Pentanoic acid

Formula: C₅H₁₀O₂
Molecular weight: 102.1317
IUPAC Standard InChI: InChI=1S/C5H10O2/c1-2-3-4-5(6)7/h2-4H2,1H3,(H,6,7)
IUPAC Standard InChIKey: NQPDZGIKBAWPEJ-UHFFFAOYSA-N
CAS Registry Number: 109-52-4
Chemical structure:
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Other names: Valeric acid; n-Pentanoic acid; n-Valeric acid; Propylacetic acid; Valerianic acid; 1-Butanecarboxylic acid; n-C4H9COOH; Butanecarboxylic acid; Kyselina valerova; Valeric acid, normal; 1-Pentanoic acid; NSC 406833; Valeric acid, n-; NA 1760
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Condensed phase thermochemistry data

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Data compiled as indicated in comments:
DRB - Donald R. Burgess, Jr.
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
Δ_fH°_liquid	-133.6 ± 0.2	kcal/mol	Ccb	Adriaanse, Dekker, et al., 1965	DRB
Δ_fH°_liquid	-133.90 ± 0.16	kcal/mol	Ccb	Lebedeva, 1964	ALS
Δ_fH°_liquid	-133.9 ± 0.2	kcal/mol	Ccb	Lebedeva, 1964	DRB
Δ_fH°_liquid	-130.6 ± 1.4	kcal/mol	Ccb	Hancock, Watson, et al., 1954	Reanalyzed by Cox and Pilcher, 1970, Original value = -131. kcal/mol; ALS
Δ_fH°_liquid	-134.6 ± 0.31	kcal/mol	Ccb	Schjanberg, 1937	DRB
Quantity	Value	Units	Method	Reference	Comment
Δ_cH°_liquid	-678.3 ± 0.2	kcal/mol	Ccb	Adriaanse, Dekker, et al., 1965	Corresponding Δ_fHº_liquid = -133.6 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Δ_cH°_liquid	-677.95 ± 0.16	kcal/mol	Ccb	Lebedeva, 1964	Corresponding Δ_fHº_liquid = -133.88 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Δ_cH°_liquid	-681.2 ± 1.4	kcal/mol	Ccb	Hancock, Watson, et al., 1954	Reanalyzed by Cox and Pilcher, 1970, Original value = -681. kcal/mol; Corresponding Δ_fHº_liquid = -130.63 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Δ_cH°_liquid	-677.20 ± 0.30	kcal/mol	Ccb	Schjanberg, 1937	Reanalyzed by Cox and Pilcher, 1970, Original value = -676.6 ± 1.0 kcal/mol; At 20 C; Corresponding Δ_fHº_liquid = -134.63 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Quantity	Value	Units	Method	Reference	Comment
S°_liquid	62.101	cal/mol*K	N/A	McDougall and Kilpatrick, 1965	DH
Quantity	Value	Units	Method	Reference	Comment
Δ_cH°_solid	-678.48	kcal/mol	Ccb	Skuratov and Bonetskaya, 1966	Corresponding Δ_fHº_solid = -133.35 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS

Constant pressure heat capacity of liquid

C_p,liquid (cal/mol*K)	Temperature (K)	Reference	Comment
47.1	298.15	Konicek and Wadso, 1971	DH
50.270	298.15	McDougall and Kilpatrick, 1965	T = 15 to 300 K.; DH

References

Go To: Top, Condensed phase thermochemistry data, Notes

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]

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

Hancock, Watson, et al., 1954
Hancock, C.K.; Watson, G.M.; Gilby, R.F., Heats of combustion of five-carbon fatty acids and their methyl and ethyl esters, J. Phys. Chem., 1954, 58, 127-129. [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]

Schjanberg, 1937
Schjanberg, E., Die verbrennungswarmen und die refraktionsdaten einiger pentensaureeste, Z. Phys. Chem., 1937, 178, 274-281. [all data]

McDougall and Kilpatrick, 1965
McDougall, L.A.; Kilpatrick, J.E., Entropy and related thermodynamic properties of n-valeric acid, J. Chem. Phys., 1965, 42, 2307-2310. [all data]

Skuratov and Bonetskaya, 1966
Skuratov, S.M.; Bonetskaya, A.K., Enthalpy of formation of amide bonds, Polym. Sci. USSR (Engl. Transl.), 1966, 8, 1754-1757. [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]

Notes

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Symbols used in this document:

C_p,liquid	Constant pressure heat capacity of liquid
S°_liquid	Entropy of liquid at standard conditions
Δ_cH°_liquid	Enthalpy of combustion of liquid at standard conditions
Δ_cH°_solid	Enthalpy of combustion of solid at standard conditions
Δ_fH°_liquid	Enthalpy of formation of liquid at standard conditions

Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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