Tetracyano-p-quinodimethane
- Formula: C12H4N4
- Molecular weight: 204.1870
- IUPAC Standard InChI: InChI=1S/C12H4N4/c13-5-11(6-14)9-1-2-10(4-3-9)12(7-15)8-16/h1-4H
- IUPAC Standard InChIKey: PCCVSPMFGIFTHU-UHFFFAOYSA-N
- CAS Registry Number: 1518-16-7
- 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: Propanedinitrile, 2,2'-(2,5-cyclohexadiene-1,4-diylidene)bis-; 2,5-Cyclohexadiene-δ1,α:4,α'-dimalononitrile; Quinodimethan, tetracyano-; Tetracyanoquinodimethan(e); TCNQ; 2,5-Cyclohexadiene-1,4-Diylidenedimalononitrile; 7,7,8,8-Tetracyano-p-quinodimethane; 7,7,8,8-Tetracyano-1,4-quinodimethan; 7,7,8,8-Tetracyanoquinodimethane; 7,7',8,8'-Tetracyanoquinodimethane; 2,5-Cyclohexadiene-1,4-diylidene-α,α'-dimalononitrile; Tetracyanoquinodimethan; NSC 105237; 2,2'-(2,5-cyclohexadiene-1,4-diylidene)bismalononitrile
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Gas phase thermochemistry 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:
DRB - Donald R. Burgess, Jr.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | 771.1 | kJ/mol | N/A | Metzger, Kuo, et al., 1983 | Value computed using ΔfHsolid° value of 666.1±5.9 kj/mol from Metzger, Kuo, et al., 1983 and ΔsubH° value of 105.0 kj/mol from Boyd, 1963.; DRB |
| ΔfH°gas | 770. ± 10. | kJ/mol | Ccb | Boyd, 1963 | ALS |
Condensed phase thermochemistry data
Go To: Top, Gas 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°solid | 666.1 ± 5.9 | kJ/mol | Ccr | Metzger, Kuo, et al., 1983 | see Metzger, 1977 |
| ΔfH°solid | 665. ± 3. | kJ/mol | Ccb | Boyd, 1963 | |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -5958.9 ± 5.7 | kJ/mol | Ccr | Metzger, Kuo, et al., 1983 | see Metzger, 1977 |
| ΔcH°solid | -5959. ± 3. | kJ/mol | Ccb | Boyd, 1963 |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Metzger, Kuo, et al., 1983
Metzger, R.M.; Kuo, C.S.; Arafat, E.S.,
A semi-micro rotating-bomb combustion calorimeter,
J. Chem. Thermodyn., 1983, 15, 841-851. [all data]
Boyd, 1963
Boyd, R.H.,
Thermochemistry of cyanocarbons,
J. Chem. Phys., 1963, 38, 2529-2535. [all data]
Metzger, 1977
Metzger, R.M.,
The enthalpy of formation and the experimental crystal binding energy of tetrathiofulvalenium 7,7,8,8-tetracyanoquinodimethanide (TTF TCNQ),
J. Chem. Phys., 1977, 66, 2525-2533. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, References
- Symbols used in this document:
ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°gas Enthalpy of formation of gas 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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