Hexanamide
- Formula: C6H13NO
- Molecular weight: 115.1735
- IUPAC Standard InChIKey: ALBYIUDWACNRRB-UHFFFAOYSA-N
- CAS Registry Number: 628-02-4
- 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: n-Caproamide; n-Hexanamide; Caproamide; Capronamide; Hexamide; Hexylamide; Hexanoamide; n-Caproic amide; NCI-C02142; NSC 8437; Caproic amide
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Condensed phase thermochemistry data
Go To: Top, Phase change data, Gas phase ion energetics data, Gas Chromatography, 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 |
---|---|---|---|---|---|
ΔfH°solid | -101.10 ± 0.10 | kcal/mol | Ccb | Lebedeva and Katin, 1973 | Hfusion=6.0±0.3 |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -907.26 ± 0.10 | kcal/mol | Ccb | Lebedeva and Katin, 1973 | Hfusion=6.0±0.3 |
ΔcH°solid | -906.87 ± 0.18 | kcal/mol | Ccb | Young, Keith, et al., 1956 | Reanalyzed by Cox and Pilcher, 1970, Original value = -905.83 ± 0.18 kcal/mol; see Dzombak, 1956 |
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:
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 |
---|---|---|---|---|---|
Tfus | 373.8 | K | N/A | Davies, Jones, et al., 1959 | Uncertainty assigned by TRC = 1. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 20. ± 0.96 | kcal/mol | TE | Brunetti, Gatta, et al., 2000 | Based on data from 301. to 371. K.; AC |
ΔsubH° | 23.6 ± 0.41 | kcal/mol | N/A | Lebedeva and Katin, 1973, 2 | Based on data from 293. to 303. K. See also Pedley and Rylance, 1977.; AC |
ΔsubH° | 22.7 ± 0.1 | kcal/mol | V | Davies, Jones, et al., 1959 | ALS |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
23.6 ± 0.4 | 293. | V | Lebedeva and Katin, 1973 | Hfusion=6.0±0.3; ALS |
22.7 ± 1. | 353. | GS | Davies, Jones, et al., 1959 | Based on data from 338. to 368. K. See also Cox and Pilcher, 1970, 2 and Stephenson and Malanowski, 1987.; AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
3.99 | 373. | DSC | Abate, Badea, et al., 2008 | AC |
6.00 | 374. | N/A | Lebedeva and Katin, 1973, 2 | 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)
View reactions leading to C6H13NO+ (ion structure unspecified)
Gas basicity at 298K
Gas basicity (review) (kcal/mol) | Reference | Comment |
---|---|---|
203. ± 1. | Witt and Grutzmacher, 1997 | pyrrole; N,N-dimethylformamide. Data readjusted to Hunter and Lias, 1998 |
204. ± 1. | Witt and Grutzmacher, 1997 |
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
Normal alkane RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | Ultra-1 | 1135. | Okumura, 1991 | 25. m/0.32 mm/0.25 μm, He, 3. K/min; Tstart: 80. C; Tend: 260. C |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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]
Young, Keith, et al., 1956
Young, J.A.; Keith, J.E.; Stehle, P.; Dzombak, W.C.; Hunt, H.,
Heats of combustion of some organic nitrogen compounds,
Ind. Eng. Chem., 1956, 48, 1375-1378. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]
Dzombak, 1956
Dzombak, W.C.,
The heats of combustion of some amides and amines, Dissertation Abstr,, 1956, 22-23. [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]
Cox and Pilcher, 1970, 2
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press Inc., London, 1970, 643. [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]
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]
Okumura, 1991
Okumura, T.,
retention indices of environmental chemicals on methyl silicone capillary column,
Journal of Environmental Chemistry (Japan), 1991, 1, 2, 333-358, https://doi.org/10.5985/jec.1.333
. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Gas Chromatography, References
- Symbols used in this document:
Tfus Fusion (melting) point ΔcH°solid Enthalpy of combustion of solid 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 - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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