Chemical Properties of 9,12-Octadecadienoic acid (Z,Z)-, methyl ester (CAS 112-63-0)

InChI

InChI=1S/C19H34O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21-2/h7-8,10-11H,3-6,9,12-18H2,1-2H3/b8-7-,11-10-

InChI Key

WTTJVINHCBCLGX-NQLNTKRDSA-N

Formula

C19H34O2

SMILES

CCCCCC=CCC=CCCCCCCCC(=O)OC

Molecular Weight¹

294.47

CAS

112-63-0

Other Names

• (9Z,12Z)-Octadecadienoic acid methyl ester
• (Z,Z)-9,12-octadecadienoic acid methyl ester
• (Z,Z)-9,12-octadecadienoic acid, methyl ester
• 9,12-Octadecadienoic acid (9Z,12Z)-, methyl ester
• 9,12-Octadecadienoic acid, methyl ester, (Z,Z)
• Linoleic acid, methyl ester
• Methyl (Z,Z)-9,12-octadecadienoate
• Methyl 9-cis,12-cis-octadecadienoate
• Methyl cis,cis-9,12-octadecadienoate
• Methyl linolate
• Natural methyl linoleate
• cis-9,cis-12-Octadecadienoic acid, methyl ester
• cis-Linoleic acid methyl ester
• methyl (Z,Z)-9,12-octadecadienate
• methyl (Z,Z)-9,12-octadienoate
• methyl linoleate

• ω : Acentric Factor.
• Δ_cH°_liquid : Standard liquid enthalpy of combustion (kJ/mol).
• C_p,gas : Ideal gas heat capacity (J/mol×K).
• η : Dynamic viscosity (Pa×s).
• Δ_fG° : Standard Gibbs free energy of formation (kJ/mol).
• Δ_fH°_gas : Enthalpy of formation at standard conditions (kJ/mol).
• Δ_fH°_liquid : Liquid phase enthalpy of formation at standard conditions (kJ/mol).
• Δ_fusH° : Enthalpy of fusion at standard conditions (kJ/mol).
• Δ_vapH° : Enthalpy of vaporization at standard conditions (kJ/mol).
• Δ_vapH : Enthalpy of vaporization at a given temperature (kJ/mol).
• IE : Ionization energy (eV).
• log₁₀WS : Log10 of Water solubility in mol/l.
• logP_oct/wat : Octanol/Water partition coefficient.
• McVol : McGowan's characteristic volume (ml/mol).
• P_c : Critical Pressure (kPa).
• P_vap : Vapor pressure (kPa).
• ρ_l : Liquid Density (kg/m³).
• I_np : Non-polar retention indices.
• I : Polar retention indices.
• c_sound,fluid : Speed of sound in fluid (m/s).
• T_boil : Normal Boiling Point Temperature (K).
• T_boilr : Boiling point at reduced pressure (K).
• T_c : Critical Temperature (K).
• T_fus : Normal melting (fusion) point (K).
• V_c : Critical Volume (m³/kmol).
• ¹: Molecular weight from the IUPAC atomic weights tables.

Contents

1. Physical Properties
2. Temperature Dependent Properties
3. Pressure Dependent Properties
4. Datasets
5. Correlations
6. Similar Compounds
7. Mixtures
8. Sources

Physical Properties

Property	Value	Unit	Source
ω	0.7632		Relay (1.0) Calculated Property
ΔcH°liquid	-11690.10 ± 1.50	kJ/mol	NIST
ΔfG°	-40.83	kJ/mol	Joback Calculated Property
ΔfH°gas	-613.99	kJ/mol	Relay (1.0) Calculated Property
ΔfH°liquid	-604.88	kJ/mol	NIST
ΔfusH°	49.74	kJ/mol	Joback Calculated Property
ΔvapH°	103.10	kJ/mol	Relay (1.0) Calculated Property
IE	8.67	eV	Relay (1.0) Calculated Property
log10WS	-5.85		Relay (1.0) Calculated Property
logPoct/wat	5.973		Crippen Calculated Property
McVol	277.410	ml/mol	McGowan Calculated Property
Pc	1162.45	kPa	Joback Calculated Property
Inp	[2061.00; 2127.00]
Inp	2098.00		NIST
Inp	2107.00		NIST
Inp	2110.00		NIST
Inp	2093.30		NIST
Inp	2090.00		NIST
Inp	2079.00		NIST
Inp	2096.00		NIST
Inp	2073.00		NIST
Inp	2066.90		NIST
Inp	2078.00		NIST
Inp	2092.00		NIST
Inp	2077.00		NIST
Inp	2100.00		NIST
Inp	2092.00		NIST
Inp	2096.00		NIST
Inp	2076.00		NIST
Inp	2079.00		NIST
Inp	2099.10		NIST
Inp	2071.00		NIST
Inp	2097.00		NIST
Inp	2093.00		NIST
Inp	2093.00		NIST
Inp	2082.00		NIST
Inp	2079.00		NIST
Inp	2092.10		NIST
Inp	2094.50		NIST
Inp	2095.60		NIST
Inp	2087.00		NIST
Inp	2069.00		NIST
Inp	2070.00		NIST
Inp	Outlier 2061.00		NIST
Inp	2103.70		NIST
Inp	2078.00		NIST
Inp	2098.00		NIST
Inp	2081.00		NIST
Inp	2083.00		NIST
Inp	2098.00		NIST
Inp	2087.00		NIST
Inp	2107.00		NIST
Inp	2070.00		NIST
Inp	2090.00		NIST
Inp	2096.00		NIST
Inp	2094.00		NIST
Inp	2110.00		NIST
Inp	2094.00		NIST
Inp	2089.00		NIST
Inp	2088.00		NIST
Inp	2091.00		NIST
Inp	2093.30		NIST
Inp	2079.00		NIST
Inp	2092.00		NIST
Inp	2091.00		NIST
Inp	2087.00		NIST
Inp	2090.00		NIST
Inp	2092.00		NIST
Inp	2075.00		NIST
Inp	2076.00		NIST
Inp	2079.00		NIST
Inp	2088.00		NIST
Inp	2088.00		NIST
Inp	2094.00		NIST
Inp	2097.00		NIST
Inp	2096.00		NIST
Inp	2090.00		NIST
Inp	2092.00		NIST
Inp	2098.00		NIST
Inp	2073.00		NIST
Inp	Outlier 2127.00		NIST
Inp	2072.00		NIST
Inp	2097.00		NIST
Inp	2082.00		NIST
Inp	Outlier 2123.00		NIST
Inp	2089.00		NIST
Inp	2070.00		NIST
Inp	2067.00		NIST
Inp	2090.00		NIST
Inp	2100.00		NIST
Inp	2100.00		NIST
Inp	2103.70		NIST
Inp	Outlier 2127.00		NIST
Inp	2089.00		NIST
Inp	2100.00		NIST
Inp	2092.00		NIST
Inp	2071.00		NIST
Inp	2069.00		NIST
Inp	2078.00		NIST
I	[2455.00; 2523.00]
I	2485.00		NIST
I	Outlier 2523.00		NIST
I	2513.00		NIST
I	2488.00		NIST
I	2476.00		NIST
I	2480.00		NIST
I	2484.00		NIST
I	2481.00		NIST
I	2472.00		NIST
I	2503.00		NIST
I	2472.00		NIST
I	2472.00		NIST
I	2474.00		NIST
I	2476.00		NIST
I	2480.00		NIST
I	2502.00		NIST
I	2482.00		NIST
I	2455.00		NIST
I	2509.00		NIST
I	2483.00		NIST
I	2488.00		NIST
I	2485.00		NIST
I	2472.00		NIST
I	2476.00		NIST
Tboil	584.15	K	Relay (1.0) Calculated Property
Tc	767.36	K	Relay (1.0) Calculated Property
Tfus	271.59	K	Relay (1.0) Calculated Property
Vc	1.012	m3/kmol	Relay (1.0) Calculated Property

Temperature Dependent Properties

Property	Value	Unit	Temperature (K)	Source
η	[0.0016816; 0.0074664]	Pa×s	[278.15; 353.15]
η	0.0074664	Pa×s	278.15	Densities and Viscosities of Fatty Acid Methyl and Ethyl Esters
η	0.0064658	Pa×s	283.15	Densities and Viscosities of Fatty Acid Methyl and Ethyl Esters
η	0.0056550	Pa×s	288.15	Densities and Viscosities of Fatty Acid Methyl and Ethyl Esters
η	0.0049822	Pa×s	293.15	Densities and Viscosities of Fatty Acid Methyl and Ethyl Esters
η	0.0047980	Pa×s	293.15	Group Contribution Model for Predicting Viscosity of Fatty Compounds
η	0.0044275	Pa×s	298.15	Densities and Viscosities of Fatty Acid Methyl and Ethyl Esters
η	0.0039615	Pa×s	303.15	Densities and Viscosities of Fatty Acid Methyl and Ethyl Esters
η	0.0038220	Pa×s	303.15	Group Contribution Model for Predicting Viscosity of Fatty Compounds
η	0.0035666	Pa×s	308.15	Densities and Viscosities of Fatty Acid Methyl and Ethyl Esters
η	0.0031660	Pa×s	313.15	Group Contribution Model for Predicting Viscosity of Fatty Compounds
η	0.0032270	Pa×s	313.15	Densities and Viscosities of Fatty Acid Methyl and Ethyl Esters
η	0.0029358	Pa×s	318.15	Densities and Viscosities of Fatty Acid Methyl and Ethyl Esters
η	0.0026822	Pa×s	323.15	Densities and Viscosities of Fatty Acid Methyl and Ethyl Esters
η	0.0025500	Pa×s	323.15	Group Contribution Model for Predicting Viscosity of Fatty Compounds
η	0.0024605	Pa×s	328.15	Densities and Viscosities of Fatty Acid Methyl and Ethyl Esters
η	0.0022660	Pa×s	333.15	Densities and Viscosities of Fatty Acid Methyl and Ethyl Esters
η	0.0020780	Pa×s	333.15	Group Contribution Model for Predicting Viscosity of Fatty Compounds
η	0.0020934	Pa×s	338.15	Densities and Viscosities of Fatty Acid Methyl and Ethyl Esters
η	0.0019403	Pa×s	343.15	Densities and Viscosities of Fatty Acid Methyl and Ethyl Esters
η	0.0017550	Pa×s	343.15	Group Contribution Model for Predicting Viscosity of Fatty Compounds
η	0.0018038	Pa×s	348.15	Densities and Viscosities of Fatty Acid Methyl and Ethyl Esters
η	0.0016816	Pa×s	353.15	Densities and Viscosities of Fatty Acid Methyl and Ethyl Esters
ΔvapH	107.80	kJ/mol	298.15	the vaporization enthaplies and vapor pressures of a series of unstaurated fatty acid methyl esters by correlation gas chromatography
csound,fluid	[1260.00; 1472.00]	m/s	[278.15; 338.15]
csound,fluid	1472.00	m/s	278.15	Density and Speed of Sound Measurements on Five Fatty Acid Methyl Esters at 83 kPa and Temperatures from (278.15 to 338.15) K
csound,fluid	1434.00	m/s	288.15	Density and Speed of Sound Measurements on Five Fatty Acid Methyl Esters at 83 kPa and Temperatures from (278.15 to 338.15) K
csound,fluid	1398.00	m/s	298.15	Density and Speed of Sound Measurements on Five Fatty Acid Methyl Esters at 83 kPa and Temperatures from (278.15 to 338.15) K
csound,fluid	1362.00	m/s	308.15	Density and Speed of Sound Measurements on Five Fatty Acid Methyl Esters at 83 kPa and Temperatures from (278.15 to 338.15) K
csound,fluid	1327.00	m/s	318.15	Density and Speed of Sound Measurements on Five Fatty Acid Methyl Esters at 83 kPa and Temperatures from (278.15 to 338.15) K
csound,fluid	1293.00	m/s	328.15	Density and Speed of Sound Measurements on Five Fatty Acid Methyl Esters at 83 kPa and Temperatures from (278.15 to 338.15) K
csound,fluid	1260.00	m/s	338.15	Density and Speed of Sound Measurements on Five Fatty Acid Methyl Esters at 83 kPa and Temperatures from (278.15 to 338.15) K

Pressure Dependent Properties

Property	Value	Unit	Pressure (kPa)	Source
Tboilr	465.20	K	0.50	NIST

Datasets

1. Mass density, kg/m3 (1)
2. Speed of sound, m/s (1)

Mass density, kg/m3

Fixed		Measured
Temperature, K - Liquid	Pressure, kPa - Liquid	Mass density, kg/m3 - Liquid
270.00	490.00	904.6
270.00	990.00	904.9
270.00	1990.00	905.4
270.00	3000.00	905.9
270.00	3990.00	906.5
270.00	5000.00	907.0
270.00	10000.00	909.6
270.00	20000.00	914.6
270.00	29990.00	919.3
270.00	39990.00	923.8
270.00	49970.00	928.2
290.00	500.00	889.7
290.00	990.00	890.0
290.00	1990.00	890.6
290.00	2990.00	891.2
290.00	3990.00	891.8
290.00	5000.00	892.4
290.00	9990.00	895.2
290.00	19990.00	900.7
290.00	30000.00	905.8
290.00	39990.00	910.7
290.00	49970.00	915.3
310.00	500.00	875.1
310.00	1000.00	875.4
310.00	1990.00	876.1
310.00	2990.00	876.7
310.00	3990.00	877.4
310.00	4990.00	878.0
310.00	9990.00	881.1
310.00	20000.00	887.0
310.00	30000.00	892.5
310.00	39990.00	897.8
310.00	49990.00	902.8
330.00	490.00	860.6
330.00	990.00	860.9
330.00	1990.00	861.6
330.00	2990.00	862.4
330.00	3990.00	863.1
330.00	4990.00	863.8
330.00	9990.00	867.1
330.00	19990.00	873.5
330.00	29980.00	879.5
330.00	39990.00	885.1
330.00	50000.00	890.4
350.00	500.00	846.2
350.00	1000.00	846.6
350.00	1990.00	847.4
350.00	2990.00	848.2
350.00	3990.00	848.9
350.00	5000.00	849.7
350.00	9990.00	853.4
350.00	19990.00	860.3
350.00	29990.00	866.7
350.00	40000.00	872.7
350.00	49980.00	878.4
370.00	490.00	831.6
370.00	990.00	832.1
370.00	1990.00	832.9
370.00	2990.00	833.8
370.00	4000.00	834.6
370.00	5000.00	835.5
370.00	10000.00	839.5
370.00	19990.00	847.0
370.00	29990.00	854.0
370.00	39990.00	860.4
370.00	49980.00	866.4
390.00	490.00	817.1
390.00	990.00	817.6
390.00	1990.00	818.5
390.00	3000.00	819.5
390.00	3990.00	820.4
390.00	4990.00	821.3
390.00	9990.00	825.8
390.00	20000.00	834.0
390.00	29990.00	841.4
390.00	40000.00	848.3
390.00	49990.00	854.7
410.00	490.00	802.5
410.00	1000.00	803.0
410.00	2000.00	804.1
410.00	2990.00	805.1
410.00	3990.00	806.2
410.00	4990.00	807.2
410.00	9990.00	812.1
410.00	19990.00	821.0
410.00	29990.00	829.1
410.00	40000.00	836.5
410.00	49970.00	843.3
430.00	490.00	787.5
430.00	1000.00	788.1
430.00	1990.00	789.3
430.00	2990.00	790.5
430.00	3990.00	791.6
430.00	5000.00	792.7
430.00	9990.00	798.1
430.00	19990.00	807.9
430.00	29990.00	816.6
430.00	40000.00	824.5
430.00	50010.00	831.8
450.00	490.00	772.5
450.00	990.00	773.2
450.00	2000.00	774.5
450.00	2990.00	775.8
450.00	4000.00	777.1
450.00	4990.00	778.3
450.00	10000.00	784.3
450.00	19990.00	794.9
450.00	30000.00	804.3
450.00	39990.00	812.8
450.00	49980.00	820.6
470.00	500.00	757.5
470.00	990.00	758.3
470.00	1990.00	759.7
470.00	3000.00	761.2
470.00	3990.00	762.6
470.00	4990.00	764.0
470.00	9990.00	770.6
470.00	19990.00	782.2
470.00	29990.00	792.4
470.00	39990.00	801.5
470.00	49980.00	809.7
Reference

Speed of sound, m/s

Fixed		Measured
Pressure, kPa - Liquid	Temperature, K - Liquid	Speed of sound, m/s - Liquid
101.30	283.15	1455.0
101.30	363.15	1180.3
101.30	303.15	1382.9
101.30	383.15	1118.2
101.30	323.15	1312.6
101.30	393.15	1088.0
101.30	343.15	1245.1
10000.00	283.15	1498.2
10000.00	363.15	1237.0
10000.00	303.15	1428.9
10000.00	383.15	1178.7
10000.00	323.15	1361.4
10000.00	393.15	1150.9
10000.00	343.15	1297.9
20000.00	363.15	1288.6
20000.00	283.15	1539.0
20000.00	303.15	1472.2
20000.00	383.15	1233.8
20000.00	323.15	1407.2
20000.00	393.15	1207.3
20000.00	343.15	1346.9
30000.00	303.15	1513.6
30000.00	283.15	1577.6
30000.00	383.15	1283.1
30000.00	323.15	1450.8
30000.00	363.15	1336.6
30000.00	393.15	1258.5
30000.00	343.15	1392.6
40000.00	303.15	1552.0
40000.00	383.15	1329.0
40000.00	283.15	1614.3
40000.00	323.15	1491.3
40000.00	393.15	1304.7
40000.00	363.15	1381.1
40000.00	343.15	1435.4
50000.00	363.15	1422.6
50000.00	303.15	1588.6
50000.00	383.15	1372.3
50000.00	323.15	1530.3
50000.00	283.15	1649.2
50000.00	393.15	1348.4
50000.00	343.15	1475.1
60000.00	363.15	1462.6
60000.00	383.15	1413.2
60000.00	323.15	1567.2
60000.00	393.15	1389.4
60000.00	283.15	1682.6
60000.00	303.15	1623.5
60000.00	343.15	1513.2
70000.00	303.15	1656.3
70000.00	363.15	1500.2
70000.00	283.15	1714.0
70000.00	383.15	1452.3
70000.00	323.15	1601.4
70000.00	393.15	1428.7
70000.00	343.15	1549.4
80000.00	283.15	1745.2
80000.00	303.15	1688.3
80000.00	383.15	1489.5
80000.00	363.15	1536.1
80000.00	323.15	1634.3
80000.00	393.15	1466.7
80000.00	343.15	1583.9
90000.00	383.15	1525.2
90000.00	303.15	1719.1
90000.00	323.15	1666.2
90000.00	363.15	1570.2
90000.00	283.15	1774.4
90000.00	393.15	1503.1
90000.00	343.15	1616.7
100000.00	383.15	1558.2
100000.00	323.15	1697.2
100000.00	363.15	1602.5
100000.00	303.15	1748.7
100000.00	393.15	1537.7
100000.00	283.15	1803.2
100000.00	343.15	1648.6
110000.00	383.15	1590.3
110000.00	323.15	1726.4
110000.00	283.15	1830.9
110000.00	393.15	1570.0
110000.00	303.15	1776.9
110000.00	363.15	1634.0
110000.00	343.15	1679.0
120000.00	323.15	1754.6
120000.00	363.15	1663.9
120000.00	283.15	1857.8
120000.00	383.15	1621.1
120000.00	393.15	1600.8
120000.00	303.15	1804.4
120000.00	343.15	1708.5
130000.00	323.15	1782.4
130000.00	383.15	1650.8
130000.00	393.15	1630.7
130000.00	283.15	1884.6
130000.00	303.15	1831.3
130000.00	363.15	1693.0
130000.00	343.15	1736.1
140000.00	363.15	1720.3
140000.00	303.15	1857.0
140000.00	383.15	1679.1
140000.00	393.15	1660.1
140000.00	323.15	1808.7
140000.00	283.15	1909.9
140000.00	343.15	1763.4
150000.00	393.15	1688.0
150000.00	303.15	1883.6
150000.00	363.15	1747.4
150000.00	383.15	1707.1
150000.00	283.15	1934.7
150000.00	323.15	1834.7
150000.00	343.15	1789.7
170000.00	383.15	1759.8
170000.00	323.15	1884.5
170000.00	363.15	1799.1
170000.00	393.15	1740.7
170000.00	303.15	1932.3
170000.00	343.15	1840.9
190000.00	363.15	1847.3
190000.00	383.15	1808.6
190000.00	323.15	1931.7
190000.00	393.15	1790.0
190000.00	303.15	1979.7
190000.00	343.15	1889.3
210000.00	303.15	2023.6
210000.00	393.15	1838.1
210000.00	323.15	1977.6
210000.00	383.15	1855.8
210000.00	363.15	1894.7
210000.00	343.15	1935.4
Reference

Correlations

Property	Value	Unit	Temperature (K)	Source
Cp,gas	[396.87; 946.50]	J/mol×K	[273.00; 1000.00]	Joback Predicted correlation
Equation			Y = A + B·T + C·T² + D·T³ + E·T⁴ Y is Cp,gas in J/mol×K, T in K
Coefficient A			-1.73380e+01
Coefficient B			1.79404e+00
Coefficient C			-1.08280e-03
Coefficient D			2.52600e-07
Coefficient E			0.00000e+00
Temperature range, min.			273.00
Temperature range, max.			1000.00
Cp,gas	396.87	J/mol×K	273.00	Calculated Property
Cp,gas	493.02	J/mol×K	353.78	Calculated Property
Cp,gas	578.53	J/mol×K	434.56	Calculated Property
Cp,gas	654.20	J/mol×K	515.33	Calculated Property
Cp,gas	720.85	J/mol×K	596.11	Calculated Property
Cp,gas	779.25	J/mol×K	676.89	Calculated Property
Cp,gas	830.22	J/mol×K	757.67	Calculated Property
Cp,gas	874.56	J/mol×K	838.44	Calculated Property
Cp,gas	913.05	J/mol×K	919.22	Calculated Property
Cp,gas	946.50	J/mol×K	1000.00	Calculated Property

Property	Value	Unit	Temperature (K)	Source
Pvap	[0.27; 1.32]	kPa	[439.70; 479.00]	NIST
Equation			ln(Y) = A + B/(T + C) Y is Pvap in kPa, T in K
Coefficient A			1.34205e+01
Coefficient B			-4.75943e+03
Coefficient C			-1.16870e+02
Reference			Althouse and Triebold, 1944
Temperature range, min.			439.70
Temperature range, max.			479.00
Pvap	0.27	kPa	439.70	Calculated Property
Pvap	0.32	kPa	444.07	Calculated Property
Pvap	0.39	kPa	448.43	Calculated Property
Pvap	0.47	kPa	452.80	Calculated Property
Pvap	0.57	kPa	457.17	Calculated Property
Pvap	0.68	kPa	461.53	Calculated Property
Pvap	0.81	kPa	465.90	Calculated Property
Pvap	0.95	kPa	470.27	Calculated Property
Pvap	1.12	kPa	474.63	Calculated Property
Pvap	1.32	kPa	479.00	Calculated Property

Similar Compounds

Find more compounds similar to 9,12-Octadecadienoic acid (Z,Z)-, methyl ester.

Mixtures

• 9,12-Octadecadienoic acid (Z,Z)-, methyl ester + Methyl Alcohol + Water
• 9,12-Octadecadienoic acid (Z,Z)-, methyl ester + Glycerin + Methyl Alcohol
• Carbon dioxide + 9,12-Octadecadienoic acid (Z,Z)-, methyl ester

Sources

• Cheméo Relay (1.0)
• Crippen Method
• Crippen Method
• Vapor liquid equilibria and densities of CO2 with four unsaturated fatty acid esters at elevated pressures
• Liquid-liquid equilibria for mixtures containing water, methanol, fatty acid methyl esters, and glycerol
• the vaporization enthaplies and vapor pressures of a series of unstaurated fatty acid methyl esters by correlation gas chromatography
• Densities and Viscosities of Fatty Acid Methyl and Ethyl Esters
• Compressed-Liquid Density Measurements of Methyl Oleate and Methyl Linoleate
• Speed of Sound, Density, and Derivative Properties of Methyl Oleate and Methyl Linoleate under High Pressure
• Group Contribution Model for Predicting Viscosity of Fatty Compounds
• Density and Speed of Sound Measurements on Five Fatty Acid Methyl Esters at 83 kPa and Temperatures from (278.15 to 338.15) K
• Joback Method
• McGowan Method
• NIST Webbook

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