Benzamide, N,N-dimethyl-

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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
Δfgas-20.6 ± 0.53kcal/molCcbAbboud, Jimenez, et al., 1995 
Δfgas-19.9 ± 2.1kcal/molCmGuthrie, Pike, et al., 1992Hydrolysis

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
Δfsolid-41.99 ± 0.53kcal/molCcbAbboud, Jimenez, et al., 1995 
Δfsolid-41.0 ± 1.4kcal/molCmGuthrie, Pike, et al., 1992Hydrolysis
Δfsolid-36.78 ± 0.24kcal/molCcbRyskalieva, Abramova, et al., 1991 
Quantity Value Units Method Reference Comment
Δcsolid-1180.2 ± 0.43kcal/molCcbAbboud, Jimenez, et al., 1995 
Δcsolid-1185.45 ± 0.24kcal/molCcbRyskalieva, Abramova, et al., 1991 

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
BS - Robert L. Brown and Stephen E. Stein
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
Tboil539.KN/ALieberman, 1955Uncertainty assigned by TRC = 5. K; TRC
Quantity Value Units Method Reference Comment
Tfus315.9KN/AKuceski, 1968Uncertainty assigned by TRC = 2. K; TRC
Tfus315.9KN/AKuceski, 1966Uncertainty assigned by TRC = 2. K; TRC
Tfus312.KN/ALieberman, 1955Uncertainty assigned by TRC = 5. K; TRC
Quantity Value Units Method Reference Comment
Δvap14.8 ± 0.7kcal/molCBeak, Lee, et al., 1978ALS
Quantity Value Units Method Reference Comment
Δsub21.4 ± 0.07kcal/molVAbboud, Jimenez, et al., 1995ALS
Δsub21.4 ± 0.07kcal/molN/AAbboud, Jimenez, et al., 1995Based on data from 289. to 305. K.; AC
Δsub21.1 ± 1.5kcal/molEGuthrie, Pike, et al., 1992Hydrolysis; ALS
Δsub22.7 ± 0.48kcal/molCRibeiro Da Silva, Souza, et al., 1989AC

Reduced pressure boiling point

Tboil (K) Pressure (atm) Reference Comment
405.70.020Aldrich Chemical Company Inc., 1990BS
417. to 419.0.024Frinton Laboratories Inc., 1986BS

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


Reaction 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

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

Benzamide, N,N-dimethyl- = Benzenecarboximidic acid, N-methyl-, methyl ester

By formula: C9H11NO = C9H11NO

Quantity Value Units Method Reference Comment
Δr16.6 ± 1.2kcal/molEqkBeak, Lee, et al., 1978liquid phase

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change 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]

Lieberman, 1955
Lieberman, S.V., The Use of the Disproportionation of Esters of 2-Propanenitronic Acid to Convert Halides to Carbonyl Compounds and Benzaldehyde to Benzamides, J. Am. Chem. Soc., 1955, 77, 1114. [all data]

Kuceski, 1968
Kuceski, V.P., , 1968. [all data]

Kuceski, 1966
Kuceski, V.P., , 1966. [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]

Ribeiro Da Silva, Souza, et al., 1989
Ribeiro Da Silva, M.D.M.C.; Souza, P.; Pilcher, G., Enthalpies of combustion of thiobenzamide, N,N-dimethylthiobenzamide, and N,N-diethylthiobenzamide, J. Chem. Thermodyn., 1989, 21, 173-178. [all data]

Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc., Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]

Frinton Laboratories Inc., 1986
Frinton Laboratories Inc., Catalog Number 11, Frinton Laboratories Inc., Vineland, NJ, 1986, 99. [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, References