Benzamide, N,N-dimethyl-
- Formula: C9H11NO
- Molecular weight: 149.1897
- IUPAC Standard InChI: InChI=1S/C9H11NO/c1-10(2)9(11)8-6-4-3-5-7-8/h3-7H,1-2H3
- IUPAC Standard InChIKey: IMNDHOCGZLYMRO-UHFFFAOYSA-N
- CAS Registry Number: 611-74-5
- 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: Dimethylbenzamide; N,N-Dimethylbenzamide
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Reaction 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°gas | -86.0 ± 2.2 | kJ/mol | Ccb | Abboud, Jimenez, et al., 1995 | |
| ΔfH°gas | -83.2 ± 8.6 | kJ/mol | Cm | Guthrie, Pike, et al., 1992 | Hydrolysis |
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 | -175.7 ± 2.2 | kJ/mol | Ccb | Abboud, Jimenez, et al., 1995 | |
| ΔfH°solid | -171.4 ± 5.9 | kJ/mol | Cm | Guthrie, Pike, et al., 1992 | Hydrolysis |
| ΔfH°solid | -153.9 ± 1.0 | kJ/mol | Ccb | Ryskalieva, Abramova, et al., 1991 | |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -4938.0 ± 1.8 | kJ/mol | Ccb | Abboud, Jimenez, et al., 1995 | |
| ΔcH°solid | -4959.9 ± 1.0 | kJ/mol | Ccb | Ryskalieva, Abramova, et al., 1991 |
Reaction thermochemistry data
Go To: Top, Gas phase thermochemistry data, 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Individual Reactions
=
By formula: C9H11NO = C9H11NO
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 69.5 ± 5.0 | kJ/mol | Eqk | Beak, Lee, et al., 1978 | liquid phase |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry 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]
Guthrie, Pike, et al., 1992
Guthrie, J.P.; Pike, D.C.; Lee, Y.-C.,
Equilibrium constants and heats of formation of methyl esters and N,N-dimethyl amides of substituted benzoic acids,
Can. J. Chem., 1992, 70, 1671-1683. [all data]
Ryskalieva, Abramova, et al., 1991
Ryskalieva, A.K.; Abramova, G.V.; Nurakhmetov, N.N.; Erkasov, R.Sh.,
Thermochemistry of N,N'-acetylmethyl-carbamide and N,N-dimethylbenzamide,
Russ. J. Phys. Chem. (Engl. Transl.), 1991, 65, 559-560. [all data]
Beak, Lee, et al., 1978
Beak, P.; Lee, J.-K.; Zeigler, J.M.,
Equilibration studies: amide-imidate and thioamide-thioimidate functions,
J. Org. Chem., 1978, 43, 1536-1538. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction 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 ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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