Formamide

Data at NIST subscription sites:

NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.


Gas phase thermochemistry data

Go To: Top, Condensed phase thermochemistry data, Phase change 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
Δfgas-44.5kcal/molEqkBauder and Gunthard, 1958 

Condensed phase thermochemistry data

Go To: Top, Gas phase thermochemistry data, Phase change 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 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-60.0kcal/molEqkBauder and Gunthard, 1958ALS

Constant pressure heat capacity of liquid

Cp,liquid (cal/mol*K) Temperature (K) Reference Comment
25.719298.15DeWit, DeKruif, et al., 1983T = 90 to 290 K. Cp = 89.88 + 0.05947 (T/K) J/mol*K (275 to 300 K).; DH
25.79298.15De Visser, Heuvelsland, et al., 1978DH
25.839298.15Vorob'ev, Privalova, et al., 1977DH
25.6298.15Bonner and Cerutti, 1976DH
25.722298.15Skold, Suurkuusk, et al., 1976DH
25.839298.15de Visser and Somsen, 1974DH
25.14293.Rastorguev and Ganiev, 1967T = 293 to 373 K.; DH
25.72298.Somsen and Coops, 1965One temperature; DH

Phase change data

Go To: Top, Gas phase thermochemistry data, 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 as indicated in comments:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
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
Tfus275.7KN/ATimmermans and Hennaut-Roland, 1935Uncertainty assigned by TRC = 0.1 K; TRC
Tfus275.KN/ATimmermans, 1935Uncertainty assigned by TRC = 1.5 K; TRC
Tfus275.7KN/AJoukovsky, 1934Uncertainty assigned by TRC = 1.5 K; TRC
Quantity Value Units Method Reference Comment
Ttriple275.60KN/ADe Wit, De Kruif, et al., 1983Uncertainty assigned by TRC = 0.02 K; TRC
Ttriple275.72KN/ASomsen and Coops, 1965Uncertainty assigned by TRC = 0.02 K; TRC
Quantity Value Units Method Reference Comment
Δvap14.38kcal/molN/AMajer and Svoboda, 1985 
Δvap14.4kcal/molABarone, Castronuovo, et al., 1985See also Majer and Svoboda, 1985, 2.; AC
Δvap15.530kcal/molVBauder and Gunthard, 1958ALS
Quantity Value Units Method Reference Comment
Δsub17.1kcal/molN/ADe Wit, Van Miltenburg, et al., 1983AC

Enthalpy of vaporization

ΔvapH (kcal/mol) Temperature (K) Method Reference Comment
16.9308.AStephenson and Malanowski, 1987Based on data from 293. to 377. K.; AC
14.6430.AStephenson and Malanowski, 1987Based on data from 415. to 466. K.; AC
15.3358.N/AStull, 1947Based on data from 343. to 483. K.; AC

Antoine Equation Parameters

log10(P) = A − (B / (T + C))
    P = vapor pressure (atm)
    T = temperature (K)

View plot Requires a JavaScript / HTML 5 canvas capable browser.

Temperature (K) A B C Reference Comment
343.7 to 483.77.57953881.30527.655Stull, 1947Coefficents calculated by NIST from author's data.

Enthalpy of sublimation

ΔsubH (kcal/mol) Temperature (K) Method Reference Comment
17.3264.TE,MEDe Wit, Van Miltenburg, et al., 1983Based on data from 251. to 273. K.; AC
17.1276.N/ADaamen, van der Poel, et al., 1979AC

Enthalpy of fusion

ΔfusH (kcal/mol) Temperature (K) Reference Comment
2.071275.60DeWit, DeKruif, et al., 1983DH
1.907275.72Somsen and Coops, 1965DH
1.91275.7Domalski and Hearing, 1996AC
2.07275.6De Wit, De Kruif, et al., 1983, 2AC

Entropy of fusion

ΔfusS (cal/mol*K) Temperature (K) Reference Comment
7.5163275.60DeWit, DeKruif, et al., 1983DH
6.917275.72Somsen and Coops, 1965DH

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

Go To: Top, Gas phase thermochemistry data, 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 as indicated in comments:
B - John E. Bartmess
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
RCD - Robert C. Dunbar
ALS - 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

CH2NO- + Hydrogen cation = Formamide

By formula: CH2NO- + H+ = CH3NO

Quantity Value Units Method Reference Comment
Δr359.8 ± 2.1kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale; B
Quantity Value Units Method Reference Comment
Δr352.8 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale; B

CH6N+ + Formamide = (CH6N+ • Formamide)

By formula: CH6N+ + CH3NO = (CH6N+ • CH3NO)

Bond type: Hydrogen bonds of the type NH+-O between organics

Quantity Value Units Method Reference Comment
Δr30.0kcal/molPHPMSMeot-Ner, 1984gas phase; M
Δr30.0kcal/molPHPMSMeot-Ner, 1984, 2gas phase; M

Lithium ion (1+) + Formamide = (Lithium ion (1+) • Formamide)

By formula: Li+ + CH3NO = (Li+ • CH3NO)

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
37.5373.CIDCHerreros, Gal, et al., 1999RCD

Formamide = Carbon monoxide + Ammonia

By formula: CH3NO = CO + H3N

Quantity Value Units Method Reference Comment
Δr7.02kcal/molEqkBauder and Gunthard, 1958gas phase; ALS

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.

Bauder and Gunthard, 1958
Bauder, A.; Gunthard, Hs.H., Thermodynamische Eigenschaften von Formamid, Helv. Chim. Acta, 1958, 41, 670-673. [all data]

DeWit, DeKruif, et al., 1983
DeWit, H.G.M.; DeKruif, C.G.; Van Miltenburg, J.C., Thermodynamic properties of molecular organic crystals containing organic crystals containing nitrogen, oxygen, and sulfur. II. Molar heat capacities of eight compounds by adiabatic calorimetry, J. Chem. Thermodynam., 1983, 15, 891-902. [all data]

De Visser, Heuvelsland, et al., 1978
De Visser, C.; Heuvelsland, W.J.M.; Dunn, L.A.; Somsen, G., Some properties of binary aqueous liquid mixtures, J. Chem. Soc., Faraday Trans.1, 1978, 74, 1159-1169. [all data]

Vorob'ev, Privalova, et al., 1977
Vorob'ev, A.F.; Privalova, N.M.; Rekharskii, M.V., Hermetically sealed calorimeter with automatic adiabatic enclosure for determining the specific heats of liquids, Zhur. Fiz. Khim., 1977, 51, 1843-1846. [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]

Skold, Suurkuusk, et al., 1976
Skold, R.; Suurkuusk, J.; Wadso, I., Thermochemistry of solutions of biochemical model compounds. 7. Aqueous solutions of some amides, t-butanol, and pentanol, J. Chem. Thermodynam., 1976, 8, 1075-1080. [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]

Rastorguev and Ganiev, 1967
Rastorguev, Yu.L.; Ganiev, Yu.A., Study of the heat capacity of selected solvents, Izv. Vyssh. Uchebn. Zaved. Neft Gaz. 10, 1967, No.1, 79-82. [all data]

Somsen and Coops, 1965
Somsen, G.; Coops, J., Enthalpies of solvation of alkali halides in formamide. I. The enthalpies of solution of alkali halides in formamide, Rec. Trav. chim., 1965, 84, 985-1002. [all data]

Timmermans and Hennaut-Roland, 1935
Timmermans, J.; Hennaut-Roland, M., Physical constants of 20 organic compounds. VII., J. Chim. Phys. Phys.-Chim. Biol., 1935, 32, 501. [all data]

Timmermans, 1935
Timmermans, J., Researches in Stoichiometry. I. The Heat of Fusion of Organic Compounds., Bull. Soc. Chim. Belg., 1935, 44, 17-40. [all data]

Joukovsky, 1934
Joukovsky, N.I., Experimental Study of the Theory of Concentrated Solutions. XI. Thermodynamic Properties of Concentrated Solutions of Aliphatic Organic Compounds Containing Nitrogen., Bull. Soc. Chim. Belg., 1934, 43, 397. [all data]

De Wit, De Kruif, et al., 1983
De Wit, H.G.M.; De Kruif, C.G.; Van Miltenburg, J.C., Thermodynamic properties of molecular organic crystals containing nitrogen, oxygen, and sulfur II. Molar heat capacities of eight compounds by adiabatic calorimetry, J. Chem. Thermodyn., 1983, 15, 9, 891, https://doi.org/10.1016/0021-9614(83)90095-2 . [all data]

Majer and Svoboda, 1985
Majer, V.; Svoboda, V., Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford, 1985, 300. [all data]

Barone, Castronuovo, et al., 1985
Barone, G.; Castronuovo, G.; Della Gatta, G.; Elia, V.; Iannone, A., Enthalpies of vaporization of seven alkylamides, Fluid Phase Equilibria, 1985, 21, 1-2, 157-164, https://doi.org/10.1016/0378-3812(85)90066-4 . [all data]

Majer and Svoboda, 1985, 2
Majer, V.; Svoboda, V., Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford, 1985, 300. [all data]

De Wit, Van Miltenburg, et al., 1983
De Wit, H.G.M.; Van Miltenburg, J.C.; De Kruif, C.G., Thermodynamic properties of molecular organic crystals containing nitrogen, oxygen, and sulphur 1. Vapour pressures and enthalpies of sublimation, The Journal of Chemical Thermodynamics, 1983, 15, 7, 651-663, https://doi.org/10.1016/0021-9614(83)90079-4 . [all data]

Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw, Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2 . [all data]

Stull, 1947
Stull, Daniel R., Vapor Pressure of Pure Substances. Organic and Inorganic Compounds, Ind. Eng. Chem., 1947, 39, 4, 517-540, https://doi.org/10.1021/ie50448a022 . [all data]

Daamen, van der Poel, et al., 1979
Daamen, H.; van der Poel, H.; Stufkens, D.J.; Oskam, A., The thermochemistry of M(CO)6-xLx (M = Cr, Mo, W; L = piperidine, pyridine, pyrazine, pyrazole, thiazole; x = 1, 2, 3), Thermochimica Acta, 1979, 34, 1, 69-83, https://doi.org/10.1016/0040-6031(79)80026-X . [all data]

Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D., Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III, J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985 . [all data]

De Wit, De Kruif, et al., 1983, 2
De Wit, H.G.M.; De Kruif, C.G.; Van Miltenburg, J.C., Thermodynamic properties of molecular organic crystals containing nitrogen, oxygen, and sulfur II. Molar heat capacities of eight compounds by adiabatic calorimetry, The Journal of Chemical Thermodynamics, 1983, 15, 9, 891-902, https://doi.org/10.1016/0021-9614(83)90095-2 . [all data]

Taft, 1987
Taft, R.W., The Nature and Analysis of Substitutent Electronic Effects, Personal communication. See also Prog. Phys. Org. Chem., 1987, 16, 1. [all data]

Meot-Ner, 1984
Meot-Ner, (Mautner)M., The Ionic Hydrogen Bond and Ion Solvation. 1. -NH+ O-, -NH+ N- and -OH+ O- Bonds. Correlations with Proton Affinity. Deviations Due to Structural Effects, J. Am. Chem. Soc., 1984, 106, 5, 1257, https://doi.org/10.1021/ja00317a015 . [all data]

Meot-Ner, 1984, 2
Meot-Ner, (Mautner), The Ionic Hydrogen Bond. 4. Intramolecular and Multiple Bonds. Proton Affinities, Hydration and Complexes of Amides and Amino Acid Derivatives, J. Am. Chem. Soc., 1984, 106, 2, 278, https://doi.org/10.1021/ja00314a003 . [all data]

Herreros, Gal, et al., 1999
Herreros, M.; Gal, J.-F.; Maria, P.-C.; Decouzon, M., Gas-Phase Basicity of Simple Amides Toward Proton and Lithium Cation: An Experimental and Theoretical Study, Eur. J. Mass Spectrom., 1999, 5, 1, 259, https://doi.org/10.1255/ejms.282 . [all data]


Notes

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