Acetamide, N-butyl-

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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

Acetic anhydride + 1-Butanamine = Acetamide, N-butyl- + Acetic acid

By formula: C4H6O3 + C4H11N = C6H13NO + C2H4O2

Quantity Value Units Method Reference Comment
Δr-113.2 ± 0.46kJ/molCmWadso, 1962liquid phase
Δr-163.7 ± 0.3kJ/molCmWadso, 1958liquid phase; Heat of aminolysis

Acetamide, N-butyl- + Acetic acid = Acetamide, N-acetyl-N-butyl- + Water

By formula: C6H13NO + C2H4O2 = C8H15NO2 + H2O

Quantity Value Units Method Reference Comment
Δr40.5 ± 0.50kJ/molCmWadso, 1965liquid phase; Heat of hydrolysis

1-Butanamine + Ethanethioic acid, S-butyl ester = 1-Butanethiol + Acetamide, N-butyl-

By formula: C4H11N + C6H12OS = C4H10S + C6H13NO

Quantity Value Units Method Reference Comment
Δr-57.74 ± 0.63kJ/molCmWadso, 1958liquid phase; Heat of aminolysis

1-Butanamine + 1-[1,2,4]Triazol-1-ylethanone = Acetamide, N-butyl- + 1H-1,2,4-Triazole

By formula: C4H11N + C4H5N3O = C6H13NO + C2H3N3

Quantity Value Units Method Reference Comment
Δr-85.8 ± 0.3kJ/molCmWadso, 1962solid phase

1-Butanamine + 1H-Imidazole, 1-acetyl- = Acetamide, N-butyl- + 1H-Imidazole

By formula: C4H11N + C5H6N2O = C6H13NO + C3H4N2

Quantity Value Units Method Reference Comment
Δr-75.6 ± 0.3kJ/molCmWadso, 1962solid phase

Acetamide, N-butyl- + Water = 1-Butanamine + Acetic acid

By formula: C6H13NO + H2O = C4H11N + C2H4O2

Quantity Value Units Method Reference Comment
Δr55.2 ± 0.2kJ/molCmWadso, 1962liquid 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

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Column type Active phase Temperature (C) I Reference Comment
PackedSE-30180.1090.Krawczyk and Piotrowski, 1989N2, Chromosorb W AW; Column length: 1. m
PackedApiezon L150.1057.Zhuravleva I.L., Golovnya R.V., et al., 1978N2, Chromosorb G-AW; Column length: 2.7 m

Kovats' RI, polar column, isothermal

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Column type Active phase Temperature (C) I Reference Comment
PackedPolyethylene Glycol150.1885.Zhuravleva I.L., Golovnya R.V., et al., 1978N2, Chromosorb G-AW; Column length: 2.7 m

Normal alkane RI, non-polar column, custom temperature program

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Column type Active phase I Reference Comment
CapillaryPolydimethyl siloxanes1057.Zenkevich and Chupalov, 1996Program: not specified

References

Go To: Top, 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.

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]

Wadso, 1965
Wadso, I., Thermochemical properties of diacetimide, N-butyldiacetimide and N-phenyldiacetimide, Acta Chem. Scand., 1965, 19, 1079-1087. [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

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