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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
Deltafgas185.1 ± 0.75kJ/molCmFraser and Prosen, 1955ALS
Quantity Value Units Method Reference Comment
Deltacgas-3296.0 ± 0.71kJ/molCmFraser and Prosen, 1955Corresponding «DELTA»fgas = 185.1 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Deltacgas-3258. ± 1.3kJ/molCcbHumphrey and Spitzer, 1950Corresponding «DELTA»fgas = 147. kJ/mol (simple calculation by NIST; no Washburn corrections); ALS

Constant pressure heat capacity of gas

Cp,gas (J/mol*K) Temperature (K) Reference Comment
277.69 ± 0.63283.16Scott D.W., 1950GT
282.21 ± 0.63298.16
286.35 ± 0.63312.14

Constant pressure heat capacity of gas

Cp,gas (J/mol*K) Temperature (K) Reference Comment
88.12298.15Scott 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
88.66300.
119.45400.
146.06500.
167.78600.
185.60700.
200.46800.
213.09900.
223.891000.
233.171100.
241.171200.
248.071300.
254.091400.
259.321500.

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
liquid193.68J/mol*KN/AScott, Finke, et al., 1950 

Constant pressure heat capacity of liquid

Cp,liquid (J/mol*K) Temperature (K) Reference Comment
134.52298.15Scott, Finke, et al., 1950T = 12 to 312 K.

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 as indicated in comments:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Kenneth Kroenlein director
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Tboil312.1KN/AMajer and Svoboda, 1985 
Tboil303.18KN/ACleaves and Sherrick, 1946Uncertainty assigned by TRC = 0.1 K; same as in 1946 sla 1; TRC
Tboil312.18KN/ASlabey, 1946Uncertainty assigned by TRC = 0.1 K; TRC
Quantity Value Units Method Reference Comment
Tfus166.10KN/ACleaves and Sherrick, 1946Uncertainty assigned by TRC = 0.1 K; same as in 1946 sla 1; TRC
Tfus166.10KN/ASlabey, 1946Uncertainty assigned by TRC = 0.1 K; TRC
Quantity Value Units Method Reference Comment
Ttriple166.14KN/AScott, Finke, et al., 1950, 2Uncertainty assigned by TRC = 0.05 K; TRC
Quantity Value Units Method Reference Comment
Tc506.4KN/AMajer and Svoboda, 1985 
Quantity Value Units Method Reference Comment
Deltavap27.7kJ/molN/AMajer and Svoboda, 1985 
Deltavap27.5 ± 0.1kJ/molCScott, Finke, et al., 1950AC

Enthalpy of vaporization

DeltavapH (kJ/mol) Temperature (K) Method Reference Comment
26.76312.1N/AMajer and Svoboda, 1985 
26.748312.13N/AScott, Finke, et al., 1950P = 101.325 kPa; DH
28.6291.AStephenson and Malanowski, 1987Based on data from 276. - 344. K. See also Scott, Finke, et al., 1950, 3.; AC
28.3 ± 0.1283.CScott, Finke, et al., 1950AC
26.7 ± 0.1312.CScott, Finke, et al., 1950AC

Enthalpy of vaporization

ΔvapH = A exp(-βTr) (1 − Tr)β
    ΔvapH = Enthalpy of vaporization (at saturation pressure) (kJ/mol)
    Tr = reduced temperature (T / Tc)

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Temperature (K) A (kJ/mol) beta Tc (K) Reference Comment
283. - 312.41.440.2778506.4Majer and Svoboda, 1985 

Entropy of vaporization

DeltavapS (J/mol*K) Temperature (K) Reference Comment
85.70312.13Scott, Finke, et al., 1950P; DH

Antoine Equation Parameters

log10(P) = A − (B / (T + C))
    P = vapor pressure (bar)
    T = temperature (K)

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Temperature (K) A B C Reference Comment
276.78 - 343.984.041341089.801-42.079Scott, Finke, et al., 1950Coefficents calculated by NIST from author's data.

Enthalpy of fusion

DeltafusH (kJ/mol) Temperature (K) Reference Comment
6.4333166.14Scott, Finke, et al., 1950DH
6.43166.1Domalski and Hearing, 1996AC

Entropy of fusion

DeltafusS (J/mol*K) Temperature (K) Reference Comment
38.72166.14Scott, Finke, et al., 1950DH

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


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

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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IR spectrum
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Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.

Additional Data

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Owner NIST Standard Reference Data Program
Collection (C) 2018 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin NIST Mass Spectrometry Data Center
State gas
Instrument HP-GC/MS/IRD

This IR spectrum is from the NIST/EPA Gas-Phase Infrared Database .


Mass spectrum (electron ionization)

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, NIST Free Links, 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

View image of digitized spectrum (can be printed in landscape orientation).

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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 NIST Mass Spectrometry Data Center, 1990.
NIST MS number 118856

All mass spectra in this site (plus many more) are available from the NIST/EPA/NIH Mass Spectral Library. Please see the following for information about the library and its accompanying search program.


References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), NIST Free Links, 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]

Majer and Svoboda, 1985
Majer, V.; Svoboda, V., Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford, 1985, 300. [all data]

Cleaves and Sherrick, 1946
Cleaves, A.P.; Sherrick, M.E., , Natl. Advis. Comm. Aeronaut., 1946. [all data]

Slabey, 1946
Slabey, V.A., , Natl. Advis. Comm. Aeronaut., 1946. [all data]

Scott, Finke, et al., 1950, 2
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. 72, 1950, 4664 1950. [all data]

Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw, Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2 . [all data]

Scott, Finke, et al., 1950, 3
Scott, D.W.; Finke, H.L.; Gross, M.E.; Guthrie, G.B.; Huffman, H.M., 2,3-Dithiabutane: low temperature heat capacity, heat of fusion, heat of vaporization, vapor pressure, entropy and thermodynamic functions, J. Am. Chem. Soc., 1950, 72, 2424-2430. [all data]

Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D., Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III, J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985 . [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

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), NIST Free Links, References