Spiropentane

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Gas 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 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
Δfgas44.23 ± 0.18kcal/molCmFraser and Prosen, 1955ALS
Quantity Value Units Method Reference Comment
Δcgas-787.77 ± 0.17kcal/molCmFraser and Prosen, 1955Corresponding Δfgas = 44.25 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Δcgas-778.7 ± 0.31kcal/molCcbHumphrey and Spitzer, 1950Corresponding Δfgas = 35.2 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
66.37 ± 0.15283.16Scott D.W., 1950GT
67.45 ± 0.15298.16
68.44 ± 0.15312.14

Constant pressure heat capacity of gas

Cp,gas (cal/mol*K) Temperature (K) Reference Comment
21.06298.15Scott D.W., 1950Heat capacity values calculated using more recent assignment of vibrational frequencies [ Burns G.R., 1975] agree well with those of the [ Scott D.W., 1950].; GT
21.19300.
28.549400.
34.909500.
40.100600.
44.359700.
47.911800.
50.930900.
53.5111000.
55.7291100.
57.6411200.
59.2901300.
60.7291400.
61.9791500.

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: Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
liquid46.291cal/mol*KN/AScott, Finke, et al., 1950 

Constant pressure heat capacity of liquid

Cp,liquid (cal/mol*K) Temperature (K) Reference Comment
32.151298.15Scott, Finke, et al., 1950T = 12 to 312 K.

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:
L - Sharon G. Lias

Data compiled as indicated in comments:
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 C5H8+ (ion structure unspecified)

Quantity Value Units Method Reference Comment
IE (evaluated)9.26eVN/AN/AL

Ionization energy determinations

IE (eV) Method Reference Comment
9.26PEGleiter, Krennrich, et al., 1986LBLHLM
9.26EILossing and Traeger, 1975LLK
9.26EIHolmes, 1974LLK
9.37 ± 0.05EIPuttemans and Delvaux, 1973LLK
9.73PEGleiter, Krennrich, et al., 1986Vertical value; LBLHLM
9.45PEDewar and Worley, 1969Vertical value; RDSH

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C3H3+13.46 ± 0.15C2H4+HEIPuttemans and Delvaux, 1973LLK
C3H4+11.17 ± 0.08C2H4EIPuttemans and Delvaux, 1973LLK
C4H5+10.20CH3EIHolmes, 1974LLK
C4H5+10.65 ± 0.08CH3EIPuttemans and Delvaux, 1973LLK
C5H7+9.26HEILossing and Traeger, 1975, 2LLK
C5H7+9.53HEILossing and Traeger, 1975LLK
C5H7+9.53 ± 0.03HEIHolmes, 1974LLK
C5H7+9.93 ± 0.10HEIPuttemans and Delvaux, 1973LLK

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry 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.

Fraser and Prosen, 1955
Fraser, F.M.; Prosen, E.J., Heats of combustion and isomerization of six pentadienes and spiropentane, J. Res. NBS, 1955, 54, 143-148. [all data]

Humphrey and Spitzer, 1950
Humphrey, G.I.; Spitzer, R., Bond hybridization in the non-tetrahedral carbon atom. The heats of combustion of spiro-pentane and methylcyclobutane, J. Chem. Phys., 1950, 18, 902. [all data]

Scott D.W., 1950
Scott D.W., Spiropentane: heat capacity, heats of fusion and vaporization, vapor pressure, entropy and thermodynamic functions, J. Am. Chem. Soc., 1950, 72, 4664-4668. [all data]

Burns G.R., 1975
Burns G.R., The force field and normal coordinates of spiropentane, J. Mol. Struct., 1975, 27, 383-390. [all data]

Scott, Finke, et al., 1950
Scott, D.W.; Finke, H.L.; Hubbard, W.N.; McCullough, J.P.; Gross, M.E.; Williamson, K.D.; Waddington, G.; Huffman, H.M., Spiropentane: heat capacity, heats of fusion and vaporization, vapor pressure, entropy and thermodynamic functions, J. Am. Chem. Soc., 1950, 72, 4664-4668. [all data]

Gleiter, Krennrich, et al., 1986
Gleiter, R.; Krennrich, G.; Brinker, U.H., Electronic structure of spiropentane and some derivatives, J. Org. Chem., 1986, 51, 2899. [all data]

Lossing and Traeger, 1975
Lossing, F.P.; Traeger, J.C., Stabilization in cyclopentadienyl, cyclopentenyl, and cyclopentyl cations, J. Am. Chem. Soc., 1975, 97, 1579. [all data]

Holmes, 1974
Holmes, J.L., The mass spectra of isomeric hydrocarbons - II: The C5H8 isomers, spiropentane, cyclopentene, 1,3-pentadiene and isoprene; the mechanisms and energetics of their fragmentations, Org. Mass Spectrom., 1974, 8, 247. [all data]

Puttemans and Delvaux, 1973
Puttemans, J.-P.; Delvaux, J.C., Ionisation et fragmentation d'isomeres C5H8 sous impact electronique. Spiropentane - methylenecyclobutane - isoprene, Ing. Chim. Brussell, 1973, 55(267-8), 7. [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]

Lossing and Traeger, 1975, 2
Lossing, F.P.; Traeger, J.C., Free radicals by mass spectrometry XLVI. Heats of formation of C5H7 and C5H9 radicals and cations., J. Am. Chem. Soc., 1975, 19, 9. [all data]


Notes

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