Diacetamide
- Formula: C4H7NO2
- Molecular weight: 101.1039
- IUPAC Standard InChI: InChI=1S/C4H7NO2/c1-3(6)5-4(2)7/h1-2H3,(H,5,6,7)
- IUPAC Standard InChIKey: ZSBDPRIWBYHIAF-UHFFFAOYSA-N
- CAS Registry Number: 625-77-4
- 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: CH3C(O)NHC(O)CH3; Bisacetylamine; Acetamide, N-acetyl-; Dicetylamine; N-Acetylacetamide; Diacetylamine
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Phase change data
Go To: Top, Gas phase ion energetics 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:
BS - Robert L. Brown and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 496.7 | K | N/A | Weast and Grasselli, 1989 | BS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔsubH° | 73.2 ± 0.8 | kJ/mol | C | Wadsö, Borgen, et al., 1965 | See also Morawetz, 1971.; AC |
| ΔsubH° | 73.2 ± 0.8 | kJ/mol | C | Wadso, 1965 | Heat of hydrolysis; ALS |
Enthalpy of vaporization
| ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 59.7 | 383. | A | Stephenson and Malanowski, 1987 | Based on data from 368. to 496. K.; AC |
| 64.6 | 358. | N/A | Stull, 1947 | Based on data from 343. to 496. K.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
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| Temperature (K) | A | B | C | Reference | Comment |
|---|---|---|---|---|---|
| 343. to 496. | 5.02739 | 2126.005 | -73.671 | Stull, 1947 | Coefficents calculated by NIST from author's data. |
Gas phase ion energetics data
Go To: Top, 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 by: John E. Bartmess
De-protonation reactions
C4H6NO2- + =
By formula: C4H6NO2- + H+ = C4H7NO2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1451. ± 15. | kJ/mol | G+TS | Cumming and Kebarle, 1978 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1422. ± 8.4 | kJ/mol | IMRE | Cumming and Kebarle, 1978 | gas phase |
References
Go To: Top, 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.
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]
Wadsö, Borgen, et al., 1965
Wadsö, Ingemar; Borgen, Gerd L.; Sørensen, Georg Ole; Olsen, Gert; Jansen, Gert,
Thermochemical Properties of Diacetamide, N-Butyldiacetamide and N-Phenyldiacetamide.,
Acta Chem. Scand., 1965, 19, 1079-1087, https://doi.org/10.3891/acta.chem.scand.19-1079
. [all data]
Morawetz, 1971
Morawetz, E.,
Chem. Scr., 1971, 1, 103. [all data]
Wadso, 1965
Wadso, I.,
Thermochemical properties of diacetimide, N-butyldiacetimide and N-phenyldiacetimide,
Acta Chem. Scand., 1965, 19, 1079-1087. [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]
Cumming and Kebarle, 1978
Cumming, J.B.; Kebarle, P.,
Summary of gas phase measurements involving acids AH. Entropy changes in proton transfer reactions involving negative ions. Bond dissociation energies D(A-H) and electron affinities EA(A),
Can. J. Chem., 1978, 56, 1. [all data]
Notes
Go To: Top, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
Tboil Boiling point ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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