Tetramethylbutanedinitrile
- Formula: C8H12N2
- Molecular weight: 136.1943
- 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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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), 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°gas | 100.6 | kJ/mol | Ccb | Barbe, Beckhaus, et al., 1983 | |
ΔfH°gas | 101. ± 2. | kJ/mol | Ccb | Lebedeva and Katin, 1973 | Heat of combustion is not reported |
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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°solid | 14.9 ± 1.3 | kJ/mol | Ccb | Barbe, Beckhaus, et al., 1983 | |
ΔfH°solid | 19.9 ± 0.63 | kJ/mol | Ccb | Lebedeva and Katin, 1973 | Heat of combustion is not reported |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -4878.0 ± 1.3 | kJ/mol | Ccb | Barbe, Beckhaus, et al., 1983 |
Phase change data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Mass spectrum (electron ionization), 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 |
Mass spectrum (electron ionization)
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change 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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
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Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | NIST Mass Spectrometry Data Center, 1998. |
NIST MS number | 290923 |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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]
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]
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, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), References
- Symbols used in this document:
Tfus Fusion (melting) point ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition 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 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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