9-Octadecenoic acid

Formula: C₁₈H₃₄O₂
Molecular weight: 282.4614
IUPAC Standard InChI: InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9+
IUPAC Standard InChIKey: ZQPPMHVWECSIRJ-MDZDMXLPSA-N
CAS Registry Number: 2027-47-6
Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
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Species with the same structure:
- 9-Octadecenoic acid, (E)-
Stereoisomers:
- Oleic Acid
Other names: Elaidic acid; Oleic acid
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Condensed phase thermochemistry data

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Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity	Value	Units	Method	Reference	Comment
Δ_cH°_liquid	-2659.44	kcal/mol	Ccb	Keffler and McLean, 1935	Corresponding Δ_fHº_liquid = -194.84 kcal/mol (simple calculation by NIST; no Washburn corrections)
Δ_cH°_liquid	-2659.7	kcal/mol	Ccb	Emery and Benedict, 1911	Corresponding Δ_fHº_liquid = -195. kcal/mol (simple calculation by NIST; no Washburn corrections)

Gas Chromatography

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Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Normal alkane RI, non-polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	HP-5 MS	2141.	Radulovic, Blagojevic, et al., 2009	30. m/0.25 mm/0.25 μm, Helium, 5. K/min, 290. C @ 10. min; T_start: 70. C
Capillary	HP-5	2143.9	Leffingwell and Alford, 2005	60. m/0.32 mm/0.25 μm, He, 30. C @ 2. min, 2. K/min, 260. C @ 28. min

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

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Column type	Active phase	I	Reference	Comment
Capillary	HP-5	2123.	Ansorena, Astiasarán, et al., 2000	30. m/0.25 mm/0.25 μm, He; Program: 40C (10min) => 3C/min => 120C => 10C/min => 250C (5min)

References

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Keffler and McLean, 1935
Keffler, L.; McLean, J.H., Homology in long-chain compounds, I. Oleic acid and the n-alkul oleates, J. Soc. Chem. Ind., 1935, 178-185. [all data]

Emery and Benedict, 1911
Emery, A.G.; Benedict, F.G., The heat of combustion of compounds of physiological importance, Am. J. Physiol., 1911, 28, 301-307. [all data]

Radulovic, Blagojevic, et al., 2009
Radulovic, N.S.; Blagojevic, P.D.; Palic, R.M.; Zlatkovic, B.K.; Stevanovic, B.M., Volatiles from vegetative organs of the paleoendemic resurrection plants Ramonda serbica Panc. and Ramonda nathaliae Panc. at Petrov, J. Serb. Chem. Soc., 2009, 74, 1, 35-44, https://doi.org/10.2298/JSC0901035R . [all data]

Leffingwell and Alford, 2005
Leffingwell, J.C.; Alford, E.D., Volatile constituents of Perique tobacco, Electron. J. Environ. Agric. Food Chem., 2005, 4, 2, 899-915. [all data]

Ansorena, Astiasarán, et al., 2000
Ansorena, D.; Astiasarán, I.; Bello, J., Influence of the simultaneous addition of the protease flavourzyme and the lipase novozyme 677BG on dry fermented sausage compounds extracted by SDE and analyzed by GC-MS, J. Agric. Food Chem., 2000, 48, 6, 2395-2400, https://doi.org/10.1021/jf990931y . [all data]

Notes

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Symbols used in this document:

Δ_cH°_liquid Enthalpy of combustion of liquid at standard conditions
Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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