1-Adamantanecarboxamide, N,N-dimethyl-,
- Formula: C13H21NO
- Molecular weight: 207.3119
- IUPAC Standard InChI: InChI=1S/C13H21NO/c1-14(2)12(15)13-6-9-3-10(7-13)5-11(4-9)8-13/h9-11H,3-8H2,1-2H3
- IUPAC Standard InChIKey: RMRZPLJAVNSFCJ-UHFFFAOYSA-N
- CAS Registry Number: 1502-00-7
- 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: Tricyclo[3.3.1.13,7]decane-1-carboxamide, N,N-dimethyl-; N,N-Dimethyl-1-adamantanecarboxamide; N,N-Dimethyl-1-adamantylcarboxamide
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Gas 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°gas | -286.1 ± 2.7 | kJ/mol | Ccb | Abboud, Jimenez, et al., 1995 | Author was aware that data differs from previously reported values; See 93ABB/JIM |
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 | -383.6 ± 2.7 | kJ/mol | Ccb | Abboud, Jimenez, et al., 1995 | Author was aware that data differs from previously reported values; See 93ABB/JIM |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -7733.2 ± 2.1 | kJ/mol | Ccb | Abboud, Jimenez, et al., 1995 | Author was aware that data differs from previously reported values; See 93ABB/JIM |
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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔsubH° | 97.5 ± 0.3 | kJ/mol | V | Abboud, Jimenez, et al., 1995 | Author was aware that data differs from previously reported values; See 93ABB/JIM; ALS |
| ΔsubH° | 97.5 ± 0.3 | kJ/mol | ME | Abboud, Jimenez, et al., 1995 | AC |
Enthalpy of sublimation
| ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 96.9 ± 0.3 | 313. | ME | Abboud, Jimenez, et al., 1993 | Based on data from 303. to 322. K. See also Abboud, Jimenez, et al., 1995.; AC |
Gas phase ion energetics 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 evaluated by: Edward P. Hunter and Sharon G. Lias
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Proton affinity (review) | 949.4 | kJ/mol | N/A | Hunter and Lias, 1998 | |
| Quantity | Value | Units | Method | Reference | Comment |
| Gas basicity | 917.6 | kJ/mol | N/A | Hunter and Lias, 1998 |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change 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.
Abboud, Jimenez, et al., 1995
Abboud, J.-L.M.; Jimenez, P.; Roux, M.V.; Turrion, C.; Lopez-Mardomingo, C.; Podosenin, A.; Rogers, D.W.; Liebman, J.F.,
Interrelations of the energetics of amides and alkenes: enthalpies of formation of N,N-dimethyl dertivatives of pivalamide, 1-adamantylcarboxamide and benzamide, and of styrene and its a-, trans-β- and β,β-methylated derivates,
J. Phys. Org. Chem., 1995, 8, 15-25. [all data]
Abboud, Jimenez, et al., 1993
Abboud, J.-L.M.; Jimenez, P.; Roux, M.V.; Turrion, C.; Lopez-Mardomingo, C.,
Standard enthalpies of formation of N, N-dimethyl-tert-butylcarboxamide and N, N-dimethyl-1-adamantylcarboxamide,
Calorim. Anal. Therm., 1993, 24, 181. [all data]
Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G.,
Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update,
J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018
. [all data]
Notes
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- 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 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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