Tricyclo[3.3.1.1(3,7)]decane-1-carbonitrile
- Formula: C11H15N
- Molecular weight: 161.2435
- IUPAC Standard InChIKey: FQFZASRJFRAEIH-UHFFFAOYSA-N
- CAS Registry Number: 23074-42-2
- 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: 1-Adamantanecarbonitrile; 1-Adamantane carboxylic acid nitrile; 1-Adamantyl cyanide; 1-Adamantylnitrile; 1-Cyanoadamantane; Tricyclo[3.3.1.13,7]decane-1-carbonitrile
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Gas phase thermochemistry data
Go To: Top, 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -5.02 ± 0.62 | kcal/mol | Ccb | Abboud, Jimenez, et al., 1992 | |
ΔfH°gas | -1.80 ± 0.50 | kcal/mol | Ccb | Meier, Dogan, et al., 1987 |
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 |
---|---|---|---|---|---|
ΔfH°solid | -21.1 ± 0.60 | kcal/mol | Ccb | Abboud, Jimenez, et al., 1992 | ALS |
ΔfH°solid | -19.96 ± 0.42 | kcal/mol | Ccb | Meier, Dogan, et al., 1987 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -1525.8 ± 0.50 | kcal/mol | Ccb | Abboud, Jimenez, et al., 1992 | ALS |
ΔcH°solid | -1526.96 ± 0.42 | kcal/mol | Ccb | Meier, Dogan, et al., 1987 | ALS |
Constant pressure heat capacity of solid
Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
52.25 | 298.15 | Meier, Dogan, et al., 1987 | DH |
Phase change 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:
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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tfus | 458. | K | N/A | Foulon, Amoureux, et al., 1984 | Crystal phase 1 phase; Uncertainty assigned by TRC = 1. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 16.1 ± 0.2 | kcal/mol | V | Abboud, Jimenez, et al., 1992 | ALS |
ΔsubH° | 16.1 | kcal/mol | N/A | Abboud, Jimenez, et al., 1992 | DRB |
ΔsubH° | 16.1 ± 0.2 | kcal/mol | ME | Abboud, Jimenez, et al., 1992 | Based on data from 294. to 312. K.; AC |
ΔsubH° | 18.16 ± 0.27 | kcal/mol | V | Meier, Dogan, et al., 1987 | ALS |
ΔsubH° | 18.2 | kcal/mol | N/A | Meier, Dogan, et al., 1987 | DRB |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
16.0 ± 0.2 | 303. | ME | Abboud, Jimenez, et al., 1992 | Based on data from 294. to 312. K.; AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
3.59 | 458. | Foulon, Amoureux, et al., 2000 | AC |
Entropy of fusion
ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
4.694 | 280. | Foulon, Amoureux, et al., 1984 | CAL |
7.827 | 458. |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Abboud, Jimenez, et al., 1992
Abboud, J.-L.M.; Jimenez, P.; Roux, M.V.; Turrion, C.; Lopez-Mardomingo, C.,
Structural effects on the thermochemical properties of organic compounds. III. Enthalpies of combustion, vapour pressures and enthalpies of sublimation, and standard enthalpies of formation in the gaseous phase, of adamantane-1-carboxylic acid methyl ester and of adamantane-1-carbonitrile,
J. Chem. Thermodyn., 1992, 24, 1299-1304. [all data]
Meier, Dogan, et al., 1987
Meier, M.; Dogan, B.; Beckhaus, H.; Ruchardt, C.,
Heats of formation and heats of isomerization of isocyanides,
New J. Chem., 1987, 11, 1-6. [all data]
Foulon, Amoureux, et al., 1984
Foulon, M.; Amoureux, J.P.; Sauvajol, J.L.; Cavrot, J.P.; Muller, M.,
Different aspects of an interesting glassy crystal: 1-cyanoadamantane,
J. Phys. C, 1984, 17, 24, 4213, https://doi.org/10.1088/0022-3719/17/24/005
. [all data]
Foulon, Amoureux, et al., 2000
Foulon, M.; Amoureux, J.P.; Sauvajol, J.L.; Cavrot, J.P.; Muller, M.,
Different aspects of an interesting glassy crystal: 1-cyanoadamantane,
J. Phys. C: Solid State Phys., 2000, 17, 24, 4213-4229, https://doi.org/10.1088/0022-3719/17/24/005
. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid Tfus Fusion (melting) point 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 ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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