Acetamide, N-butyl-
- Formula: C6H13NO
- Molecular weight: 115.1735
- IUPAC Standard InChI: InChI=1S/C6H13NO/c1-3-4-5-7-6(2)8/h3-5H2,1-2H3,(H,7,8)
- IUPAC Standard InChIKey: GYLDXXLJMRTVSS-UHFFFAOYSA-N
- CAS Registry Number: 1119-49-9
- 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: N-Butylacetamide; N-n-Butylacetamide
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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 by: Eugene S. Domalski and Elizabeth D. Hearing
Constant pressure heat capacity of liquid
| Cp,liquid (cal/mol*K) | Temperature (K) | Reference |
|---|---|---|
| 56.618 | 298.15 | Zegers, Roegschoten, et al., 1986 |
| 56.4 | 298.15 | Konicek and Wadso, 1971 |
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:
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 | 502.2 | K | N/A | Weast and Grasselli, 1989 | BS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔvapH° | 17.9 ± 0.07 | kcal/mol | C | Starzewski, Wadso, et al., 1984 | AC |
| ΔvapH° | 18.2 ± 0.3 | kcal/mol | C | Wadso, 1965 | Heat of hydrolysis; ALS |
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
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By formula: C4H6O3 + C4H11N = C6H13NO + C2H4O2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -27.06 ± 0.11 | kcal/mol | Cm | Wadso, 1962 | liquid phase |
| ΔrH° | -39.13 ± 0.06 | kcal/mol | Cm | Wadso, 1958 | liquid phase; Heat of aminolysis |
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By formula: C6H13NO + C2H4O2 = C8H15NO2 + H2O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 9.68 ± 0.12 | kcal/mol | Cm | Wadso, 1965 | liquid phase; Heat of hydrolysis |
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By formula: C4H11N + C6H12OS = C4H10S + C6H13NO
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -13.80 ± 0.15 | kcal/mol | Cm | Wadso, 1958 | liquid phase; Heat of aminolysis |
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=
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By formula: C4H11N + C4H5N3O = C6H13NO + C2H3N3
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -20.50 ± 0.06 | kcal/mol | Cm | Wadso, 1962 | solid phase |
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By formula: C4H11N + C5H6N2O = C6H13NO + C3H4N2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -18.07 ± 0.08 | kcal/mol | Cm | Wadso, 1962 | solid phase |
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By formula: C6H13NO + H2O = C4H11N + C2H4O2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 13.20 ± 0.05 | kcal/mol | Cm | Wadso, 1962 | liquid phase |
Gas Chromatography
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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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Kovats' RI, non-polar column, isothermal
| Column type | Active phase | Temperature (C) | I | Reference | Comment |
|---|---|---|---|---|---|
| Packed | SE-30 | 180. | 1090. | Krawczyk and Piotrowski, 1989 | N2, Chromosorb W AW; Column length: 1. m |
| Packed | Apiezon L | 150. | 1057. | Zhuravleva I.L., Golovnya R.V., et al., 1978 | N2, Chromosorb G-AW; Column length: 2.7 m |
Kovats' RI, polar column, isothermal
| Column type | Active phase | Temperature (C) | I | Reference | Comment |
|---|---|---|---|---|---|
| Packed | Polyethylene Glycol | 150. | 1885. | Zhuravleva I.L., Golovnya R.V., et al., 1978 | N2, Chromosorb G-AW; Column length: 2.7 m |
Normal alkane RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | Polydimethyl siloxanes | 1057. | Zenkevich and Chupalov, 1996 | Program: not specified |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Zegers, Roegschoten, et al., 1986
Zegers, H.C.; Roegschoten, R.; Mels, W.; Somsen, G.,
Flow calorimetry of viscous liquids. Volumes and heat capacities of mixtures of N,N-dimethylformamide with N-alkylacetamides,
Can. J. Chem., 1986, 64, 40-45. [all data]
Konicek and Wadso, 1971
Konicek, J.; Wadso, I.,
Thermochemical properties of some carboxylic acids, amines and N-substituted amides in aqueous solution,
Acta Chem. Scand., 1971, 25, 1541-1551. [all data]
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]
Starzewski, Wadso, et al., 1984
Starzewski, P.; Wadso, I.; Zielenkiewicz, W.,
Enthalpies of vaporization of some N-alkylamides at 298.15 K,
J. Chem. Thermodyn., 1984, 16, 331-334. [all data]
Wadso, 1965
Wadso, I.,
Thermochemical properties of diacetimide, N-butyldiacetimide and N-phenyldiacetimide,
Acta Chem. Scand., 1965, 19, 1079-1087. [all data]
Wadso, 1962
Wadso, I.,
Heats of aminolysis and hydrolysis of some N-acetyl compounds and of acetic anhydride,
Acta Chem. Scand., 1962, 16, 471-478. [all data]
Wadso, 1958
Wadso, I.,
The heats of aminolysis of n-butyl thiolacetate and acetic anhydride,
Acta Chem. Scand., 1958, 12, 635-640. [all data]
Krawczyk and Piotrowski, 1989
Krawczyk, W.; Piotrowski, G.T.,
Relationships Between Structure and Retention Index for N-Substituted Amides of Aliphatic Acids on a Non-Polar Column,
J. Chromatogr., 1989, 463, 297-304, https://doi.org/10.1016/S0021-9673(01)84484-8
. [all data]
Zhuravleva I.L., Golovnya R.V., et al., 1978
Zhuravleva I.L.; Golovnya R.V.; Palamarchuk L.F.; Kishkovskii Z.N.,
Gas-chromatographic determination of N-monoalkylacetamides,
J. Anal. Chem. USSR (Engl. Transl.), 1978, 33, 11, 1717-1719. [all data]
Zenkevich and Chupalov, 1996
Zenkevich, I.G.; Chupalov, A.A.,
New Possibilities of Chromato Mass Pectrometric Identification of Organic Compounds Using Increments of Gas Chromatographic Retention Indices of Molecular Structural Fragments,
Zh. Org. Khim. (Rus.), 1996, 32, 5, 656-666. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas Chromatography, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid Tboil Boiling point ΔrH° Enthalpy of reaction at standard conditions ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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