434. [all data]
Watanabe and Mottl, 1957
Watanabe, K.; Mottl, J.R.,
Ionization potentials of ammonia and some amines,
J. Chem. Phys., 1957, 26, 1773. [all data]
Daamen and Oskam, 1978
Daamen, H.; Oskam, A.,
Bonding properties of some monosubstituted chromium and tungsten hexacarbonyls M(CO)5L (L=amine, substituted pyridine, azine),
Inorg. Chim. Acta, 1978, 26, 81. [all data]
Kimura and Osafune, 1975
Kimura, K.; Osafune, K.,
Sum rule consideration on valence orbital ionization energies in methyl amines,
Mol. Phys., 1975, 29, 1073. [all data]
Gibbins, Lappert, et al., 1975
Gibbins, S.G.; Lappert, M.F.; Pedley, J.B.; Sharp, G.J.,
Bonding studies of transition-metal complexes. Part II. Helium-I photoelectron spectra of homoleptic d0, d1, and d10 tetrakis(dialkylamides) of transition group 4B metals tungsten hexakis(dimethylamide),
J. Chem. Soc. Dalton Trans., 1975, 72. [all data]
Aue, Webb, et al., 1975
Aue, D.H.; Webb, H.M.; Bowers, M.T.,
Proton affinities, ionization potentials, and hydrogen affinities of nitrogen and oxygen bases. Hybridization effects,
J. Am. Chem. Soc., 1975, 97, 4137. [all data]
SenSharma and Franklin, 1973
SenSharma, D.K.; Franklin, J.L.,
Heat of formation of free radicals by mass spectrometry,
J. Am. Chem. Soc., 1973, 95, 6562. [all data]
Loudon and Webb, 1977
Loudon, A.G.; Webb, K.S.,
The nature of the [C2H6N]+ and [CH4N]+ ions formed by electron impact on methylated formamides, acetamides, ureas, thioureas and hexamethylphosphoramide,
Org. Mass Spectrom., 1977, 12, 283. [all data]
Gallegos and Kiser, 1962
Gallegos, E.J.; Kiser, R.W.,
Electron impact spectroscopy of the four- and five-membered, saturated heterocyclic compounds containing nitrogen, oxygen and sulfur,
J. Phys. Chem., 1962, 66, 136. [all data]
Lossing, Lam, et al., 1981
Lossing, F.P.; Lam, Y.-T.; Maccoll, A.,
Gas phase heats of formation of alkyl immonium ions,
Can. J. Chem., 1981, 59, 2228. [all data]
Solka and Russell, 1974
Solka, B.H.; Russell, M.E.,
Energetics of formation of some structural isomers of gaseous C2H5O+ C2H6N+ ions,
J. Phys. Chem., 1974, 78, 1268. [all data]
Taft, Martin, et al., 1965
Taft, R.W.; Martin, R.H.; Lampe, F.W.,
Stabilization energies of substituted methyl cations. The effect of strong demand on the resonance order,
J. Am. Chem. Soc., 1965, 87, 2490. [all data]
Haney and Franklin, 1969
Haney, M.A.; Franklin, J.L.,
Heats of formation of H3O+, H3S+, and NH4+ by electron impact,
J. Chem. Phys., 1969, 50, 2028. [all data]
Golovnya, Zhuravleva, et al., 1980
Golovnya, R.V.; Zhuravleva, N.L.; Svetlova, N.I.; Grigor'eva, D.N.,
Gas-chromatographic separation of secondary normal alphatic amines,
J. Anal. Chem. USSR (Engl. Transl.), 1980, 35, 10, 1280-1285. [all data]
Golovnya and Zhuravleva, 1973
Golovnya, R.V.; Zhuravleva, I.L.,
Gas Chromatographic Method of Identification of n-Aliphatic Amines Through the Use of Donor-Acceptor Interaction with Phosphate,
Chromatographia, 1973, 6, 12, 508-513, https://doi.org/10.1007/BF02269131
. [all data]
Landault and Guiochon, 1964
Landault, C.; Guiochon, G.,
Separation des amines par chromatographie gaz-liquide en utilisant le teflon comme support,
J. Chromatogr., 1964, 13, 327-336, https://doi.org/10.1016/S0021-9673(01)95126-X
. [all data]
Anderson, Jurel, et al., 1973
Anderson, A.; Jurel, S.; Shymanska, M.; Golender, L.,
Gas-liquid chromatography of some aliphatic and heterocyclic mono- and pollyfunctional amines. VII. Retention indices of amines in some polar and unpolar stationary phases,
Latv. PSR Zinat. Akad. Vestis Kim. Ser., 1973, 1, 51-63. [all data]
Flamini, Luigi Cioni, et al., 2003
Flamini, G.; Luigi Cioni, P.; Morelli, I.,
Volatiles from leaves, fruits, and virgin oil from Olea europaea Cv. Olivastra Seggianese from Italy,
J. Agric. Food Chem., 2003, 51, 5, 1382-1386, https://doi.org/10.1021/jf020854y
. [all data]
Zenkevich, 2005
Zenkevich, I.G.,
Experimentally measured retention indices., 2005. [all data]
Chen and Feng, 2007
Chen, Y.; Feng, C.,
QSPR study on gas chromatography retention index of some organic pollutants,
Comput. Appl. Chem. (China), 2007, 24, 10, 1404-1408. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Gas Chromatography, References
- Symbols used in this document:
AE Appearance energy Cp,liquid Constant pressure heat capacity of liquid IE (evaluated) Recommended ionization energy Pc Critical pressure S°liquid Entropy of liquid at standard conditions T Temperature Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point Ttriple Triple point temperature ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions ΔrS° Entropy of reaction at standard conditions ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions ΔvapS Entropy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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