Butanamide
- Formula: C4H9NO
- Molecular weight: 87.1204
- IUPAC Standard InChIKey: DNSISZSEWVHGLH-UHFFFAOYSA-N
- CAS Registry Number: 541-35-5
- 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: Butyramide; n-Butylamide; n-Butyramide; n-C3H7C(O)NH2
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Gas 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -66.72 ± 0.21 | kcal/mol | Ccb | Barnes and Pilcher, 1975 | |
ΔfH°gas | -66.70 ± 0.43 | kcal/mol | Ccb | Lebedeva and Katin, 1973 | Reanalyzed by Pedley, Naylor, et al., 1986, Original value = -66.60 kcal/mol |
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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°solid | -87.36 ± 0.18 | kcal/mol | Ccb | Barnes and Pilcher, 1975 | |
ΔfH°solid | -87.0 ± 0.1 | kcal/mol | Ccb | Lebedeva and Katin, 1973 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -596.3 ± 0.2 | kcal/mol | Ccb | Barnes and Pilcher, 1975 | |
ΔcH°solid | -596.6 ± 0.1 | kcal/mol | Ccb | Lebedeva and Katin, 1973 |
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
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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 489.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 388.8 | K | N/A | Davies, Jones, et al., 1959 | Uncertainty assigned by TRC = 0.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 20. ± 0.96 | kcal/mol | TE | Brunetti, Gatta, et al., 2000 | Based on data from 288. to 354. K.; AC |
ΔsubH° | 20. ± 0.96 | kcal/mol | TE | Brunetti, Gatta, et al., 2000 | Based on data from 298. to 347. K.; AC |
ΔsubH° | 20.64 ± 0.10 | kcal/mol | V | Barnes and Pilcher, 1975 | ALS |
ΔsubH° | 20.4 ± 0.41 | kcal/mol | ME | Lebedeva and Katin, 1973, 2 | Based on data from 292. to 304. K. See also Pedley and Rylance, 1977.; AC |
ΔsubH° | 20.4 ± 0.4 | kcal/mol | V | Lebedeva and Katin, 1973 | ALS |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
15. | 412. | A | Stephenson and Malanowski, 1987 | Based on data from 397. to 504. K.; AC |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
21. | 363. | N/A | Jones, 1960 | Based on data from 353. to 373. K.; AC |
20.7 ± 0.1 | 359. | GS | Davies, Jones, et al., 1959 | Based on data from 336. to 382. K.; AC |
20.8 ± 0.2 | 320. | ME | Davies, Jones, et al., 1959 | Based on data from 298. to 341. K.; AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
4.59 | 387.3 | Abate, Badea, et al., 2008 | AC |
4.59 | 387.3 | Brunetti, Gatta, et al., 2000 | AC |
Gas phase ion energetics 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: Michael M. Meot-Ner (Mautner)
Gas basicity at 298K
Gas basicity (review) (kcal/mol) | Reference | Comment |
---|---|---|
202. ± 1. | Witt and Grutzmacher, 1997 | pyrrole; aniline. Data readjusted to Hunter and Lias, 1998 |
203. ± 1. | Witt and Grutzmacher, 1997 |
References
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Barnes and Pilcher, 1975
Barnes, D.S.; Pilcher, G.,
Enthalpies of combustion of ethanamide, propanamide, and butanamide,
J. Chem. Thermodyn., 1975, 7, 377-382. [all data]
Lebedeva and Katin, 1973
Lebedeva, N.D.; Katin, Yu.A.,
Enthalpies of formation of monocarboxylic acid amides,
J. Appl. Chem. USSR (Engl. Transl.), 1973, 46, 2131-21. [all data]
Pedley, Naylor, et al., 1986
Pedley, J.B.; Naylor, R.D.; Kirby, S.P.,
Thermochemical Data of Organic Compounds, Chapman and Hall, New York, 1986, 1-792. [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]
Davies, Jones, et al., 1959
Davies, M.; Jones, A.H.; Thomas, G.H.,
The lattice energies of the straight-chain primary amides,
Trans. Faraday Soc., 1959, 55, 1100. [all data]
Brunetti, Gatta, et al., 2000
Brunetti, Bruno; Gatta, Giuseppe Della; Piacente, Vincenzo,
Enthalpies and Entropies of Sublimation of Some Primary Alkylamides,
J. Chem. Eng. Data, 2000, 45, 2, 237-241, https://doi.org/10.1021/je9902701
. [all data]
Lebedeva and Katin, 1973, 2
Lebedeva, N.D.; Katin, Y.A.,
Russ. J. Appl. Chem., 1973, 46, 2131. [all data]
Pedley and Rylance, 1977
Pedley, J.B.; Rylance, J.,
, Computer Analysed Thermochemical Data: Organic and Organometallic Compounds, University of Sussex, Brighton, 1977. [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]
Jones, 1960
Jones, A.H.,
Sublimation Pressure Data for Organic Compounds.,
J. Chem. Eng. Data, 1960, 5, 2, 196-200, https://doi.org/10.1021/je60006a019
. [all data]
Abate, Badea, et al., 2008
Abate, Lorenzo; Badea, Elena; Blanco, Ignazio; Della Gatta, Giuseppe,
Heat Capacities and Enthalpies of Solid-Solid Transitions and Fusion of a Series of Eleven Primary Alkylamides by Differential Scanning Calorimetry,
J. Chem. Eng. Data, 2008, 53, 4, 959-965, https://doi.org/10.1021/je700662a
. [all data]
Witt and Grutzmacher, 1997
Witt, M.; Grutzmacher, H.F.,
Proton-bound dimers of aliphatic carboxamides: gas-phase basicity and dissociation energy,
Int. J. Mass Spectrom. Ion Processes, 1997, 165, 49. [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]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔfusH Enthalpy of fusion ΔsubH Enthalpy of sublimation 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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