Chemical Properties of 9,12-Octadecadienoic acid (Z,Z)- (CAS 60-33-3)

InChI

InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b7-6-,10-9-

InChI Key

OYHQOLUKZRVURQ-HZJYTTRNSA-N

Formula

C18H32O2

SMILES

CCCCCC=CCC=CCCCCCCCC(=O)O

Molecular Weight¹

280.45

CAS

60-33-3

Other Names

• (Z,Z)-9,12-octadecadienoic acid
• (Z,Z)-Octadeca-9, 12-dienoic acid
• 9,12-Linoleic acid
• 9,12-OCTADECADIENOIC ACID
• 9,12-Octadecadienoic acid (9Z,12Z)-
• 9,12-Octadecadienoic acid, cis,cis-
• 9-(Z), 12-(Z)-Octadecadienoic acid
• 9-cis,12-cis-Linoleic acid
• 9Z,12Z-Linoleic acid
• Acide linoleique
• Emersol 310
• Emersol 315
• Extra Linoleic 90
• Grape seed oil
• Leinoleic acid
• Linoleic
• Linolic acid
• Octadeca-9,12-dienoic acid, (cis,cis)-
• Polylin 515
• Polylin No. 515
• Telfairic acid
• Unifac 6550
• Vespula pensylvanica b708568k063
• all-cis-9,12-Octadecadienoic acid
• cis,cis-9,12-Octadecadienoic acid
• cis,cis-Linoleic acid
• cis-9,cis-12-octadecadienoic acid
• cis-«DELTA»9,12-Octadecadienoic acid
• linoleic acid

• ω : Acentric Factor.
• 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_fusH : Enthalpy of fusion at a given temperature (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).
• I_np : Non-polar retention indices.
• I : Polar retention indices.
• 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.

Physical Properties

Property	Value	Unit	Source
ω	0.9428		Relay (1.0) Calculated Property
ΔfG°	-82.79	kJ/mol	Joback Calculated Property
ΔfH°gas	-635.02	kJ/mol	Relay (1.0) Calculated Property
ΔfH°liquid	-634.70	kJ/mol	NIST
ΔfusH°	52.92	kJ/mol	Joback Calculated Property
ΔvapH°	124.00	kJ/mol	Relay (1.0) Calculated Property
IE	8.88	eV	Relay (1.0) Calculated Property
log10WS	-5.36		Relay (1.0) Calculated Property
logPoct/wat	5.885		Crippen Calculated Property
McVol	263.320	ml/mol	McGowan Calculated Property
Pc	1319.43	kPa	Joback Calculated Property
Inp	[2095.00; 2179.00]
Inp	2134.00		NIST
Inp	2140.00		NIST
Inp	2130.00		NIST
Inp	2131.00		NIST
Inp	2095.20		NIST
Inp	2104.00		NIST
Inp	2144.00		NIST
Inp	2170.00		NIST
Inp	2095.00		NIST
Inp	2095.00		NIST
Inp	Outlier 2173.00		NIST
Inp	2156.00		NIST
Inp	2126.00		NIST
Inp	2159.00		NIST
Inp	2114.00		NIST
Inp	2130.00		NIST
Inp	2152.00		NIST
Inp	2113.00		NIST
Inp	2113.00		NIST
Inp	2106.00		NIST
Inp	2112.00		NIST
Inp	2145.80		NIST
Inp	Outlier 2179.00		NIST
Inp	2113.00		NIST
Inp	2147.00		NIST
Inp	2128.00		NIST
Inp	2136.00		NIST
Inp	2133.00		NIST
Inp	2109.00		NIST
Inp	2135.00		NIST
Inp	2136.00		NIST
Inp	2113.00		NIST
Inp	2154.00		NIST
Inp	2111.00		NIST
Inp	2130.00		NIST
Inp	2146.00		NIST
Inp	2144.00		NIST
Inp	2156.00		NIST
Inp	2136.00		NIST
Inp	2122.00		NIST
Inp	2156.00		NIST
Inp	2132.00		NIST
Inp	2150.00		NIST
Inp	2107.00		NIST
Inp	2128.00		NIST
Inp	2130.00		NIST
Inp	2131.00		NIST
Inp	2140.00		NIST
Inp	2123.00		NIST
Inp	2123.00		NIST
Inp	2119.00		NIST
Inp	2107.00		NIST
Inp	2125.00		NIST
Inp	2125.00		NIST
Inp	2130.00		NIST
Inp	2104.00		NIST
Inp	2097.00		NIST
Inp	2125.00		NIST
Inp	2130.00		NIST
Inp	2152.00		NIST
Inp	2118.00		NIST
Inp	2115.00		NIST
Inp	2105.00		NIST
Inp	2140.00		NIST
Inp	2144.00		NIST
Inp	2156.00		NIST
Inp	2152.00		NIST
Inp	Outlier 2179.00		NIST
Inp	2133.00		NIST
Inp	2154.00		NIST
Inp	2150.00		NIST
Inp	2125.00		NIST
Inp	2130.00		NIST
I	[3157.00; 3215.00]
I	Outlier 3215.00		NIST
I	3168.00		NIST
I	3157.00		NIST
I	3157.00		NIST
I	3160.00		NIST
I	3176.00		NIST
I	3157.00		NIST
Tboil	606.33	K	Relay (1.0) Calculated Property
Tc	806.10	K	Relay (1.0) Calculated Property
Tfus	[266.20; 268.20]	K
Tfus	268.20	K	Solid-Liquid Equilibria in Fatty Acid/Triglycerol Systems
Tfus	267.83	K	Solid Liquid Equilibrium of Binary Mixtures Containing Fatty Acids and Triacylglycerols
Tfus	266.40 ± 0.80	K	NIST
Tfus	266.20 ± 1.00	K	NIST
Vc	0.955	m3/kmol	Relay (1.0) Calculated Property

Temperature Dependent Properties

Property	Value	Unit	Temperature (K)	Source
Cp,gas	[789.61; 877.96]	J/mol×K	[765.27; 951.23]
Cp,gas	789.61	J/mol×K	765.27	Joback Calculated Property
Cp,gas	806.15	J/mol×K	796.26	Joback Calculated Property
Cp,gas	821.88	J/mol×K	827.26	Joback Calculated Property
Cp,gas	836.87	J/mol×K	858.25	Joback Calculated Property
Cp,gas	851.18	J/mol×K	889.24	Joback Calculated Property
Cp,gas	864.85	J/mol×K	920.23	Joback Calculated Property
Cp,gas	877.96	J/mol×K	951.23	Joback Calculated Property
η	[0.0000641; 0.0008551]	Pa×s	[443.06; 765.27]
η	0.0008551	Pa×s	443.06	Joback Calculated Property
η	0.0004396	Pa×s	496.76	Joback Calculated Property
η	0.0002574	Pa×s	550.46	Joback Calculated Property
η	0.0001657	Pa×s	604.16	Joback Calculated Property
η	0.0001146	Pa×s	657.87	Joback Calculated Property
η	0.0000838	Pa×s	711.57	Joback Calculated Property
η	0.0000641	Pa×s	765.27	Joback Calculated Property
ΔfusH	47.70	kJ/mol	303.00	NIST
ΔvapH	134.10	kJ/mol	298.00	Vapor Pressures and Vaporization, Sublimation, and Fusion Enthalpies of Some Fatty Acids

Pressure Dependent Properties

Correlations

Property	Value	Unit	Temperature (K)	Source
Pvap	[1.36; 203.20]	kPa	[489.15; 671.15]	The Yaws Handbook of Vapor Pressure
Equation			ln(Pvp) = A + B/(T + C)
Coefficient A			1.60422e+01
Coefficient B			-6.13615e+03
Coefficient C			-9.91760e+01
Temperature range, min.			489.15
Temperature range, max.			671.15
Pvap	1.36	kPa	489.15	Calculated Property
Pvap	2.95	kPa	509.37	Calculated Property
Pvap	5.97	kPa	529.59	Calculated Property
Pvap	11.31	kPa	549.82	Calculated Property
Pvap	20.30	kPa	570.04	Calculated Property
Pvap	34.71	kPa	590.26	Calculated Property
Pvap	56.90	kPa	610.48	Calculated Property
Pvap	89.83	kPa	630.71	Calculated Property
Pvap	137.14	kPa	650.93	Calculated Property
Pvap	203.20	kPa	671.15	Calculated Property
Pvap	[6.42e-10; 99.96]	kPa	[268.15; 628.00]	KDB Vapor Pressure Data
Equation			ln(Pvp) = A + B/T + C*ln(T) + D*T^2
Coefficient A			1.48236e+02
Coefficient B			-1.87631e+04
Coefficient C			-1.78156e+01
Coefficient D			2.59652e-06
Temperature range, min.			268.15
Temperature range, max.			628.00
Pvap	6.42e-10	kPa	268.15	Calculated Property
Pvap	5.03e-07	kPa	308.13	Calculated Property
Pvap	6.67e-05	kPa	348.12	Calculated Property
Pvap	2.68e-03	kPa	388.10	Calculated Property
Pvap	0.05	kPa	428.08	Calculated Property
Pvap	0.44	kPa	468.07	Calculated Property
Pvap	2.65	kPa	508.05	Calculated Property
Pvap	11.33	kPa	548.03	Calculated Property
Pvap	37.30	kPa	588.02	Calculated Property
Pvap	99.96	kPa	628.00	Calculated Property

Similar Compounds

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

Mixtures

• 9,12-Octadecadienoic acid (Z,Z)- + Ethanol + GLYCEROL TRICAPRYLATE
• n-Hexane + 9,12-Octadecadienoic acid (Z,Z)-
• 9,12-Octadecadienoic acid (Z,Z)- + Heptane
• 9,12-Octadecadienoic acid (Z,Z)- + Pentane, 2,2,4-trimethyl-
• 1-Hexene + 9,12-Octadecadienoic acid (Z,Z)-
• Toluene + 9,12-Octadecadienoic acid (Z,Z)-
• 9,12-Octadecadienoic acid (Z,Z)- + Cyclohexane
• 9,12-Octadecadienoic acid (Z,Z)- + Benzene, ethyl-
• 9,12-Octadecadienoic acid (Z,Z)- + Methyl Alcohol
• 9,12-Octadecadienoic acid (Z,Z)- + Ethanol
• 1-Propanol + 9,12-Octadecadienoic acid (Z,Z)-
• 9,12-Octadecadienoic acid (Z,Z)- + 1-Butanol
• 2-Propanol + 9,12-Octadecadienoic acid (Z,Z)-
• Trichloromethane + 9,12-Octadecadienoic acid (Z,Z)-
• 9,12-Octadecadienoic acid (Z,Z)- + Benzene, chloro-
• 9,12-Octadecadienoic acid (Z,Z)- + Ethane, 1,2-dichloro-
• 9,12-Octadecadienoic acid (Z,Z)- + Benzene, (chloromethyl)-
• 9,12-Octadecadienoic acid (Z,Z)- + Ethyl Acetate
• 9,12-Octadecadienoic acid (Z,Z)- + Acetone
• 9,12-Octadecadienoic acid (Z,Z)- + Anisole

Find more mixtures with 9,12-Octadecadienoic acid (Z,Z)-.

Sources

• KDB Vapor Pressure Data
• Cheméo Relay (1.0)
• Crippen Method
• Crippen Method
• Phase equilibrium measurements of ternary systems formed by linoleic and linolenic acids in carbon dioxide/ethanol mixtures
• Activity coefficient at infinite dilution measurements for organic solutes (polar and non-polar) in fatty compounds Part II: C18 fatty acids
• Physical properties of systems of interest to the edible oil industry: Viscosities and densities of model systems formed by (triacylglycerol + fatty acid + solvent)
• Measurements of Binary Diffusion Coefficient and Partition Ratio at Infinite Dilution for Linoleic Acid and Arachidonic Acid in Supercritical Carbon Dioxide
• Solid-Liquid Equilibria in Fatty Acid/Triglycerol Systems
• Solid Liquid Equilibrium of Binary Mixtures Containing Fatty Acids and Triacylglycerols
• Vapor Pressures and Vaporization, Sublimation, and Fusion Enthalpies of Some Fatty Acids
• Viscosities of Fatty Mixtures: Experimental Data and Prediction
• Joback Method
• KDB
• McGowan Method
• NIST Webbook
• The Yaws Handbook of Vapor Pressure

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