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

9,12-Octadecadienoic acid (Z,Z)-

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
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Physical Properties

Property Value Unit Source
ω 1.1801 ChemSep v8.3 pure component data
μ 1.22 debye ChemSep v8.3 pure component data
ΔfG° -117.20 kJ/mol ChemSep v8.3 pure component data
ΔfH°gas -539.90 kJ/mol ChemSep v8.3 pure component data
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 1410.00 kPa ChemSep v8.3 pure component data
Ptriple 6.46e-10 kPa ChemSep v8.3 pure component data
Inp [2095.00; 2179.00]   Show Hide
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]   Show Hide
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 628.00 K ChemSep v8.3 pure component data
Tc 775.00 K ChemSep v8.3 pure component data
Tfus [266.20; 268.20] K Show Hide
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 268.15 K ChemSep v8.3 pure component data
Tfus 266.40 ± 0.80 K NIST
Tfus 266.20 ± 1.00 K NIST
Ttriple 268.15 K ChemSep v8.3 pure component data
UQi 10.29 ChemSep v8.3 pure component data
URi 12.53 ChemSep v8.3 pure component data
Vc 0.990 m3/kmol ChemSep v8.3 pure component data
Zc 0.2170000 ChemSep v8.3 pure component data

Temperature Dependent Properties

Property Value Unit Temperature (K) Source
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

Property Value Unit Pressure (kPa) Source
Tboilr 502.70 K 2.10 NIST

Correlations

Property Value Unit Temperature (K) Source
Cp,gas [394.30; 1049.31] J/mol×K [298.15; 1500.10] ChemSep v8.3 pure component data Show Hide
EquationY = A + B·((C/T)/sinh(C/T))² + D·((E/T)/cosh(E/T))²
Y is Cp,gas in J/mol×K, T in K
Coefficient A3.32000e+02
Coefficient B1.04200e+03
Coefficient C2.28840e+03
Coefficient D7.98400e+02
Coefficient E9.23500e+02
CommentChemSep eq 107, IdealGasHeatCapacityCp
Temperature range, min.298.15
Temperature range, max.1500.10
Cp,gas 394.30 J/mol×K 298.15 Calculated Property
Cp,gas 532.03 J/mol×K 431.70 Calculated Property
Cp,gas 654.18 J/mol×K 565.25 Calculated Property
Cp,gas 741.97 J/mol×K 698.80 Calculated Property
Cp,gas 809.68 J/mol×K 832.35 Calculated Property
Cp,gas 867.85 J/mol×K 965.90 Calculated Property
Cp,gas 920.37 J/mol×K 1099.45 Calculated Property
Cp,gas 968.08 J/mol×K 1233.00 Calculated Property
Cp,gas 1011.05 J/mol×K 1366.55 Calculated Property
Cp,gas 1049.31 J/mol×K 1500.10 Calculated Property
Property Value Unit Temperature (K) Source
Cp,liquid [593.32; 828.63] J/mol×K [387.50; 581.25] ChemSep v8.3 pure component data Show Hide
EquationY = A + B·T + C·T² + D·T³ + E·T⁴
Y is Cp,liquid in J/mol×K, T in K
Coefficient A1.22700e+02
Coefficient B1.21450e+00
Coefficient C0.00000e+00
Coefficient D0.00000e+00
Coefficient E0.00000e+00
CommentChemSep eq 100, LiquidHeatCapacityCp
Temperature range, min.387.50
Temperature range, max.581.25
Cp,liquid 593.32 J/mol×K 387.50 Calculated Property
Cp,liquid 619.46 J/mol×K 409.03 Calculated Property
Cp,liquid 645.61 J/mol×K 430.56 Calculated Property
Cp,liquid 671.76 J/mol×K 452.08 Calculated Property
Cp,liquid 697.90 J/mol×K 473.61 Calculated Property
Cp,liquid 724.05 J/mol×K 495.14 Calculated Property
Cp,liquid 750.19 J/mol×K 516.67 Calculated Property
Cp,liquid 776.34 J/mol×K 538.19 Calculated Property
Cp,liquid 802.48 J/mol×K 559.72 Calculated Property
Cp,liquid 828.63 J/mol×K 581.25 Calculated Property
Property Value Unit Temperature (K) Source
η [0.0488306; 0.0002297] Pa×s [268.15; 628.00] ChemSep v8.3 pure component data Show Hide
EquationY = exp(A + B/T + C·ln(T) + D·T^E)
Y is η in Pa×s, T in K
Coefficient A-1.23720e+01
Coefficient B2.50790e+03
Coefficient C0.00000e+00
Coefficient D0.00000e+00
Coefficient E0.00000e+00
CommentChemSep eq 101, LiquidViscosity
Temperature range, min.268.15
Temperature range, max.628.00
η 0.0488306 Pa×s 268.15 Calculated Property
η 0.0145089 Pa×s 308.13 Calculated Property
η 0.0056971 Pa×s 348.12 Calculated Property
η 0.0027122 Pa×s 388.10 Calculated Property
η 0.0014832 Pa×s 428.08 Calculated Property
η 0.0008992 Pa×s 468.07 Calculated Property
η 0.0005898 Pa×s 508.05 Calculated Property
η 0.0004115 Pa×s 548.03 Calculated Property
η 0.0003014 Pa×s 588.02 Calculated Property
η 0.0002297 Pa×s 628.00 Calculated Property
Property Value Unit Temperature (K) Source
ΔvapH [113.72; 0.00] kJ/mol [268.15; 775.00] ChemSep v8.3 pure component data Show Hide
EquationY = A·(1 − Tr)^(B + C·Tr + D·Tr² + E·Tr³), Tr = T/Tc
Y is ΔvapH in kJ/mol, T in K
Coefficient A1.35220e+02
Coefficient B4.07850e-01
Coefficient C0.00000e+00
Coefficient D0.00000e+00
Coefficient E0.00000e+00
Critical temperature, Tc (K)7.75000e+02
CommentChemSep eq 106, HeatOfVaporization
Temperature range, min.268.15
Temperature range, max.775.00
ΔvapH 113.72 kJ/mol 268.15 Calculated Property
ΔvapH 108.38 kJ/mol 324.47 Calculated Property
ΔvapH 102.64 kJ/mol 380.78 Calculated Property
ΔvapH 96.38 kJ/mol 437.10 Calculated Property
ΔvapH 89.48 kJ/mol 493.42 Calculated Property
ΔvapH 81.69 kJ/mol 549.73 Calculated Property
ΔvapH 72.65 kJ/mol 606.05 Calculated Property
ΔvapH 61.58 kJ/mol 662.37 Calculated Property
ΔvapH 46.41 kJ/mol 718.68 Calculated Property
ΔvapH 0.00 kJ/mol 775.00 Calculated Property
Property Value Unit Temperature (K) Source
Pvap [1.36; 203.20] kPa [489.15; 671.15] The Yaws Handbook of Vapor Pressure Show Hide
Equationln(Y) = A + B/(T + C)
Y is Pvap in kPa, T in K
Coefficient A1.60422e+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 [6.46e-10; 1403.25] kPa [268.15; 775.00] ChemSep v8.3 pure component data Show Hide
EquationY = exp(A + B/T + C·ln(T) + D·T^E)
Y is Pvap in kPa, T in K
Coefficient A1.34562e+02
Coefficient B-1.82290e+04
Coefficient C-1.56920e+01
Coefficient D2.77980e-18
Coefficient E6.00000e+00
CommentChemSep eq 101, VaporPressure
Temperature range, min.268.15
Temperature range, max.775.00
Pvap 6.46e-10 kPa 268.15 Calculated Property
Pvap 4.33e-06 kPa 324.47 Calculated Property
Pvap 1.43e-03 kPa 380.78 Calculated Property
Pvap 0.08 kPa 437.10 Calculated Property
Pvap 1.41 kPa 493.42 Calculated Property
Pvap 11.84 kPa 549.73 Calculated Property
Pvap 59.36 kPa 606.05 Calculated Property
Pvap 209.26 kPa 662.37 Calculated Property
Pvap 582.86 kPa 718.68 Calculated Property
Pvap 1403.25 kPa 775.00 Calculated Property
Pvap [6.42e-10; 99.96] kPa [268.15; 628.00] KDB Vapor Pressure Data Show Hide
Equationln(Y) = A + B/T + C·ln(T) + D·T² + E/T²
Y is Pvap in kPa, T in K
Coefficient A1.48236e+02
Coefficient B-1.87631e+04
Coefficient C-1.78156e+01
Coefficient D2.59652e-06
Coefficient E0.00000e+00
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
Property Value Unit Temperature (K) Source
ρl [917.06; 283.27] kg/m3 [268.15; 775.00] ChemSep v8.3 pure component data Show Hide
EquationY = A / B^(1 + (1 − T/C)^D)
Y is ρl in kg/m3, T in K
Coefficient A7.56052e+01
Coefficient B2.66900e-01
Coefficient C7.75000e+02
Coefficient D2.76070e-01
CommentChemSep eq 105, LiquidDensity
Temperature range, min.268.15
Temperature range, max.775.00
ρl 917.06 kg/m3 268.15 Calculated Property
ρl 883.23 kg/m3 324.47 Calculated Property
ρl 847.62 kg/m3 380.78 Calculated Property
ρl 809.78 kg/m3 437.10 Calculated Property
ρl 769.09 kg/m3 493.42 Calculated Property
ρl 724.54 kg/m3 549.73 Calculated Property
ρl 674.40 kg/m3 606.05 Calculated Property
ρl 615.21 kg/m3 662.37 Calculated Property
ρl 537.48 kg/m3 718.68 Calculated Property
ρl 283.27 kg/m3 775.00 Calculated Property
Property Value Unit Temperature (K) Source
γ [0.03; 0.00] N/m [268.15; 775.00] ChemSep v8.3 pure component data Show Hide
EquationY = A·(1 − Tr)^(B + C·Tr + D·Tr² + E·Tr³), Tr = T/Tc
Y is γ in N/m, T in K
Coefficient A5.61700e-02
Coefficient B1.14890e+00
Coefficient C0.00000e+00
Coefficient D0.00000e+00
Coefficient E0.00000e+00
Critical temperature, Tc (K)7.75000e+02
CommentChemSep eq 106, SurfaceTension
Temperature range, min.268.15
Temperature range, max.775.00
γ 0.03 N/m 268.15 Calculated Property
γ 0.03 N/m 324.47 Calculated Property
γ 0.03 N/m 380.78 Calculated Property
γ 0.02 N/m 437.10 Calculated Property
γ 0.02 N/m 493.42 Calculated Property
γ 0.01 N/m 549.73 Calculated Property
γ 0.01 N/m 606.05 Calculated Property
γ 0.01 N/m 662.37 Calculated Property
γ 0.00 N/m 718.68 Calculated Property
γ 0.00 N/m 775.00 Calculated Property
Property Value Unit Temperature (K) Source
λ [0.03; 0.05] W/m×K [628.00; 1000.00] ChemSep v8.3 pure component data Show Hide
EquationY = A·T^B / (1 + C/T + D/T²)
Y is λ in W/m×K, T in K
Coefficient A1.57710e-04
Coefficient B9.22800e-01
Coefficient C7.78350e+02
Coefficient D0.00000e+00
CommentChemSep eq 102, VaporThermalConductivity
Temperature range, min.628.00
Temperature range, max.1000.00
λ 0.03 W/m×K 628.00 Calculated Property
λ 0.03 W/m×K 669.33 Calculated Property
λ 0.03 W/m×K 710.67 Calculated Property
λ 0.03 W/m×K 752.00 Calculated Property
λ 0.04 W/m×K 793.33 Calculated Property
λ 0.04 W/m×K 834.67 Calculated Property
λ 0.04 W/m×K 876.00 Calculated Property
λ 0.05 W/m×K 917.33 Calculated Property
λ 0.05 W/m×K 958.67 Calculated Property
λ 0.05 W/m×K 1000.00 Calculated Property
Property Value Unit Temperature (K) Source
λ [0.15; 0.08] W/m×K [268.15; 628.00] ChemSep v8.3 pure component data Show Hide
EquationY = A + B·T + C·T² + D·T³ + E·T⁴
Y is λ in W/m×K, T in K
Coefficient A1.94200e-01
Coefficient B-1.81690e-04
Coefficient C0.00000e+00
Coefficient D0.00000e+00
Coefficient E0.00000e+00
CommentChemSep eq 100, LiquidThermalConductivity
Temperature range, min.268.15
Temperature range, max.628.00
λ 0.15 W/m×K 268.15 Calculated Property
λ 0.14 W/m×K 308.13 Calculated Property
λ 0.13 W/m×K 348.12 Calculated Property
λ 0.12 W/m×K 388.10 Calculated Property
λ 0.12 W/m×K 428.08 Calculated Property
λ 0.11 W/m×K 468.07 Calculated Property
λ 0.10 W/m×K 508.05 Calculated Property
λ 0.09 W/m×K 548.03 Calculated Property
λ 0.09 W/m×K 588.02 Calculated Property
λ 0.08 W/m×K 628.00 Calculated Property

Similar Compounds

cis,cis-11,14-Eicosadienoic acid. cis-Linoleic acid. Linoelaidic acid. cis-13,16-Docasadienoic acid. 8,11,14-Eicosatrienoic acid, (Z,Z,Z)-. 8,11,14-Eicosatrienoic acid. 9,12,15-Octadecatrienoic acid. 9,12,15-Octadecatrienoic acid, (Z,Z,Z)-. 7,10,13-Hexadecatrienoic acid. Gamolenic acid. Arachidonic acid. cis-13-Octadecenoic acid. 11-Octadecenoic acid, (E)-. cis-13-Eicosenoic acid. 9-Octadecenoic acid.

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

Mixtures

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

Sources

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