Formamide, N,N-dimethyl-

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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
Δfliquid-239.4 ± 1.2kJ/molCcbVasil'eva, Zhil'tsova, et al., 1972ALS
Δfliquid-239.0kJ/molCcbMedard and Thomas, 1957Heat of combustion corrected for pressure; ALS
Quantity Value Units Method Reference Comment
Δcliquid-1941.6 ± 1.2kJ/molCcbVasil'eva, Zhil'tsova, et al., 1972ALS
Δcliquid-1941.9kJ/molCcbMedard and Thomas, 1957Heat of combustion corrected for pressure; ALS

Constant pressure heat capacity of liquid

Cp,liquid (J/mol*K) Temperature (K) Reference Comment
146.05298.15Grolier, Roux-Desgranges, et al., 1993DH
148.16298.15Kolker, Kulikov, et al., 1992T = 283 to 323 K.; DH
149.28308.Kulikov, Krestov, et al., 1989DH
150.0298.15Petrov, Peshekhodov, et al., 1989T = 258.15, 278.15, 298.15, 318.15 K.; DH
148.36298.15Zegers and Somsen, 1984DH
150.5298.15Vorob'ev and Yakovlev, 1982T = 297.15 to 299.15 K. Cp given as 2.059 J/g*K.; DH
150.8298.15de Visser and Somsen, 1979DH
120.5298.Marchidan and Ciopec, 1978T = 298 to 427 K. Mean value over range.; DH
148.298.15De Visser, Perron, et al., 1977DH
148.298.De Visser, Perron, et al., 1977One temperature only.; DH
150.8298.15De Visser, Perron, et al., 1977, 2DH
146.298.15Bonner and Cerutti, 1976DH
152.0298.15de Visser and Somsen, 1974DH
156.69298.Geller, 1961T = 273 to 323 K.; DH

Gas phase ion energetics data

Go To: Top, 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 evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias
L - Sharon G. Lias

Data compiled as indicated in comments:
B - John E. Bartmess
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

View reactions leading to C3H7NO+ (ion structure unspecified)

Quantity Value Units Method Reference Comment
IE (evaluated)9.13eVN/AN/AL
Quantity Value Units Method Reference Comment
Proton affinity (review)887.5kJ/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity856.6kJ/molN/AHunter and Lias, 1998HL

Electron affinity determinations

EA (eV) Reference Comment
0.01362Desfrancois, Periquet, et al., 1999B

Ionization energy determinations

IE (eV) Method Reference Comment
9.45 ± 0.05EIBaldwin, Loudon, et al., 1977LLK
9.14PEBrundle, Turner, et al., 1969RDSH
9.12 ± 0.02PIWatanabe, Nakayama, et al., 1962RDSH
9.14PEBieri, Asbrink, et al., 1982Vertical value; LBLHLM
9.25PEHenriksen, Isaksson, et al., 1981Vertical value; LLK

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
CHO+14.50?EILoudon and Webb, 1977LLK
CHO+14.3 ± 0.1?EIGowenlock, Jones, et al., 1961RDSH
C2H6N+11.60?EILoudon and Webb, 1977LLK
C2H6N+11.6 ± 0.1?EIGowenlock, Jones, et al., 1961RDSH
C3H6NO+11.35?EILoudon and Webb, 1977LLK

De-protonation reactions

C3H6NO- + Hydrogen cation = Formamide, N,N-dimethyl-

By formula: C3H6NO- + H+ = C3H7NO

Quantity Value Units Method Reference Comment
Δr1670. ± 17.kJ/molG+TSDePuy, Grabowski, et al., 1985gas phase; B
Quantity Value Units Method Reference Comment
Δr1640. ± 17.kJ/molIMRBDePuy, Grabowski, et al., 1985gas phase; B

References

Go To: Top, Condensed phase thermochemistry 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.

Vasil'eva, Zhil'tsova, et al., 1972
Vasil'eva, T.F.; Zhil'tsova, E.N.; Vvedenskii, A.A., Enthalpies of combustion of NN-dimethylformamide and NN-dimethylacetamide, Russ. J. Phys. Chem. (Engl. Transl.), 1972, 46, 315. [all data]

Medard and Thomas, 1957
Medard, L.; Thomas, M., Chaleur de combustion de onze substances explosives ou apparentees a des explosifs, Mem. Poudres, 1957, 39, 195-208. [all data]

Grolier, Roux-Desgranges, et al., 1993
Grolier, J.-P.E.; Roux-Desgranges, G.; Berkane, M.; Jimenez, E.; Wilhelm, E., Heat capacities and densities of mixtures of very polar substances 2. Mixtures containing N,N-dimethylformamide, J. Chem. Thermodynam., 1993, 25(1), 41-50. [all data]

Kolker, Kulikov, et al., 1992
Kolker, A.M.; Kulikov, M.V.; Krestov, Al.G., Volumes and heat capacities of binary non-aqueous mixtures. Part 2. The systems acetonitrile-N,N-dimethylformamide and acetonitrile-hexamethylphosphoric triamide, Thermochim. Acta, 1992, 211, 73-84. [all data]

Kulikov, Krestov, et al., 1989
Kulikov, M.V.; Krestov, A.G.; Safonova, L.P.; Kolker, A.M., Excess thermodynamic functions in the systems water + N-methylformamide, and water + N,N-dimethylformamide, Sbornik Nauch Trud., Termodin. rast. neelect., Ivanovo, Inst. nevod. rast., 1989, Akad. [all data]

Petrov, Peshekhodov, et al., 1989
Petrov, A.N.; Peshekhodov, P.B.; Al'per, G.A., Heat capacity of non-aqueous solutions of non-electrolyts with N,N-dimethylformamide as a base, Sbornik Nauch. Trud., Termodin. Rast. neelect., Ivanovo, Inst. nevod. rast., 1989, Akad. [all data]

Zegers and Somsen, 1984
Zegers, H.C.; Somsen, G., Partial molar volumes and heat capacities in (dimethylformamide + an n-alkanol), J. Chem. Thermodynam., 1984, 16, 225-235. [all data]

Vorob'ev and Yakovlev, 1982
Vorob'ev, A.F.; Yakovlev, P.N., The specific heats of dimethylformamide-water and hexamethylphosphoramide-water mixtures, Zhur. Fiz. Khim., 1982, 56, 1933-1936. [all data]

de Visser and Somsen, 1979
de Visser, C.; Somsen, G., Thermochemical behavior of mixtures of N,N-dimethylformamide with dimethylsulfoxide, acetonitrile, and N-methylformamide: volumes and heat capacities, J. Solution Chem., 1979, 8, 593-600. [all data]

Marchidan and Ciopec, 1978
Marchidan, D.I.; Ciopec, M., Relative enthalpies and related thermodynamic functions of some organic compounds by drop calorimetry, J. Therm. Anal., 1978, 14, 131-150. [all data]

De Visser, Perron, et al., 1977
De Visser, C.; Perron, G.; Desnoyers, J.E., Volumes and heat capacities of ternary aqueous systems at 25°C. Mixtures of urea, tert-butyl alcohol, N,N-dimethylformamide, and water, J. Amer. Chem. Soc., 1977, 99, 5894-5900. [all data]

De Visser, Perron, et al., 1977, 2
De Visser, C.; Perron, G.; Desnoyers, J.E.; Heuvelsland, W.J.M.; Somsen, G., Volumes and heat capacities of mixtures of N,N-dimethylformamide and water at 298.15 K, J. Chem. Eng. Data, 1977, 22, 74-79. [all data]

Bonner and Cerutti, 1976
Bonner, O.D.; Cerutti, P.J., The partial molar heat capacities of some solutes in water and deuterium oxide, J. Chem. Thermodynam., 1976, 8, 105-111. [all data]

de Visser and Somsen, 1974
de Visser, C.; Somsen, G., Molar heat capacities of binary mixtures of water and some amides at 298.15 K, Z. Physik. Chem. [N.F.], 1974, 92, 159-162. [all data]

Geller, 1961
Geller, B.E., Some physicochemical properties of dimethylformamide, Zhur. Fiz. Khim., 1961, 35, 2210-2216. [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]

Desfrancois, Periquet, et al., 1999
Desfrancois, C.; Periquet, V.; Carles, S.; Schermann, J.P.; Smith, D.M.A.; Adamowicz, L., Experimental and ab initio theoretical studies of electron binding to formamide, N-methylformamide, and N,N-dimethylformamide., J. Chem. Phys., 1999, 110, 9, 4309-4314, https://doi.org/10.1063/1.478353 . [all data]

Baldwin, Loudon, et al., 1977
Baldwin, M.A.; Loudon, A.G.; Webb, K.S.; Cardnell, P.C., Charge location and fragmentation under electron impact. V-The ionization potentials of (methylated) phosphoramides, guanidines, formamides, acetamides, ureas and thioureas, Org. Mass Spectrom., 1977, 12, 279. [all data]

Brundle, Turner, et al., 1969
Brundle, C.R.; Turner, D.W.; Robin, M.B.; Basch, H., Photoelectron spectroscopy of simple amides and carboxylic acids, Chem. Phys. Lett., 1969, 3, 292. [all data]

Watanabe, Nakayama, et al., 1962
Watanabe, K.; Nakayama, T.; Mottl, J., Ionization potentials of some molecules, J. Quant. Spectry. Radiative Transfer, 1962, 2, 369. [all data]

Bieri, Asbrink, et al., 1982
Bieri, G.; Asbrink, L.; Von Niessen, W., 30.4-nm He(II) photoelectron spectra of organic molecules, J. Electron Spectrosc. Relat. Phenom., 1982, 27, 129. [all data]

Henriksen, Isaksson, et al., 1981
Henriksen, L.; Isaksson, R.; Liljefors, T.; Sandstrom, J., Ultraviolet absorption and photoelectron spectra of some cyclic and open-chain mono- and dithiooxamides, Acta Chem. Scand., Ser. B, 1981, 35, 489. [all data]

Loudon and Webb, 1977
Loudon, A.G.; Webb, K.S., The nature of the [C2H6N]+ and [CH4N]+ ions formed by electron impact on methylated formamides, acetamides, ureas, thioureas and hexamethylphosphoramide, Org. Mass Spectrom., 1977, 12, 283. [all data]

Gowenlock, Jones, et al., 1961
Gowenlock, B.G.; Jones, P.P.; Majer, J.R., Bond dissociation energies in some molecules containing alkyl substituted CH3, NH2, and OH, J. Chem. Soc. Faraday Trans., 1961, 57, 23. [all data]

DePuy, Grabowski, et al., 1985
DePuy, C.H.; Grabowski, J.J.; Bierbaum, V.M.; Ingemann, S.; Nibbering, N.M.M., Gas-phase reactions of anions with methyl formate and N,N-dimethylformamide, J. Am. Chem. Soc., 1985, 107, 1093. [all data]


Notes

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