Cyclopentane
- Formula: C5H10
- Molecular weight: 70.1329
- IUPAC Standard InChIKey: RGSFGYAAUTVSQA-UHFFFAOYSA-N
- CAS Registry Number: 287-92-3
- 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: Pentamethylene; UN 1146
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Data at other public NIST sites:
- Options:
Data at NIST subscription sites:
- NIST / TRC Web Thermo Tables, "lite" edition (thermophysical and thermochemical data)
- NIST / TRC Web Thermo Tables, professional edition (thermophysical and thermochemical data)
NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.
Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible 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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -18.26 ± 0.19 | kcal/mol | Ccb | McCullough, Pennington, et al., 1959 | ALS |
ΔfH°gas | -18.4 | kcal/mol | N/A | Spitzer and Huffman, 1947 | Value computed using ΔfHliquid° value of -105.6±1.8 kj/mol from Spitzer and Huffman, 1947 and ΔvapH° value of 28.7 kj/mol from Prosen, Johnson, et al., 1946.; DRB |
ΔfH°gas | -18.46 ± 0.18 | kcal/mol | Ccb | Prosen, Johnson, et al., 1946 | ALS |
Constant pressure heat capacity of gas
Cp,gas (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
8.982 | 50. | Dorofeeva O.V., 1986 | Recommended values are in good agreement with those calculated by [ Kilpatrick J.E., 1947, McCullough J.P., 1959] at low temperatures. The discrepancies increase at higher temperatures and amount to 1.8 J/mol*K for S(1500 K) and 2.1 J/mol*K for Cp(1500 K) obtained by [ McCullough J.P., 1959]. Calculation [ Sundaram S., 1963] seems to be incorrect because discrepancies with these data reach 23 and 7 J/mol*K for S(T) and Cp(T), respectively.; GT |
9.603 | 100. | ||
10.83 | 150. | ||
12.95 | 200. | ||
17.80 | 273.15 | ||
19.78 ± 0.48 | 298.15 | ||
19.93 | 300. | ||
28.239 | 400. | ||
35.863 | 500. | ||
42.321 | 600. | ||
47.729 | 700. | ||
52.294 | 800. | ||
56.171 | 900. | ||
59.484 | 1000. | ||
62.323 | 1100. | ||
64.761 | 1200. | ||
66.862 | 1300. | ||
68.676 | 1400. | ||
70.249 | 1500. |
Constant pressure heat capacity of gas
Cp,gas (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
22.46 ± 0.045 | 329.05 | McCullough J.P., 1959 | Please also see Spitzer R., 1946.; GT |
24.38 ± 0.20 | 353. | ||
25.85 ± 0.20 | 372. | ||
28.03 ± 0.30 | 395. | ||
27.985 ± 0.055 | 395.05 | ||
30.19 ± 0.30 | 424. | ||
33.16 ± 0.30 | 463. | ||
33.334 ± 0.067 | 463.10 | ||
36.02 ± 0.40 | 503. | ||
38.26 ± 0.40 | 539. |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible 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 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 | -25.23 ± 0.42 | kcal/mol | Ccb | Spitzer and Huffman, 1947 | ALS |
ΔfH°liquid | -25.31 ± 0.18 | kcal/mol | Ccb | Prosen, Johnson, et al., 1946 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -786.7 ± 0.1 | kcal/mol | Ccb | Kaarsemaker and Coops, 1952 | Corresponding ΔfHºliquid = -25.17 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°liquid | -786.62 ± 0.30 | kcal/mol | Ccb | Spitzer and Huffman, 1947 | Corresponding ΔfHºliquid = -25.21 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°liquid | -786.54 ± 0.17 | kcal/mol | Ccb | Prosen, Johnson, et al., 1946 | Corresponding ΔfHºliquid = -25.29 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 48.791 | cal/mol*K | N/A | Douslin and Huffman, 1946 | DH |
S°liquid | 48.870 | cal/mol*K | N/A | Aston, Fink, et al., 1943 | DH |
S°liquid | 49.40 | cal/mol*K | N/A | Jacobs and Parks, 1934 | Extrapolation below 90 K, 53.09 J/mol*K.; DH |
Constant pressure heat capacity of liquid
Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
30.292 | 298.15 | Tanaka, 1985 | DH |
30.155 | 293.15 | Siddiqi, Svejda, et al., 1983 | DH |
30.3234 | 298.15 | Fortier, D'Arcy, et al., 1979 | DH |
30.421 | 298.15 | Jolicoeur, Boileau, et al., 1975 | DH |
30.459 | 300. | Szasz, Morrison, et al., 1947 | T = 14 to 300 K.; DH |
30.301 | 298.15 | Douslin and Huffman, 1946 | T = 12 to 300 K.; DH |
30.791 | 298.15 | Aston, Fink, et al., 1943 | T = 15 to 300 K.; DH |
30.091 | 293.7 | Jacobs and Parks, 1934 | T = 93 to 294 K. Value is unsmoothed experimental datum.; DH |
Phase change data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible 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 as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 322.4 ± 0.3 | K | AVG | N/A | Average of 34 out of 39 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 179.2 ± 0.8 | K | AVG | N/A | Average of 26 out of 27 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 179.71 | K | N/A | Douslin and Huffman, 1946, 2 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.05 K; To = 273.16 K; TRC |
Ttriple | 179.71 | K | N/A | Douslin and Huffman, 1946, 2 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.007 K; To = 273.16 K; TRC |
Ttriple | 179.69 | K | N/A | Aston, Finke, et al., 1943 | Uncertainty assigned by TRC = 0.08 K; TRC |
Ttriple | 179.0 | K | N/A | Jacobs and Parks, 1934, 2 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.2 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 511.7 ± 0.2 | K | N/A | Daubert, 1996 | |
Tc | 511.6 | K | N/A | Majer and Svoboda, 1985 | |
Tc | 511.7 | K | N/A | Kudchadker, Alani, et al., 1968 | Uncertainty assigned by TRC = 0.2 K; TRC |
Tc | 511.6 | K | N/A | Ambrose and Grant, 1957 | Uncertainty assigned by TRC = 0.15 K; TRC |
Tc | 511.75 | K | N/A | Kay, 1947 | Uncertainty assigned by TRC = 0.05 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 44.5 ± 0.4 | atm | N/A | Daubert, 1996 | |
Pc | 44.49 | atm | N/A | Kudchadker, Alani, et al., 1968 | Uncertainty assigned by TRC = 0.4000 atm; TRC |
Pc | 43.72 | atm | N/A | Ambrose and Grant, 1957 | Uncertainty assigned by TRC = 0.5000 atm; TRC |
Pc | 44.5500 | atm | N/A | Kay, 1947 | Uncertainty assigned by TRC = 0.0499 atm; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Vc | 0.259 | l/mol | N/A | Daubert, 1996 | |
Quantity | Value | Units | Method | Reference | Comment |
ρc | 3.85 ± 0.04 | mol/l | N/A | Daubert, 1996 | |
ρc | 3.850 | mol/l | N/A | Kudchadker, Alani, et al., 1968 | Uncertainty assigned by TRC = 0.06 mol/l; TRC |
ρc | 3.85 | mol/l | N/A | Kay, 1947 | Uncertainty assigned by TRC = 0.03 mol/l; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 6.9 ± 0.1 | kcal/mol | AVG | N/A | Average of 8 values; Individual data points |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
6.52 | 322.4 | N/A | Majer and Svoboda, 1985 | |
6.9821 | 298.15 | N/A | Aston, Fink, et al., 1943 | P = 41.10 kPa; DH |
6.98 | 295. | A | Stephenson and Malanowski, 1987 | Based on data from 280. to 331. K.; AC |
6.69 | 337. | A | Stephenson and Malanowski, 1987 | Based on data from 322. to 384. K.; AC |
6.50 | 396. | A | Stephenson and Malanowski, 1987 | Based on data from 381. to 455. K.; AC |
6.57 | 467. | A | Stephenson and Malanowski, 1987 | Based on data from 452. to 511. K.; AC |
6.67 ± 0.02 | 310. | C | McCullough, Pennington, et al., 1959 | AC |
6.52 ± 0.02 | 322. | C | McCullough, Pennington, et al., 1959 | AC |
6.55 | 323. | N/A | Spitzer and Pitzer, 1946 | AC |
6.93 | 304. | MM | Willingham, Taylor, et al., 1945 | Based on data from 289. to 323. K.; AC |
Enthalpy of vaporization
ΔvapH =
A exp(-βTr) (1 − Tr)β
ΔvapH =
Enthalpy of vaporization (at saturation pressure)
(kcal/mol)
Tr = reduced temperature (T / Tc)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A (kcal/mol) | β | Tc (K) | Reference | Comment |
---|---|---|---|---|---|
298. to 323. | 9.952 | 0.2597 | 511.6 | Majer and Svoboda, 1985 |
Entropy of vaporization
ΔvapS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
23.42 | 298.15 | Aston, Fink, et al., 1943 | P; DH |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
288.86 to 323.18 | 3.99717 | 1119.208 | -42.412 | Williamham, Taylor, et al., 1945 | |
225.90 to 287.39 | 4.24143 | 1235.305 | -30.666 | Aston, Fink, et al., 1943 | Coefficents calculated by NIST from author's data. |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
10.2 | 122. | B | Bondi, 1963 | AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
0.1 | 179.7 | Domalski and Hearing, 1996 | AC |
Enthalpy of phase transition
ΔHtrs (kcal/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
1.242 | 121.95 | crystaline, III | crystaline, II | Rahm and Gmelin, 1992 | DH |
0.0863 | 138.22 | crystaline, II | crystaline, I | Rahm and Gmelin, 1992 | DH |
0.147 | 179.21 | crystaline, I | liquid | Rahm and Gmelin, 1992 | DH |
1.1674 | 122.36 | crystaline, III | crystaline, II | Szasz, Morrison, et al., 1947 | DH |
0.08191 | 138.07 | crystaline, II | crystaline, I | Szasz, Morrison, et al., 1947 | Temperature from 43AST/FIN.; DH |
0.1443 | 179.69 | crystaline, I | liquid | Szasz, Morrison, et al., 1947 | Temperature from 43AST/FIN.; DH |
1.1673 | 122.39 | crystaline, III | crystaline, II | Douslin and Huffman, 1946 | DH |
0.082321 | 138.09 | crystaline, II | crystaline, I | Douslin and Huffman, 1946 | DH |
0.14554 | 179.71 | crystaline, I | liquid | Douslin and Huffman, 1946 | DH |
1.165 | 122.39 | crystaline, III | crystaline, II | Aston, Fink, et al., 1943 | DH |
0.08279 | 138.07 | crystaline, II | crystaline, I | Aston, Fink, et al., 1943 | DH |
0.144 | 179.69 | crystaline, I | liquid | Aston, Fink, et al., 1943 | DH |
1.134 | 121.6 | crystaline, III | crystaline, II | Jacobs and Parks, 1934 | DH |
0.08561 | 137.1 | crystaline, II | crystaline, I | Jacobs and Parks, 1934 | DH |
0.1445 | 179.0 | crystaline, I | liquid | Jacobs and Parks, 1934 | DH |
Entropy of phase transition
ΔStrs (cal/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
9.541 | 122.36 | crystaline, III | crystaline, II | Szasz, Morrison, et al., 1947 | DH |
0.593 | 138.07 | crystaline, II | crystaline, I | Szasz, Morrison, et al., 1947 | Temperature; DH |
0.803 | 179.69 | crystaline, I | liquid | Szasz, Morrison, et al., 1947 | Temperature; DH |
9.539 | 122.39 | crystaline, III | crystaline, II | Douslin and Huffman, 1946 | DH |
0.595 | 138.09 | crystaline, II | crystaline, I | Douslin and Huffman, 1946 | DH |
0.808 | 179.71 | crystaline, I | liquid | Douslin and Huffman, 1946 | DH |
9.517 | 122.39 | crystaline, III | crystaline, II | Aston, Fink, et al., 1943 | DH |
0.600 | 138.07 | crystaline, II | crystaline, I | Aston, Fink, et al., 1943 | DH |
0.801 | 179.69 | crystaline, I | liquid | Aston, Fink, et al., 1943 | DH |
9.326 | 121.6 | crystaline, III | crystaline, II | Jacobs and Parks, 1934 | DH |
0.624 | 137.1 | crystaline, II | crystaline, I | Jacobs and Parks, 1934 | DH |
0.808 | 179.0 | crystaline, I | liquid | Jacobs and Parks, 1934 | DH |
Reaction thermochemistry data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Henry's Law data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible 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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
B - John E. Bartmess
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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -26.94 ± 0.13 | kcal/mol | Chyd | Allinger, Dodziuk, et al., 1982 | liquid phase; solvent: Hexane; ALS |
ΔrH° | -26.8 ± 0.2 | kcal/mol | Chyd | Roth and Lennartz, 1980 | liquid phase; solvent: Cyclohexane; ALS |
ΔrH° | -26.04 ± 0.44 | kcal/mol | Chyd | Turner, Jarrett, et al., 1973 | liquid phase; solvent: Acetic acid; ALS |
ΔrH° | -26.2 ± 0.2 | kcal/mol | Chyd | Rogers and McLafferty, 1971 | liquid phase; solvent: Hydrocarbon; ALS |
ΔrH° | -26.67 ± 0.06 | kcal/mol | Chyd | Dolliver, Gresham, et al., 1937 | gas phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -26.92 ± 0.06 kcal/mol; At 355 °K; ALS |
C5H9- + =
By formula: C5H9- + H+ = C5H10
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 416.1 ± 2.0 | kcal/mol | Bran | DePuy, Gronert, et al., 1989 | gas phase; B |
ΔrH° | 418.3 ± 2.0 | kcal/mol | Bran | Peerboom, Rademaker, et al., 1992 | gas phase; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 407.4 ± 2.1 | kcal/mol | H-TS | DePuy, Gronert, et al., 1989 | gas phase; B |
ΔrG° | 409.6 ± 2.1 | kcal/mol | H-TS | Peerboom, Rademaker, et al., 1992 | gas phase; B |
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -56.1 ± 0.1 | kcal/mol | Chyd | Roth, Klarner, et al., 1980 | liquid phase; solvent: Heptane; ALS |
ΔrH° | -55.14 ± 0.36 | kcal/mol | Chyd | Turner, Goebel, et al., 1968 | liquid phase; solvent: Acetic acid; ALS |
By formula: 2H2 + C5H6 = C5H10
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -50.38 ± 0.20 | kcal/mol | Chyd | Kistiakowsky, Ruhoff, et al., 1936 | gas phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -50.87 ± 0.20 kcal/mol; At 355 °K; ALS |
By formula: 2H2 + C5H6 = C5H10
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -98.0 ± 0.5 | kcal/mol | Chyd | Roth, Klarner, et al., 1980 | liquid phase; solvent: Heptane; ALS |
By formula: C5H10 + I2 = 2HI + C5H8
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 24.40 | kcal/mol | Eqk | Furuyama, Golden, et al., 1970 | gas phase; ALS |
Henry's Law data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible 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: Rolf Sander
Henry's Law constant (water solution)
kH(T) = k°H exp(d(ln(kH))/d(1/T) ((1/T) - 1/(298.15 K)))
k°H = Henry's law constant for solubility in water at 298.15 K (mol/(kg*bar))
d(ln(kH))/d(1/T) = Temperature dependence constant (K)
k°H (mol/(kg*bar)) | d(ln(kH))/d(1/T) (K) | Method | Reference | Comment |
---|---|---|---|---|
0.0066 | 3400. | M | N/A | |
0.0065 | 3300. | X | N/A | |
0.0053 | Q | N/A | missing citation give several references for the Henry's law constants but don't assign them to specific species. | |
0.0055 | L | N/A | ||
0.0054 | V | N/A |
Gas phase ion energetics data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, 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:
L - Sharon G. Lias
Data compiled as indicated in comments:
B - John E. Bartmess
LL - Sharon G. Lias and Joel F. Liebman
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
View reactions leading to C5H10+ (ion structure unspecified)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
IE (evaluated) | 10.33 ± 0.15 | eV | N/A | N/A | L |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
9.83 ± 0.05 | EI | Holmes and Lossing, 1991 | LL |
10.35 | PI | Traeger, 1986 | LBLHLM |
10.33 ± 0.15 | EQ | Mautner(Meot-Ner), Sieck, et al., 1981 | LLK |
10.3 ± 0.1 | PE | Bieri, Burger, et al., 1977 | LLK |
10.55 ± 0.03 | PE | Rang, Paldoia, et al., 1974 | LLK |
10.54 ± 0.05 | EI | Puttemans, 1974 | LLK |
10.48 | PE | Puttemans, 1974 | LLK |
10.40 | PE | Ikuta, Yoshihara, et al., 1973 | LLK |
10.49 | EI | Lossing, 1972 | LLK |
10.91 ± 0.07 | EI | Gross and Wilkins, 1971 | LLK |
10.50 ± 0.01 | PE | Praet and Delwiche, 1970 | RDSH |
10.49 | PI | Dewar and Worley, 1969 | RDSH |
10.53 ± 0.05 | PE | Watanabe, Nakayama, et al., 1962 | RDSH |
11.01 | PE | Kimura, Katsumata, et al., 1981 | Vertical value; LLK |
10.7 ± 0.1 | PE | Bieri, Burger, et al., 1977 | Vertical value; LLK |
10.5 | PE | Batich, Heilbronner, et al., 1974 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
C3H6+ | 11.22 ± 0.04 | C2H4 | PI | Brand and Baer, 1984 | LBLHLM |
C3H6+ | 11.45 | C2H4 | EI | Puttemans, 1974 | LLK |
C3H6+ | 11.74 ± 0.07 | C2H4 | EI | Gross and Wilkins, 1971 | LLK |
C4H7+ | 11.08 | CH3 | PI | Traeger, 1986 | LBLHLM |
C4H7+ | 11.15 ± 0.03 | CH3 | PI | Brand and Baer, 1984 | LBLHLM |
C4H7+ | 11.14 | CH3 | EI | Brand and Baer, 1984 | LBLHLM |
C4H7+ | 11.14 | CH3 | EI | Lossing, 1972 | LLK |
C4H7+ | 11.36 ± 0.08 | CH3 | EI | Gross and Wilkins, 1971 | LLK |
De-protonation reactions
C5H9- + =
By formula: C5H9- + H+ = C5H10
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 416.1 ± 2.0 | kcal/mol | Bran | DePuy, Gronert, et al., 1989 | gas phase; B |
ΔrH° | 418.3 ± 2.0 | kcal/mol | Bran | Peerboom, Rademaker, et al., 1992 | gas phase; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 407.4 ± 2.1 | kcal/mol | H-TS | DePuy, Gronert, et al., 1989 | gas phase; B |
ΔrG° | 409.6 ± 2.1 | kcal/mol | H-TS | Peerboom, Rademaker, et al., 1992 | gas phase; B |
IR Spectrum
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics data, Mass spectrum (electron ionization), UV/Visible spectrum, References, Notes
Data compiled by: Coblentz Society, Inc.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Mass spectrum (electron ionization)
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics data, IR Spectrum, UV/Visible 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
Spectrum
Notice: This spectrum may be better viewed with a Javascript and HTML 5 enabled browser.
Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
Due to licensing restrictions, this spectrum cannot be downloaded.
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 | Japan AIST/NIMC Database- Spectrum MS-NW-1334 |
NIST MS number | 228237 |
UV/Visible spectrum
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), 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: Victor Talrose, Eugeny B. Stern, Antonina A. Goncharova, Natalia A. Messineva, Natalia V. Trusova, Margarita V. Efimkina
Spectrum
Notice: This spectrum may be better viewed with a Javascript and HTML 5 enabled browser.
Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
View spectrum image in SVG format.
Download spectrum in JCAMP-DX format.
Source | Pickett, Muntz, et al., 1951 |
---|---|
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. 4885 |
Instrument | Hilger fluorite prism spectrograph |
Melting point | -93.8 |
Boiling point | 49.3 |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
McCullough, Pennington, et al., 1959
McCullough, J.P.; Pennington, R.E.; Smith, J.C.; Hossenlopp, I.A.; Waddington, G.,
Thermodynamics of cyclopentane, methylcyclopentane and 1,cis-3-dimethylcyclopentane: Verification of the concept of pseudorotation,
J. Am. Chem. Soc., 1959, 81, 5880-5883. [all data]
Spitzer and Huffman, 1947
Spitzer, R.; Huffman, H.M.,
The heats of combustion of cyclopentane, cyclohexane, cycloheptane and cyclooctane,
J. Am. Chem. Soc., 1947, 69, 211-213. [all data]
Prosen, Johnson, et al., 1946
Prosen, E.J.; Johnson, W.H.; Rossini, F.D.,
Heats of formation and combustion of the normal alkylcyclopentanes and cyclohexanes and the increment per CH2 group for several homologous series of hydrocarbons,
J. Res. NBS, 1946, 37, 51-56. [all data]
Dorofeeva O.V., 1986
Dorofeeva O.V.,
Thermodynamic properties of twenty-one monocyclic hydrocarbons,
J. Phys. Chem. Ref. Data, 1986, 15, 437-464. [all data]
Kilpatrick J.E., 1947
Kilpatrick J.E.,
The thermodynamics and molecular structure of cyclopentane,
J. Am. Chem. Soc., 1947, 69, 2483-2488. [all data]
McCullough J.P., 1959
McCullough J.P.,
Thermodynamics of cyclopentane, methylcyclopentane and 1,cis-3-dimethylcyclopentane: verification of the concept of pseudorotation,
J. Am. Chem. Soc., 1959, 81, 5880-5883. [all data]
Sundaram S., 1963
Sundaram S.,
Thermodynamic functions of some propellants,
Z. Phys. Chem. (Frankfurt), 1963, 36, 376-377. [all data]
Spitzer R., 1946
Spitzer R.,
The heat capacity of gaseous cyclopentane, cyclohexane and methylcyclohexane,
J. Am. Chem. Soc., 1946, 68, 2537-2538. [all data]
Kaarsemaker and Coops, 1952
Kaarsemaker, S.; Coops, J.,
Thermal quantities of some cycloparaffins. Part III. Results of measurements,
Rec. Trav. Chim. Pays/Bas, 1952, 71, 261. [all data]
Douslin and Huffman, 1946
Douslin, D.R.; Huffman, H.M.,
The heat capacities, heats of transition, heats of fusion and entropies of cyclopentane, methylcyclopentane and methylcylohexane,
J. Am. Chem. Soc., 1946, 68, 173-176. [all data]
Aston, Fink, et al., 1943
Aston, J.G.; Fink, H.L.; Schumann, S.C.,
The heat capacity and entropy, heats of transition, fusion and vaporization and the vapor pressures of cyclopentane. Evidence for a non-planar structure,
J. Am. Chem. Soc., 1943, 65, 341-346. [all data]
Jacobs and Parks, 1934
Jacobs, C.J.; Parks, G.S.,
Thermal data on organic compounds. XIV. Some heat capacity, entropy and free energy data for cyclic substances,
J. Am. Chem. Soc., 1934, 56, 1513-1517. [all data]
Tanaka, 1985
Tanaka, R.,
Excess heat capacities for mixtures of benzene with cyclopentane, methylcyclohexane, and cyclooctane at 298.15 K,
J. Chem. Eng. Data, 1985, 30, 267-269. [all data]
Siddiqi, Svejda, et al., 1983
Siddiqi, M.A.; Svejda, P.; Kohler, F.,
A generalized van der Waals equation of state II. Excess heat capacities of mixtures containing cycloalkanes (C5,C6), methylcycloalkanes (C5,C6) and n-decane,
Ber. Bunsenges. Phys. Chem., 1983, 87, 1176-1181. [all data]
Fortier, D'Arcy, et al., 1979
Fortier, J.-L.; D'Arcy, P.J.; Benson, G.C.,
Heat capacities of binary cycloalkane mixtures at 298.15 K,
Thermochim. Acta, 1979, 28, 37-43. [all data]
Jolicoeur, Boileau, et al., 1975
Jolicoeur, C.; Boileau, J.; Bazinet, S.; Picker, P.,
Thermodynamic properties of aqueous organic solutes in relation to their structure. Part II. Apparent molal volumes and heat capacities of c-alkylamine hydrobromides in water,
Can. J. Chem., 1975, 53, 716-722. [all data]
Szasz, Morrison, et al., 1947
Szasz, G.J.; Morrison, J.A.; Pace, E.L.; Aston, J.G.,
Thermal properties of cyclopentane and its use as a standard substance in low temperature thermal measurements,
J. Chem. Phys., 1947, 15, 562-564. [all data]
Douslin and Huffman, 1946, 2
Douslin, D.R.; Huffman, H.M.,
The heat capacities, heats of transition, heats of fusion and entropies of cyclopentane, methylcyclopentane and methylcyclohexane.,
J. Am. Chem. Soc., 1946, 68, 173. [all data]
Aston, Finke, et al., 1943
Aston, J.G.; Finke, H.L.; Schumann, S.C.,
The heat capacity and entropy, heats of transition, fusion and vaporization and the vapor pressures of cyclopentane. Evidence for a non-planar structure,
J. Am. Chem. Soc., 1943, 65, 341. [all data]
Jacobs and Parks, 1934, 2
Jacobs, C.J.; Parks, G.S.,
Thermal data on organic compounds. XIV. Some heat capacity, entropy and free energy data for cyclic substances,
J. Am. Chem. Soc., 1934, 56, 1513-17. [all data]
Daubert, 1996
Daubert, T.E.,
Vapor-Liquid Critical Properties of Elements and Compounds. 5. Branched Alkanes and Cycloalkanes,
J. Chem. Eng. Data, 1996, 41, 365-372. [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]
Kudchadker, Alani, et al., 1968
Kudchadker, A.P.; Alani, G.H.; Zwolinski, B.J.,
The Critical Constants of Organic Substances,
Chem. Rev., 1968, 68, 659. [all data]
Ambrose and Grant, 1957
Ambrose, D.; Grant, D.G.,
The Critical Temperatures of Some Hydrocarbons and Pyridine Bases,
Trans. Faraday Soc., 1957, 53, 771. [all data]
Kay, 1947
Kay, W.B.,
Vapor Pressures and Saturated Liquid and Vapor DEensities of Cyclopentane, Methylcyclopentane, Ethylcyclopentane, and Methylcyclohexane,
J. Am. Chem. Soc., 1947, 69, 1273-7. [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]
Spitzer and Pitzer, 1946
Spitzer, Ralph; Pitzer, Kenneth S.,
The Heat Capacity of Gaseous Cyclopentane, Cyclohexane and Methylcyclohexane,
J. Am. Chem. Soc., 1946, 68, 12, 2537-2538, https://doi.org/10.1021/ja01216a032
. [all data]
Willingham, Taylor, et al., 1945
Willingham, C.B.; Taylor, W.J.; Pignocco, J.M.; Rossini, F.D.,
Vapor pressures and boiling points of some paraffin, alkylcyclopentane, alkylcyclohexane, and alkylbenzene hydrocarbons,
J. RES. NATL. BUR. STAN., 1945, 35, 3, 219-17, https://doi.org/10.6028/jres.035.009
. [all data]
Williamham, Taylor, et al., 1945
Williamham, C.B.; Taylor, W.J.; Pignocco, J.M.; Rossini, F.D.,
Vapor Pressures and Boiling Points of Some Paraffin, Alkylcyclopentane, Alkylcyclohexane, and Alkylbenzene Hydrocarbons,
J. Res. Natl. Bur. Stand. (U.S.), 1945, 35, 3, 219-244, https://doi.org/10.6028/jres.035.009
. [all data]
Bondi, 1963
Bondi, A.,
Heat of Siblimation of Molecular Crystals: A Catalog of Molecular Structure Increments.,
J. Chem. Eng. Data, 1963, 8, 3, 371-381, https://doi.org/10.1021/je60018a027
. [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]
Rahm and Gmelin, 1992
Rahm, U.; Gmelin, E.,
Low temperature microcalorimetry by differential scanning,
J. Therm. Anal., 1992, 38(3), 335-344. [all data]
Allinger, Dodziuk, et al., 1982
Allinger, N.L.; Dodziuk, H.; Rogers, D.W.; Naik, S.N.,
Heats of hydrogenation and formation of some 5-membered ring compounds by molecular mechanics calculations and direct measurements,
Tetrahedron, 1982, 38, 1593-1597. [all data]
Roth and Lennartz, 1980
Roth, W.R.; Lennartz, H.W.,
Heats of hydrogenation. I. Determination of heats of hydrogenation with an isothermal titration calorimeter,
Chem. Ber., 1980, 113, 1806-1817. [all data]
Turner, Jarrett, et al., 1973
Turner, R.B.; Jarrett, A.D.; Goebel, P.; Mallon, B.J.,
Heats of hydrogenation. 9. Cyclic acetylenes and some miscellaneous olefins,
J. Am. Chem. Soc., 1973, 95, 790-792. [all data]
Rogers and McLafferty, 1971
Rogers, D.W.; McLafferty, F.J.,
A new hydrogen calorimeter. Heats of hydrogenation of allyl and vinyl unsaturation adjacent to a ring,
Tetrahedron, 1971, 27, 3765-3775. [all data]
Dolliver, Gresham, et al., 1937
Dolliver, M.a.; Gresham, T.L.; Kistiakowsky, G.B.; Vaughan, W.E.,
Heats of organic reactions. V. Heats of hydrogenation of various hydrocarbons,
J. Am. Chem. Soc., 1937, 59, 831-841. [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]
DePuy, Gronert, et al., 1989
DePuy, C.H.; Gronert, S.; Barlow, S.E.; Bierbaum, V.M.; Damrauer, R.,
The Gas Phase Acidities of the Alkanes,
J. Am. Chem. Soc., 1989, 111, 6, 1968, https://doi.org/10.1021/ja00188a003
. [all data]
Peerboom, Rademaker, et al., 1992
Peerboom, R.A.L.; Rademaker, G.J.; Dekoning, L.J.; Nibbering, N.M.M.,
Stabilization of Cycloalkyl Carbanions in the Gas Phase,
Rapid Commun. Mass Spectrom., 1992, 6, 6, 394, https://doi.org/10.1002/rcm.1290060608
. [all data]
Roth, Klarner, et al., 1980
Roth, W.R.; Klarner, F.-G.; Lennartz, H.-W.,
Heats of hydrogenation. II. Heat of hydrogenation of bicyclo[2.1.0]pent-2-ene, an antiaromatic system,
Chem. Ber., 1980, 113, 1806-1818. [all data]
Turner, Goebel, et al., 1968
Turner, R.B.; Goebel, P.; Mallon, B.J.; Doering, W.E.; Coburn, J.F., Jr.; Pomerantz, M.,
Heats of hydrogenation. VIII. Compounds with three- and four-membered rings,
J. Am. Chem. Soc., 1968, 90, 4315-4322. [all data]
Kistiakowsky, Ruhoff, et al., 1936
Kistiakowsky, G.B.; Ruhoff, J.R.; Smith, H.A.; Vaughan, W.E.,
Heats of organic reactions. IV. Hydrogenation of some dienes and of benzene,
J. Am. Chem. Soc., 1936, 58, 146-153. [all data]
Furuyama, Golden, et al., 1970
Furuyama, S.; Golden, D.M.; Benson, S.W.,
Thermochemistry of cyclopentene and cyclopentadiene from studies of gas-phase equilibria,
J. Chem. Thermodyn., 1970, 2, 161-169. [all data]
Holmes and Lossing, 1991
Holmes, J.L.; Lossing, F.P.,
Ionization energies of homologous organic compounds and correlation with molecular size,
Org. Mass Spectrom., 1991, 26, 537. [all data]
Traeger, 1986
Traeger, J.C.,
Heat of formation for the 1-methylallyl cation by photoionization mass spectrometry,
J. Phys. Chem., 1986, 90, 4114. [all data]
Mautner(Meot-Ner), Sieck, et al., 1981
Mautner(Meot-Ner), M.; Sieck, L.W.; Ausloos, P.,
Ionization of normal alkanes: Enthalpy, entropy, structural, and isotope effects,
J. Am. Chem. Soc., 1981, 103, 5342. [all data]
Bieri, Burger, et al., 1977
Bieri, G.; Burger, F.; Heilbronner, E.; Maier, J.P.,
Valence ionization enrgies of hydrocarbons,
Helv. Chim. Acta, 1977, 60, 2213. [all data]
Rang, Paldoia, et al., 1974
Rang, S.; Paldoia, P.; Talvari, A.,
Ionization potentials of unsaturated hydrocarbons. 2. Mono-substituted cyclopentenes and cyclohexenes,
Eesti. NSV Tead. Akad. Toim., 1974, 354. [all data]
Puttemans, 1974
Puttemans, J.P.,
Ionisation de cycloalcanes (C5 a C12) en spectroscopie photoelectronique et par impact electronique,
Ing. Chim. (Brussels), 1974, 56, 64. [all data]
Ikuta, Yoshihara, et al., 1973
Ikuta, S.; Yoshihara, K.; Shiokawa, T.; Jinno, M.; Yokoyama, Y.; Ikeda, S.,
Photoelectron spectroscopy of cyclohexane, cyclopentane, and some related compounds,
Chem. Lett., 1973, 1237. [all data]
Lossing, 1972
Lossing, F.P.,
Free radicals by mass spectrometry. XLV. Ionization potentials and heats of formation of C3H3, C3H5, and C4H7 radicals and ions,
Can. J. Chem., 1972, 50, 3973. [all data]
Gross and Wilkins, 1971
Gross, M.L.; Wilkins, C.L.,
Computer-assisted ion cyclotron resonance appearance potential measurements for C5H10 isomers,
Anal. Chem., 1971, 43, 1624. [all data]
Praet and Delwiche, 1970
Praet, M.-T.; Delwiche, J.,
Ionization energies of some cyclic molecules,
Chem. Phys. Lett., 1970, 5, 546. [all data]
Dewar and Worley, 1969
Dewar, M.J.S.; Worley, S.D.,
Photoelectron spectra of molecules. I. Ionization potentials of some organic molecules and their interpretation,
J. Chem. Phys., 1969, 50, 654. [all data]
Watanabe, Nakayama, et al., 1962
Watanabe, K.; Nakayama, T.; Mottl, J.,
Ionization potentials of some molecules,
J. Quant. Spectry. Radiative Transfer, 1962, 2, 369. [all data]
Kimura, Katsumata, et al., 1981
Kimura, K.; Katsumata, S.; Achiba, Y.; Yamazaki, T.; Iwata, S.,
Ionization energies, Ab initio assignments, and valence electronic structure for 200 molecules
in Handbook of HeI Photoelectron Spectra of Fundamental Organic Compounds, Japan Scientific Soc. Press, Tokyo, 1981. [all data]
Batich, Heilbronner, et al., 1974
Batich, C.; Heilbronner, E.; Rommel, E.; Semmelhack, M.F.; Foos, J.S.,
Equivalence of the energy gaps {DELTA}I(1,2) and {DELTA}E(1,2) between corresponding bands in the photoelectron (I) and electronic absorption (E) spectra of spiro[4.4]nonatetraene. An amusing consequence of spiroconjugation,
J. Am. Chem. Soc., 1974, 96, 7662. [all data]
Brand and Baer, 1984
Brand, W.A.; Baer, T.,
Dissociation dynamics of energy-selected C5H10+ ions,
J. Am. Chem. Soc., 1984, 106, 3154. [all data]
Pickett, Muntz, et al., 1951
Pickett, L.W.; Muntz, M.; McPherson, E.M.,
Vacuum ultraviolet absorption spectra of cyclic compounds. I. Cyclohexane, cyclohexene, cyclopentane, Cyclopentene and benzene,
J. Am. Chem. Soc., 1951, 73, 4862-4865. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, References
- Symbols used in this document:
AE Appearance energy Cp,gas Constant pressure heat capacity of gas Cp,liquid Constant pressure heat capacity of liquid IE (evaluated) Recommended ionization energy Pc Critical pressure S°liquid Entropy of liquid at standard conditions Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point Ttriple Triple point temperature Vc Critical volume d(ln(kH))/d(1/T) Temperature dependence parameter for Henry's Law constant k°H Henry's Law constant at 298.15K ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition 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 ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions ΔsubH Enthalpy of sublimation ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions ΔvapS Entropy of vaporization ρc Critical density - 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.
- Customer support for NIST Standard Reference Data products.