Cyclopropane, 1,1-dimethyl-
- Formula: C5H10
- Molecular weight: 70.1329
- IUPAC Standard InChIKey: PBIJFSCPEFQXBB-UHFFFAOYSA-N
- CAS Registry Number: 1630-94-0
- 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: Gem-Dimethylcyclopropane; 1,1-Dimethylcyclopropane
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, 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
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -8.2 ± 1.2 | kJ/mol | Ccb | Good, Moore, et al., 1974 | ALS |
Constant pressure heat capacity of gas
Cp,gas (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
34.53 | 50. | Thermodynamics Research Center, 1997 | p=1 bar. Selected values are lower than other statistically calculated values [ Kabo G.Y., 1973] up to 2.2 and 1.1 J/mol*K for S(T) and Cp(T), respectively.; GT |
46.12 | 100. | ||
60.44 | 150. | ||
74.83 | 200. | ||
98.04 | 273.15 | ||
106.37 | 298.15 | ||
106.99 | 300. | ||
139.28 | 400. | ||
167.17 | 500. | ||
190.30 | 600. | ||
209.64 | 700. | ||
226.09 | 800. | ||
240.23 | 900. | ||
252.45 | 1000. | ||
263.04 | 1100. | ||
272.23 | 1200. | ||
280.21 | 1300. | ||
287.14 | 1400. | ||
293.19 | 1500. | ||
305.2 | 1750. | ||
313.9 | 2000. | ||
320.4 | 2250. | ||
325.3 | 2500. | ||
329.0 | 2750. | ||
332.0 | 3000. |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, Phase change data, Gas phase ion energetics data, 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°liquid | -33.3 ± 0.79 | kJ/mol | Ccb | Good, Moore, et al., 1974 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -3363.4 ± 0.71 | kJ/mol | Ccb | Good, Moore, et al., 1974 | Corresponding ΔfHºliquid = -33.3 kJ/mol (simple calculation by NIST; no Washburn corrections) |
Phase change data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Gas phase ion energetics data, 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.
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 295. ± 9. | K | AVG | N/A | Average of 10 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 164. ± 1. | K | AVG | N/A | Average of 9 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 25. ± 0.8 | kJ/mol | E | Good, Moore, et al., 1974 | ALS |
ΔvapH° | 25.1 | kJ/mol | N/A | Good, Moore, et al., 1974 | DRB |
ΔvapH° | 25.1 ± 0.8 | kJ/mol | EB | Good, Moore, et al., 1974 | AC |
Gas phase ion energetics data
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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:
LL - Sharon G. Lias and Joel F. Liebman
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)
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
8.98 ± 0.05 | EI | Holmes and Lossing, 1991 | LL |
9.1 | PE | Plemenkov, Villem, et al., 1981 | LLK |
9.08 | EI | Lossing, 1972 | LLK |
9.76 ± 0.02 | EI | Natalis and Laune, 1964 | RDSH |
9.80 | PE | Plemenkov, Villem, et al., 1981 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
C3H6+ | 11.23 ± 0.04 | C2H4 | EI | Natalis and Laune, 1964 | RDSH |
C4H7+ | 10.47 | CH3 | EI | Lossing, 1972 | LLK |
C4H7+ | 11.37 ± 0.02 | CH3 | EI | Natalis and Laune, 1964 | RDSH |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Good, Moore, et al., 1974
Good, W.D.; Moore, R.T.; Osborn, A.G.; Douslin, D.R.,
The enthalpies of formation of ethylcyclobutane, methylenecyclobutane, and 1,1-dimethylcyclopropane,
J. Chem. Thermodyn., 1974, 6, 303-310. [all data]
Thermodynamics Research Center, 1997
Thermodynamics Research Center,
Selected Values of Properties of Chemical Compounds., Thermodynamics Research Center, Texas A&M University, College Station, Texas, 1997. [all data]
Kabo G.Y., 1973
Kabo G.Y.,
Thermodynamic properties of some hydrocarbons containing three-membered rings,
Vestn. Beloruss. Univ., Ser. 2, 1973, 3-6. [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]
Plemenkov, Villem, et al., 1981
Plemenkov, V.V.; Villem, Y.Y.; Villem, N.V.; Bolesov, I.G.; Surmina, L.S.; Yakushkina, N.I.; Formanovskii, A.A.,
Photoelectron spectra of polyalkylcyclopropenes and polyalkylcyclopropanes,
Zh. Obshch. Khim., 1981, 51, 2076. [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]
Natalis and Laune, 1964
Natalis, P.; Laune, J.,
Etude du comportement d'isomeres geometriques sous l'impact electronique. IV. Cyclopropane, methylcyclopropane et dimethylcyclopropanes gem. cis et trans,
Bull. Soc. Chim. Belges, 1964, 73, 944. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy Cp,gas Constant pressure heat capacity of gas Tboil Boiling point Tfus Fusion (melting) point 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 ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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