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Cyclopropene

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Gas phase thermochemistry data

Go To: Top, Gas phase ion energetics data, 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 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
Deltacgas-485.0 ± 0.6kcal/molCcbWiberg, Bartley, et al., 1962Corresponding «DELTA»fgas = 66.2 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS

Constant pressure heat capacity of gas

Cp,gas (cal/mol*K) Temperature (K) Reference Comment
7.94950.Dorofeeva O.V., 1986Recommended S(T) and Cp(T) values are practically identical with those reported by [ Adame I.E., 1979, Yum T.Y., 1979]. Discrepancies with calculations [ Wiberg K.B., 1960, Joshi R.M., 1970, Kabo G.Y., 1973] amount to 1-2 J/mol*K.; GT
7.992100.
8.391150.
9.400200.
11.74273.15
12.64 ± 0.24298.15
12.71300.
16.24400.
19.24500.
21.67600.
23.66700.
25.330800.
26.757900.
27.9831000.
29.0461100.
29.9671200.
30.7671300.
31.4631400.
32.0701500.

Gas phase ion energetics data

Go To: Top, Gas phase thermochemistry data, 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 evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias
L - Sharon G. Lias

Data compiled as indicated in comments:
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 C3H4+ (ion structure unspecified)

Quantity Value Units Method Reference Comment
IE (evaluated)9.67 ± 0.01eVN/AN/AL
Quantity Value Units Method Reference Comment
Proton affinity (review)195.6kcal/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity188.3kcal/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV) Method Reference Comment
9.67 ± 0.01PIParr, Jason, et al., 1980LLK
9.668 ± 0.005TEParr, Jason, et al., 1980LLK
9.70 ± 0.02PEBieri, Burger, et al., 1977LLK
9.7 ± 0.1EIRothgery, Holt, et al., 1975LLK
9.67PERobin, Brundle, et al., 1972LLK
9.64EILossing, 1972LLK
9.70PEBischof and Heilbronner, 1970RDSH
9.86PEPlemenkov, Villem, et al., 1981Vertical value; LLK
9.82PEWiberg, Ellison, et al., 1976Vertical value; LLK
9.86PEClary, Lewis, et al., 1974Vertical value; LLK
9.86PEHaselbach, Heilbronner, et al., 1970Vertical value; RDSH

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C3H+16.3 ± 0.05H+H2PIParr, Jason, et al., 1980LLK
C3H+15.7 ± 0.1H+H2TEParr, Jason, et al., 1980LLK
C3H2+12.2 ± 0.1H2TEParr, Jason, et al., 1980LLK
C3H2+12.51 ± 0.04H2PIParr, Jason, et al., 1980LLK
C3H3+10.3 ± 0.1HTEParr, Jason, et al., 1980LLK
C3H3+10.59 ± 0.04HPIParr, Jason, et al., 1980LLK
C3H3+10.9 ± 0.1HEIRothgery, Holt, et al., 1975LLK
C3H3+10.54HEILossing, 1972LLK

Mass spectrum (electron ionization)

Go To: Top, Gas 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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Mass 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 Chemical Concepts
NIST MS number 194058

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References

Go To: Top, Gas phase thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Wiberg, Bartley, et al., 1962
Wiberg, K.B.; Bartley, W.J.; Lossing, F.P., On the strain energy in cyclopropene and the heat of formation of the C3H4+ ion, J. Am. Chem. Soc., 1962, 84, 3980-3981. [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]

Adame I.E., 1979
Adame I.E., Thermodynamic properties of normal and deuterated cyclopropenes, Thermochim. Acta, 1979, 31, 203-209. [all data]

Yum T.Y., 1979
Yum T.Y., Jr., Infrared and Raman spectra of cyclopropene and of six deuterated derivatives, J. Phys. Chem., 1979, 83, 501-506. [all data]

Wiberg K.B., 1960
Wiberg K.B., Cyclopropene. V. Some reactions of cyclopropene, J. Am. Chem. Soc., 1960, 82, 6375-6380. [all data]

Joshi R.M., 1970
Joshi R.M., Thermodynamic properties of some monomeric compounds in the standard ideal gas state, J. Polym. Sci., Part A-2, 1970, 8, 679-687. [all data]

Kabo G.Y., 1973
Kabo G.Y., Thermodynamic properties of halogencyclanes and cyclopropene, Izv. Vyssh. Ucheb. Zaved., Khim. Khim. Tekhnol., 1973, 16, 230-233. [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]

Parr, Jason, et al., 1980
Parr, A.C.; Jason, A.J.; Stockbauer, R., Photoionization and threshold photoelectron-photoion coincidence study of cyclopropene from onset to 20 eV., Int. J. Mass Spectrom. Ion Phys., 1980, 33, 243. [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]

Rothgery, Holt, et al., 1975
Rothgery, E.F.; Holt, J.; McGee, H.A., Jr., Cryochemical synthesis and molecular energetics of cyclopropanone and some related compounds, J. Am. Chem. Soc., 1975, 97, 4971. [all data]

Robin, Brundle, et al., 1972
Robin, M.B.; Brundle, C.R.; Kuebler, N.A.; Ellison, G.B.; Wiberg, K.B., Photoelectron spectra of small rings. IV. The unsaturated three-membered rings, J. Chem. Phys., 1972, 57, 1758. [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]

Bischof and Heilbronner, 1970
Bischof, P.; Heilbronner, E., Photoelektron-Spektren von Cycloalkenen und Cycloalkadienen, Helv. Chim. Acta, 1970, 53, 1677. [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]

Wiberg, Ellison, et al., 1976
Wiberg, K.B.; Ellison, G.B.; Wendoloski, J.J.; Brundle, C.R.; Kuebler, N.A., Electronic states of organic molecules. 3. Photoelectron spectra of cycloalkenes and methylenecycloalkanes, J. Am. Chem. Soc., 1976, 98, 7179. [all data]

Clary, Lewis, et al., 1974
Clary, D.C.; Lewis, A.A.; Morland, D.; Murrell, J.N.; Heilbronner, E., Ionization potentials of cycloalkenes, J. Chem. Soc. Faraday Trans. 2, 1974, 70, 1889. [all data]

Haselbach, Heilbronner, et al., 1970
Haselbach, E.; Heilbronner, E.; Mannschreck, A.; Seitz, W., Lone pair interaction in 3,3-dimethyldiazirine, Angew. Chem. Int. Ed. Engl., 1970, 9, 902. [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), References