Butanedinitrile
- Formula: C4H4N2
- Molecular weight: 80.0880
- IUPAC Standard InChIKey: IAHFWCOBPZCAEA-UHFFFAOYSA-N
- CAS Registry Number: 110-61-2
- 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: Succinonitrile; s-Dicyanoethane; Deprelin; Dician; Dinile; Disuxyl; Ethane, 1,2-dicyano-; Ethylene cyanide; Ethylene dicyanide; Evanex; Succinic acid dinitrile; Succinic acid nitrile; Succinic dinitrile; Succinil; Succinodinitrile; Suxil; 1,2-Dicyanoethane; NCCH2CH2CN; USAF A-9442; 1,4-Butanedinitrile; Sukcinonitril; sym-Dicyanoethane; NSC 4852
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Condensed phase thermochemistry data
Go To: Top, Gas phase ion energetics data, References, Notes
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 |
---|---|---|---|---|---|
ΔfH°solid | 33.38 ± 0.16 | kcal/mol | Ccr | Rapport, Westrum, et al., 1971 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -546.22 ± 0.14 | kcal/mol | Ccr | Rapport, Westrum, et al., 1971 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°solid,1 bar | 45.791 | cal/mol*K | N/A | Wulff and Westrum, 1963 | crystaline, I phase; DH |
Constant pressure heat capacity of solid
Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
34.799 | 298.15 | Wulff and Westrum, 1963 | crystaline, I phase; T = 5 to 350 K.; DH |
Gas phase ion energetics data
Go To: Top, Condensed phase thermochemistry data, References, Notes
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:
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
B - John E. Bartmess
View reactions leading to C4H4N2+ (ion structure unspecified)
Electron affinity determinations
EA (eV) | Reference | Comment |
---|---|---|
0.108 ± 0.010 | Desfrancois, Bouteiller, et al., 2004 | Dipole bound anion. gauche conformer; B |
0.0200 ± 0.0020 | Desfrancois, Bouteiller, et al., 2004 | Dipole bound anion. Anti conformer; B |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
12.1 ± 0.25 | EI | Chess, Lapp, et al., 1982 | LBLHLM |
References
Go To: Top, 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.
Rapport, Westrum, et al., 1971
Rapport, N.J.; Westrum, E.F., Jr.; Andrews, J.T.S.,
Enthalpies of formation for globular molecules. III. Succinonitrile and triethylenediamine,
J. Am. Chem. Soc., 1971, 93, 4363-4365. [all data]
Wulff and Westrum, 1963
Wulff, C.A.; Westrum, E.F., Jr.,
Heat capacities and thermodynamic properties of globular molecules. VI. Succinonitrile,
J. Phys. Chem., 1963, 67, 2376-2381. [all data]
Desfrancois, Bouteiller, et al., 2004
Desfrancois, C.; Bouteiller, Y.; Schermann, J.P.; Radisic, D.; Stokes, S.T.; Bowen, K.H.; Hammer, N.I.; Compto,
Long-range electron binding to quadrupolar molecules,
Phys. Rev. Lett., 2004, 92, 8, 840-850, https://doi.org/10.1103/PhysRevLett.92.083003
. [all data]
Chess, Lapp, et al., 1982
Chess, E.K.; Lapp, R.L.; Gross, M.L.,
The question of tautomerism of alkylnitrile and isonitrile radical cations,
Org. Mass Spectrom., 1982, 17, 475. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid EA Electron affinity S°solid,1 bar Entropy of solid at standard conditions (1 bar) ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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