Isopropenylcyclopropane

• Formula: C₆H₁₀
• Molecular weight: 82.1436
• IUPAC Standard InChI: InChI=1S/C6H10/c1-5(2)6-3-4-6/h6H,1,3-4H2,2H3 Copy

  
• IUPAC Standard InChIKey: MKPHNILWOMCVTH-UHFFFAOYSA-N Copy
• CAS Registry Number: 4663-22-3
• Chemical structure:
  This structure is also available as a 2d Mol file or as a computed 3d SD file
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• Other names: Cyclopropane, (1-methylethenyl)-; Propene, 2-cyclopropyl-; 2-Cyclopropyl-1-propene; 2-Cyclopropylpropene; 1-Methylethenylcyclopropane; Isopropneylcyclopropane
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• Information on this page:
  • Condensed phase thermochemistry data
  • Phase change data
  • Gas phase ion energetics data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • Gas Chromatography
  • References
  • Notes
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Condensed phase thermochemistry 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Phase change 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 by: Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director

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

Data compiled as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi

View reactions leading to C₆H₁₀⁺ (ion structure unspecified)

Ionization energy determinations

Appearance energy determinations

IR Spectrum

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

Gas Phase Spectrum

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Additional Data

Mass spectrum (electron ionization)

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

Spectrum

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Additional Data

Gas Chromatography

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

Kovats' RI, non-polar column, isothermal

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References

Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), Gas Chromatography, Notes

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

Tatevskii, Yarovoi, et al., 1973
Tatevskii, V.M.; Yarovoi, S.S.; Grikina, O.E.; Pustovaya, O.E., Calculation of enthalpies of combustion and formation, molar volumes, and densities of hydrocarbons containing three-membered rings, Vestn. Mosk. Univ. Ser. 2: Khim., 1973, 14, 3-12. [all data]

Slabey and Wise, 1952
Slabey, V.A.; Wise, P.H., The dehydration of methylalkylcyclopropylcarbinols. Isolation and purification of 2-cyclopropylalkenes, J. Am. Chem. Soc., 1952, 74, 1473-1476. [all data]

Slabey and Wise, 1952, 2
Slabey, V.A.; Wise, P.H., The Dehydration of Methylalkylcyclopropylcarbinols. Isolation and Purification of 2-Cyclopropylalkenes, J. Am. Chem. Soc., 1952, 74, 1473. [all data]

Anonymous, 1949
Anonymous, R., , Am. Pet. Inst. Res. Proj. 45, Ohio State Univ., 1949. [all data]

Slabey, Wise, et al., 1949
Slabey, V.A.; Wise, P.H.; Gibbons, L.C., Synthesis of isopropylcyclopropane, J. Am. Chem. Soc., 1949, 71, 1518-9. [all data]

Van Volkenburgh, Greenlee, et al., 1949
Van Volkenburgh, R.; Greenlee, K.W.; Derfer, J.M.; Boord, C.E., The Synthesis of Some Cyclopropane Hydrocarbons From Methyl Cyclopropyl Ketone, J. Am. Chem. Soc., 1949, 71, 172-5. [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]

Wolkoff, Holmes, et al., 1980
Wolkoff, P.; Holmes, J.L.; Lossing, F.P., On the formation of cyclopentenium cations from all C₆H₁₀⁺ molecular ion structures, Can. J. Chem., 1980, 58, 251. [all data]

Dewar, Fonken, et al., 1976
Dewar, M.J.S.; Fonken, G.J.; Jones, T.B.; Minter, D.E., Photoelectron spectra of molecules. Part VII. Cyclopropylallenes, J. Chem. Soc. Perkin Trans. 2, 1976, 764. [all data]

Hively and Hinton, 1968
Hively, R.A.; Hinton, R.E., Variation of the retention index with temperature on squalane substrates, J. Gas Chromatogr., 1968, 6, 4, 203-217, https://doi.org/10.1093/chromsci/6.4.203 . [all data]

Notes

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• Symbols used in this document:
  

  AE	Appearance energy
  Tboil	Boiling point
  Tfus	Fusion (melting) point
  ΔcH°liquid	Enthalpy of combustion of liquid at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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