Hexanoic Acid - The NIST WebBook

Hexanoic acid

• Formula: C6H12O2
• Molecular weight: 116.1583
• IUPAC Standard InChI: InChI=1S/C6H12O2/c1-2-3-4-5-6(7)8/h2-5H2,1H3,(H,7,8) Copy
• IUPAC Standard InChIKey: FUZZWVXGSFPDMH-UHFFFAOYSA-N Copy
• CAS Registry Number: 142-62-1
• Chemical structure: This structure is also available as a 2d Mol file or as a computed 3d SD file View 3d structure (requires JavaScript / HTML 5)
• Other names: Caproic acid; n-Caproic acid; n-Hexanoic acid; n-Hexoic acid; n-Hexylic acid; Butylacetic acid; Capronic acid; Hexoic acid; Pentiformic acid; Pentylformic acid; 1-Pentanecarboxylic acid; CH3(CH2)4COOH; Pentane-1-carboxylic acid; 1-Hexanoic acid; Hexacid 698; Kyselina kapronova; Pentanecarboxylic acid; NSC 8266
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• Information on this page:
  • Condensed phase thermochemistry data
  • References
  • Notes
• Other data available:
  • Gas phase thermochemistry data
  • Phase change data
  • Reaction thermochemistry data
  • Henry's Law data
  • Gas phase ion energetics data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • Gas Chromatography
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  • Gas Phase Kinetics Database
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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 as indicated in comments: ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity	Value	Units	Method	Reference	Comment
ΔfH°liquid	-581.8 ± 1.1	kJ/mol	Ccb	Fenwick, Harrop, et al., 1978	ALS
ΔfH°liquid	-583.58 ± 0.75	kJ/mol	Ccb	Adriaanse, Dekker, et al., 1965	Heat of formation derived by Cox and Pilcher, 1970; ALS
ΔfH°liquid	-585.68 ± 0.54	kJ/mol	Ccb	Lebedeva, 1964	ALS
Quantity	Value	Units	Method	Reference	Comment
ΔcH°liquid	-3494.29 ± 0.66	kJ/mol	Ccb	Fenwick, Harrop, et al., 1978	Corresponding ΔfHºliquid = -581.75 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
ΔcH°liquid	-3492.4 ± 0.6	kJ/mol	Ccb	Adriaanse, Dekker, et al., 1965	Corresponding ΔfHºliquid = -583.6 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
ΔcH°liquid	-3490.4 ± 0.54	kJ/mol	Ccb	Lebedeva, 1964	Corresponding ΔfHºliquid = -585.63 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
ΔcH°liquid	-3518.	kJ/mol	Ccb	Fischer and Wrede, 1904	Heat of combustion corrected for pressure; Corresponding ΔfHºliquid = -558.1 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Quantity	Value	Units	Method	Reference	Comment
ΔcH°solid	-3522.8	kJ/mol	Ccb	Lemoult, 1904	Corresponding ΔfHºsolid = -553.2 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS

Constant pressure heat capacity of liquid

Cp,liquid (J/mol*K)	Temperature (K)	Reference	Comment
225.1	298.	von Reis, 1881	T = 292 to 483 K.; DH

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.

Fenwick, Harrop, et al., 1978 Fenwick, J.O.; Harrop, D.; Head, A.J., Thermodynamic properties of organic oxygen compounds. 46. Enthalpies of formation of ethyl acetate and 1-hexanoix acid, J. Chem. Thermodyn., 1978, 10, 687-690. [all data]

Adriaanse, Dekker, et al., 1965 Adriaanse, N.; Dekker, H.; Coops, J., Heats of combustion of normal saturated fatty acids and their methyl esters, Rec. Trav. Chim. Pays/Bas, 1965, 84, 393-407. [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]

Lebedeva, 1964 Lebedeva, N.D., Heats of combustion of monocarboxylic acids, Russ. J. Phys. Chem. (Engl. Transl.), 1964, 38, 1435-1437. [all data]

Fischer and Wrede, 1904 Fischer, E.; Wrede, F., Uber die Verbrennungswarme einiger organischer Verbindungen, Sitzungsber. Dtsch. Akad. Wiss. Berlin Kl. Math. Phys. Tech., 1904, 687-715. [all data]

Lemoult, 1904 Lemoult, M.P., Remarques sur une serie recenie de determinations calorimetriques, Compt. Rend., 1904, 663-635. [all data]

von Reis, 1881 von Reis, M.A., Die specifische Wärme flüssiger organischer Verbindungen und ihre Beziehung zu deren Moleculargewicht, Ann. Physik [3], 1881, 13, 447-464. [all data]

Notes

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• Symbols used in this document:

  Cp,liquid	Constant pressure heat capacity of liquid
  ΔcH°liquid	Enthalpy of combustion of liquid at standard conditions
  ΔcH°solid	Enthalpy of combustion of solid at standard conditions
  ΔfH°liquid	Enthalpy of formation of liquid at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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