Tetramethylbutanedinitrile
- Formula: C8H12N2
- Molecular weight: 136.1943
- IUPAC Standard InChI: InChI=1S/C8H12N2/c1-7(2,5-9)8(3,4)6-10/h1-4H3
- IUPAC Standard InChIKey: ZVQXQPNJHRNGID-UHFFFAOYSA-N
- CAS Registry Number: 3333-52-6
- 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: Tetramethylsuccinonitrile; Butanedinitrile, tetramethyl-; Succinonitrile, tetramethyl-; Tetramethylsuccinodinitrile; Tetramethylsuccinotrile; Tetramethylsuccinic acid dinitrile; Tetramethylsukcinonitril; TMSN; 2,3-Dicyano-2,3-dimethylbutane; 2,2,3,3-Tetramethylbutanedinitrile; NSC 39746; Butanedinitrile, 2,2,3,3-tetramethyl-
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Phase change data
Go To: Top, 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:
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 |
|---|---|---|---|---|---|
| Tfus | 442.2 | K | N/A | Murrill and Breed, 1970 | Crystal phase 1 phase; Uncertainty assigned by TRC = 2. K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔsubH° | 85.69 | kJ/mol | E | Barbe, Beckhaus, et al., 1983 | ALS |
| ΔsubH° | 85.7 | kJ/mol | N/A | Barbe, Beckhaus, et al., 1983 | DRB |
| ΔsubH° | 81. ± 2. | kJ/mol | V | Lebedeva and Katin, 1973 | Heat of combustion is not reported; ALS |
| ΔsubH° | 81.1 | kJ/mol | N/A | Lebedeva and Katin, 1973 | DRB |
Enthalpy of fusion
| ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 7.15 | 442. | Domalski and Hearing, 1996 | AC |
Entropy of fusion
| ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 52.48 | 345. | Domalski and Hearing, 1996 | CAL |
| 16.17 | 442. |
Enthalpy of phase transition
| ΔHtrs (kJ/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
|---|---|---|---|---|---|
| 18.104 | 345. | crystaline, II | crystaline, I | Murrill and Breed, 1970, 2 | DH |
| 7.146 | 442. | crystaline, I | liquid | Murrill and Breed, 1970, 2 | DH |
Entropy of phase transition
| ΔStrs (J/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
|---|---|---|---|---|---|
| 52.63 | 345. | crystaline, II | crystaline, I | Murrill and Breed, 1970, 2 | DH |
| 16.19 | 442. | crystaline, I | liquid | Murrill and Breed, 1970, 2 | DH |
References
Go To: Top, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Murrill and Breed, 1970
Murrill, E.; Breed, L.W.,
Solid-solid Phase Transitions Determined by Differential Scanning Calorimetry Part II. Octahederal Substances,
Thermochim. Acta, 1970, 1, 409. [all data]
Barbe, Beckhaus, et al., 1983
Barbe, W.; Beckhaus, H.D.; Lindner, H.J.; Ruechardt, C.,
Substituent effects on the carbon-carbon bond strength. 1. Structure and strain enthalpy of tetrasubstituted succinonitriles,
Chem. Ber., 1983, 116, 1017-1041. [all data]
Lebedeva and Katin, 1973
Lebedeva, N.D.; Katin, Yu.A.,
Heats of combustion of oenanthonitrile, adiponitrile, and tetramethylsuccinodinitrile,
Russ. J. Phys. Chem. (Engl. Transl.), 1973, 47, 922. [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]
Murrill and Breed, 1970, 2
Murrill, E.; Breed, L.W.,
Solid-solid phase transitions determined by differental scanning calorimetry Part II. Octahedral substances,
Thermochim. Acta, 1970, 1, 409-414. [all data]
Notes
Go To: Top, Phase change data, References
- Symbols used in this document:
Tfus Fusion (melting) point ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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