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Propanedinitrile

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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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Deltafgas63.64 ± 0.24kcal/molCcbBeckhaus, Dogan, et al., 1990 
Deltafgas63.5 ± 0.5kcal/molCcbBoyd, Guha, et al., 1967 

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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Deltafsolid44.91 ± 0.05kcal/molCcbBeckhaus, Dogan, et al., 1990ALS
Deltafsolid44.6 ± 0.3kcal/molCcbBoyd, Guha, et al., 1967ALS
Quantity Value Units Method Reference Comment
Deltacsolid-395.37 ± 0.05kcal/molCcbBeckhaus, Dogan, et al., 1990ALS
Deltacsolid-395.0 ± 0.3kcal/molCcbBoyd, Guha, et al., 1967ALS
Quantity Value Units Method Reference Comment
solid,1 bar31.300cal/mol*KN/AGirdhar, Westrum, et al., 1968crystaline, I phase; Entropy as calculated from data on undercooled, c,I from 5 K and from data on c,II, c,II/c,I transition, and c,I is the same.; DH

Constant pressure heat capacity of solid

Cp,solid (cal/mol*K) Temperature (K) Reference Comment
26.360298.15Girdhar, Westrum, et al., 1968crystaline, I phase; T = 5 to 320 K.; DH

Reaction 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:
B - John E. Bartmess
MS - José A. Martinho Simões
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.

Individual Reactions

C3HN2- + Hydrogen cation = Propanedinitrile

By formula: C3HN2- + H+ = C3H2N2

Quantity Value Units Method Reference Comment
Deltar335.8 ± 2.1kcal/molG+TSFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale; B
Deltar336.0 ± 2.6kcal/molG+TSCumming and Kebarle, 1978gas phase; B
Quantity Value Units Method Reference Comment
Deltar328.1 ± 2.0kcal/molIMREFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale; B
Deltar328.2 ± 2.0kcal/molIMRECumming and Kebarle, 1978gas phase; B
Deltar328.9 ± 2.0kcal/molIMRETaft, Abboud, et al., 1988gas phase; Revised: 91TAF; B

Propanedinitrile (solution) + C5H11BrMg (solution) = C3HBrMgN2 (solution) + Pentane (solution)

By formula: C3H2N2 (solution) + C5H11BrMg (solution) = C3HBrMgN2 (solution) + C5H12 (solution)

Quantity Value Units Method Reference Comment
Deltar-48.59kcal/molRSCHolm, 1983solvent: Diethyl ether; MS

Iodide + Propanedinitrile = (Iodide bullet Propanedinitrile)

By formula: I- + C3H2N2 = (I- bullet C3H2N2)

Quantity Value Units Method Reference Comment
Deltar18.9 ± 1.0kcal/molTDAsCaldwell, Masucci, et al., 1989gas phase; B,M

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Notes

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

Beckhaus, Dogan, et al., 1990
Beckhaus, H.D.; Dogan, B.; Pakusch, J.; Verevkin, S.; Ruechardt, C., Geminal substituent effects. 4. The dependence of the inverse anomeric effect of geminal cyano groups on the structure, Chem. Ber., 1990, 123, 2153-2159. [all data]

Boyd, Guha, et al., 1967
Boyd, R.H.; Guha, K.R.; Wuthrich, R., Thermochemistry of cyanocarbons. II. The heats of combustion of pyridinium dicyanomethylide, malononitrile, and fumaronitrile, J. Phys. Chem., 1967, 71, 2187-2191. [all data]

Girdhar, Westrum, et al., 1968
Girdhar, H.L.; Westrum, E.F., Jr.; Wulff, C.A., Thermodynamic properties and third-law cycle for malononitrile, J. Chem. Eng. Data, 1968, 13, 239-242. [all data]

Fujio, McIver, et al., 1981
Fujio, M.; McIver, R.T., Jr.; Taft, R.W., Effects on the acidities of phenols from specific substituent-solvent interactions. Inherent substituent parameters from gas phase acidities, J. Am. Chem. Soc., 1981, 103, 4017. [all data]

Cumming and Kebarle, 1978
Cumming, J.B.; Kebarle, P., Summary of gas phase measurements involving acids AH. Entropy changes in proton transfer reactions involving negative ions. Bond dissociation energies D(A-H) and electron affinities EA(A), Can. J. Chem., 1978, 56, 1. [all data]

Taft, Abboud, et al., 1988
Taft, R.W.; Abboud, J.L.M.; Anvia, F.; Berthelot, M.; Fujio, M.; Gal, J.-F.; Headley, A.D.; Henderson, W.G., Regarding the Inherent Dependence of Resonance Effects of Strongly Conjugated Substituents on Electron Demand, J. Am. Chem. Soc., 1988, 110, 6, 1797, https://doi.org/10.1021/ja00214a023 . [all data]

Holm, 1983
Holm, T., Acta Chem. Scand. B, 1983, 37, 797. [all data]

Caldwell, Masucci, et al., 1989
Caldwell, G.W.; Masucci, J.A.; Ikonomou, M.G., Negative Ion Chemical Ionization Mass Spectrometry - Binding of Molecules to Bromide and Iodide Anions, Org. Mass Spectrom., 1989, 24, 1, 8, https://doi.org/10.1002/oms.1210240103 . [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, References