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
  The 3d structure may be viewed using Java or Javascript.
• 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:
  • Phase change data
  • Gas phase ion energetics data
  • References
  • Notes
• Other data available:
  • Condensed phase thermochemistry data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • Gas Chromatography
• Data at other public NIST sites:
  • Gas Phase Kinetics Database
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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

References

Go To: Top, 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.

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. [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]

Notes

Go To: Top, Phase change data, Gas phase ion energetics data, References

• Symbols used in this document:
  

  AE	Appearance energy
  Tboil	Boiling point
  Tfus	Fusion (melting) point

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