Propanenitrile, 2,2-dimethyl-

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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 as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
AC - William E. Acree, Jr., James S. Chickos
CAL - James S. Chickos, William E. Acree, Jr., Joel F. Liebman, Students of Chem 202 (Introduction to the Literature of Chemistry), University of Missouri -- St. Louis
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Tboil370. ± 30.KAVGN/AAverage of 6 values; Individual data points
Quantity Value Units Method Reference Comment
Tfus288.65KN/AButlerov, 1873Uncertainty assigned by TRC = 2. K; TRC
Quantity Value Units Method Reference Comment
Ttriple292.13KN/AWestrum and Ribner, 1967Crystal phase 1 phase; Uncertainty assigned by TRC = 0.02 K; TRC
Quantity Value Units Method Reference Comment
Δvap37.5kJ/molN/AMajer and Svoboda, 1985 
Δvap36.7kJ/molVHall and Baldt, 1971ALS
Δvap36.6kJ/molN/AHall and Baldt, 1971DRB
Δvap37.35 ± 0.03kJ/molVHoward and Wadso, 1970ALS
Δvap37.8kJ/molIWestrum and Ribner, 1967, 2Based on data from 313. to 371. K.; AC

Enthalpy of vaporization

ΔvapH (kJ/mol) Temperature (K) Method Reference Comment
32.4379.2N/AMajer and Svoboda, 1985 
36.5328.A,IStephenson and Malanowski, 1987Based on data from 313. to 371. K. See also Westrum and Ribner, 1967, 2.; AC
37.0318.BGBaldt and Hall, 1971Based on data from 299. to 365. K.; AC

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
313.37 to 378.53.936281238.154-63.416Ribner and Westrum, 1967Coefficents calculated by NIST from author's data.

Enthalpy of fusion

ΔfusH (kJ/mol) Temperature (K) Reference Comment
9.29292.1Domalski and Hearing, 1996AC

Entropy of fusion

ΔfusS (J/mol*K) Temperature (K) Reference Comment
1.09213.Domalski and Hearing, 1996CAL
7.78232.7
31.8292.1

Enthalpy of phase transition

ΔHtrs (kJ/mol) Temperature (K) Initial Phase Final Phase Reference Comment
0.230213.crystaline, IIIcrystaline, IIWestrum and Ribner, 1967, 2DH
1.912232.74crystaline, IIcrystaline, IWestrum and Ribner, 1967, 2S not equal to H/T, see article.; DH
9.288292.13crystaline, IliquidWestrum and Ribner, 1967, 2DH

Entropy of phase transition

ΔStrs (J/mol*K) Temperature (K) Initial Phase Final Phase Reference Comment
1.08213.crystaline, IIIcrystaline, IIWestrum and Ribner, 1967, 2DH
7.78232.74crystaline, IIcrystaline, IWestrum and Ribner, 1967, 2S; DH
31.79292.13crystaline, IliquidWestrum and Ribner, 1967, 2DH

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:
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
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
B - John E. Bartmess

View reactions leading to C5H9N+ (ion structure unspecified)

Quantity Value Units Method Reference Comment
Proton affinity (review)810.9kJ/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity780.2kJ/molN/AHunter and Lias, 1998HL

Electron affinity determinations

EA (eV) Reference Comment
0.012620 ± 0.000087Hammer, Diri, et al., 2003B

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C2H4N+12.20?EIHeerma and deRidder, 1970RDSH
C3H5+13.50?EIHeerma and deRidder, 1970RDSH
C4H6N+12.5?EIDay, Gowenlock, et al., 1978LLK
C4H6N+12.60CH3EIHeerma and deRidder, 1970RDSH
C5H8N+12.05HEIHeerma and deRidder, 1970RDSH

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.

Butlerov, 1873
Butlerov, A., Justus Liebigs Ann. Chem., 1873, 170, 151. [all data]

Westrum and Ribner, 1967
Westrum, E.F.; Ribner, A., Trimethylacetonitrile low-temperature heat capacity, vapor pressure, and chemical thermodynamics of the crystalline, liquid and gaseous phases, J. Phys. Chem., 1967, 71, 1216. [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]

Hall and Baldt, 1971
Hall, H.K., Jr.; Baldt, J.H., Thermochemistry of strained-ring bridgehead nitriles and esters, J. Am. Chem. Soc., 1971, 93, 140-145. [all data]

Howard and Wadso, 1970
Howard, P.B.; Wadso, I., Enthalpies of vaporization of organic compounds IV. Alkyl Nitriles, Acta Chem. Scand., 1970, 24, 145. [all data]

Westrum and Ribner, 1967, 2
Westrum, E.F., Jr.; Ribner, A., Trimethylacetonitrile. Low-temperature heat capacity, vapor pressure, and chemical thermodynamics of the crystalline, liquid, and gaseous phases, J. Phys. Chem., 1967, 71, 1216-1224. [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]

Baldt and Hall, 1971
Baldt, J.H.; Hall, H.K.K., Jr., Thermochemistry of strained-ring bridgehead nitriles and esters, J. Am. Chem. Soc., 1971, 93, 140-145. [all data]

Ribner and Westrum, 1967
Ribner, A.; Westrum, E.F., Jr., Dimethylmalononitrile. Low-Temperature Heat Capacity, Vapor Pressure, Density, and Chemical Thermodynamics of the Crystalline, Liquid, and Gaseous Phases, J. Phys. Chem., 1967, 71, 5, 1208-1224, https://doi.org/10.1021/j100864a005 . [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]

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]

Hammer, Diri, et al., 2003
Hammer, N.I.; Diri, K.; Jordan, K.D.; Desfrancois, C.; Compton, R.N., Dipole-bound anions of carbonyl, nitrile, and sulfoxide containing molecules, J. Chem. Phys., 2003, 119, 7, 3650-3660, https://doi.org/10.1063/1.1590959 . [all data]

Heerma and deRidder, 1970
Heerma, W.; deRidder, J.J., The electron-impact induced fragmentation of some alkyl isocyanides and alpha-branched alkyl cyanides, Org. Mass Spectrom., 1970, 3, 1439. [all data]

Day, Gowenlock, et al., 1978
Day, J.S.; Gowenlock, B.G.; Johnson, C.A.F.; McInally, I.D.; Pfab, J., Appearance potential studies of some geminal substituted C-nitroso- compounds, J. Chem. Soc. Perkin Trans. 2, 1978, 10, 1110. [all data]


Notes

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