9-Octadecenoic acid (Z)-, methyl ester
- Formula: C19H36O2
- Molecular weight: 296.4879
- IUPAC Standard InChI: InChI=1S/C19H36O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21-2/h10-11H,3-9,12-18H2,1-2H3/b11-10-
- IUPAC Standard InChIKey: QYDYPVFESGNLHU-KHPPLWFESA-N
- CAS Registry Number: 112-62-9
- Chemical structure:
This structure is also available as a 2d Mol file - Stereoisomers:
- Other names: Oleic acid, methyl ester; Emery oleic acid ester 2301; Methyl cis-9-octadecenoate; Methyl oleate; (Z)-9-Octadecenoic acid methyl ester; cis-9-Octyldecenoic acid, methyl ester; Emery, oleic acid ester; Methyl 9-octadecenoate, cis-; Oleic acid, methyl ester, cis-; Emerest 2801; Kemester 205; Methyl (Z)-9-octadecenoate; Emery 2301; Priolube 1400; Witconol 2301; 9-octadecenoic acid, methyl ester (Z); cis-9-Octadecenoic acid, methyl ester; Methyl-cis-oleate; Methyl (Z)-9-oleate; (Z)-9-Methyl octadecenoate; 9-Octadecenoic acid (9Z)-, methyl ester; ADJ 100; Edenor Me 90/95V; Edenor MeTiO5; Esterol 112; Exceparl M-OL; Nissan Unister M 182A; Phytorob 926-67; Priolube 1403; Unister M 182A; Methyl 9-octadecenoate; Methyl (9z)-9-octadecenoate; Emerest 2301 (Salt/Mix); Kemester 213 (Salt/Mix); Emery 2219 (Salt/Mix)
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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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°liquid | -727.64 | kJ/mol | Chyd | Rogers and Siddiqui, 1975 | |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°liquid | -11832.4 ± 1.5 | kJ/mol | Ccb | Freedman, Bagby, et al., 1989 | Corresponding ΔfHºliquid = -789.27 kJ/mol (simple calculation by NIST; no Washburn corrections) |
| ΔcH°liquid | -11887. ± 12. | kJ/mol | Ccb | Keffler, 1937 | Reanalyzed by Cox and Pilcher, 1970, Original value = -11871. kJ/mol; See Keffler and McLean, 1935; Corresponding ΔfHºliquid = -734.46 kJ/mol (simple calculation by NIST; no Washburn corrections) |
Reaction thermochemistry data
Go To: Top, Condensed phase thermochemistry data, 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
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Individual Reactions
+
=
By formula: C19H36O2 + H2 = C19H38O2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -122.4 ± 1.2 | kJ/mol | Chyd | Rogers and Siddiqui, 1975 | liquid phase; solvent: n-Hexane |
References
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Rogers and Siddiqui, 1975
Rogers, D.W.; Siddiqui, N.A.,
Heats of hydrogenation of large molecules. I. Esters of unsaturated fatty acids,
J. Phys. Chem., 1975, 79, 574-577. [all data]
Freedman, Bagby, et al., 1989
Freedman, B.; Bagby, M.O.; Khoury, H.,
Correlation of heats of combustion with empirical formulas for fatty alcohols,
J. Am. Oil Chem. Soc., 1989, 66, 595-596. [all data]
Keffler, 1937
Keffler, L.J.P.,
Homology and isomerism in long-chain compounds. I. A thermochemical study of the n-alkyl esters derived from the monoethylenic monocarboxylic acids in C18,
J. Phys. Chem., 1937, 41, 715-721. [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]
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]
Notes
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, References
- Symbols used in this document:
ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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