Chemical Properties of Eugenol (CAS 97-53-0)

Eugenol

InChI
InChI=1S/C10H12O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h3,5-7,11H,1,4H2,2H3
InChI Key
RRAFCDWBNXTKKO-UHFFFAOYSA-N
Formula
C10H12O2
SMILES
C=CCc1ccc(O)c(OC)c1
Molecular Weight1
164.20
CAS
97-53-0
Other Names
  • 1,3,4-Eugenol
  • 1-Hydroxy-2-methoxy-4-allylbenzene
  • 1-Hydroxy-2-methoxy-4-prop-2-enylbenzene
  • 2-Methoxy-4-prop-2-enylphenol
  • 2-Metoksy-4-allilofenol
  • 2-hydroxy-5-allylanisole
  • 2-methoxy-1-hydroxy-4-allylbenzene
  • 2-methoxy-4-(2-propenyl)phenol
  • 2-methoxy-4-allylphenol
  • 4-(2-Propenyl)-2-methoxyphenol
  • 4-(2-Propenyl)-2-methoxyphenol (eugenol)
  • 4-Allyl-1-hydroxy-2-methoxybenzene
  • 4-Allyl-2-rnethoxyphenol (eugenol)
  • 4-Allylcatechol-2-methyl ether
  • 4-Hydroxy-3-methoxyallylbenzene
  • 4-allyl-2-methoxyphenol
  • 4-allyl-2-methoxyphenol (eugenol)
  • 4-allylguaiacol
  • 4-hydroxy-3-methoxy-1-allylbenzene
  • Allylguaiacol
  • Caryophyllic acid
  • Engenol
  • Eugenic acid
  • Eugenol (2-Methoxy-4-(2-propenyl)phenol)
  • FA 100
  • FEMA No. 2467
  • NCI-C50453
  • NSC 209525
  • Phenol, 2-methoxy-4-(2-propen-1-yl)-
  • p-Eugenol
  • p-allylguaiacol
  • phenol, 2-methoxy-4-(2-propenyl)-
  • phenol, 4-allyl-2-methoxy-
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Physical Properties

Property Value Unit Source
ω 0.4526 PSRK revision IV (2005), critical constants and acentric factors of 1000 components Compiled value
ΔfH°gas -190.91 kJ/mol Relay (1.0) Calculated Property
ΔfusH° 21.00 kJ/mol Joback Calculated Property
ΔvapH° 66.30 kJ/mol NIST
IE 7.94 eV Relay (1.0) Calculated Property
log10WS [-1.56; -1.56]   Show Hide
log10WS -1.56 Aq. Solubility Prediction
log10WS -1.56 Estimated Solubility
logPoct/wat 2.129 Crippen Calculated Property
McVol 135.440 ml/mol McGowan Calculated Property
Pc 4105.00 kPa PSRK revision IV (2005), critical constants and acentric factors of 1000 components Compiled value
Inp [1319.00; 1399.00]   Show Hide
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Ip 2159.00 NIST
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Ip 2139.00 NIST
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Ip 2186.00 NIST
Ip 2174.00 NIST
Ip Outlier 2120.00 NIST
Ip 2186.00 NIST
Ip 2186.00 NIST
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Ip 2163.00 NIST
Ip 2186.00 NIST
Ip 2186.00 NIST
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Ip 2186.00 NIST
Ip 2186.00 NIST
Ip 2186.00 NIST
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Ip 2191.00 NIST
Ip Outlier 2122.00 NIST
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Ip 2186.00 NIST
Ip 2186.00 NIST
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Ip 2157.00 NIST
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Ip 2186.00 NIST
Ip 2157.00 NIST
Ip Outlier 2118.00 NIST
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Ip 2159.00 NIST
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Ip Outlier 2122.00 NIST
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Ip 2176.00 NIST
Ip 2162.00 NIST
Ip Outlier 2210.00 NIST
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Ip 2157.30 NIST
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Ip 2186.00 NIST
Ip 2153.00 NIST
Ip 2150.00 NIST
Ip 2191.00 NIST
Ip 2159.00 NIST
Tboil [526.40; 526.65] K Show Hide
Tboil 526.40 K NIST
Tboil 526.65 ± 1.50 K NIST
Tc 778.70 K PSRK revision IV (2005), critical constants and acentric factors of 1000 components Compiled value
Tfus [261.80; 264.05] K Show Hide
Tfus 261.80 K Vapor pressure and thermophysical properties of eugenol and (+)-carvone
Tfus 264.05 K Jean-Claude Bradley Open Melting Point Dataset (2014, CC0) Compiled value
Tfus 263.78 K Aq. Solubility Prediction
Vc 0.500 m3/kmol PSRK revision IV (2005), critical constants and acentric factors of 1000 components Compiled value

Cheméo can also estimate Standard Gibbs free energy of formation for this compound, but it falls outside the models' validated range, so it is not shown here. Open the prediction tool to compute it on demand.

Temperature Dependent Properties

Property Value Unit Temperature (K) Source
Cp,liquid 343.20 J/mol×K 293.00 NIST
ΔvapH [57.70; 66.10] kJ/mol [309.00; 461.00] Show Hide
ΔvapH 66.10 kJ/mol 309.00 NIST
ΔvapH 60.30 kJ/mol 438.50 NIST
ΔvapH 57.70 kJ/mol 461.00 NIST
Pvap [3.00e-04; 0.07] kPa [281.10; 343.50] Show Hide
Pvap 3.00e-04 kPa 281.10 Vaporization thermodynamics of compounds modeling lignin structural units
Pvap 3.90e-04 kPa 283.70 Vaporization thermodynamics of compounds modeling lignin structural units
Pvap 6.60e-04 kPa 289.00 Vaporization thermodynamics of compounds modeling lignin structural units
Pvap 1.11e-03 kPa 293.90 Vaporization thermodynamics of compounds modeling lignin structural units
Pvap 1.79e-03 kPa 298.90 Vaporization thermodynamics of compounds modeling lignin structural units
Pvap 2.87e-03 kPa 303.70 Vaporization thermodynamics of compounds modeling lignin structural units
Pvap 4.47e-03 kPa 308.70 Vaporization thermodynamics of compounds modeling lignin structural units
Pvap 7.09e-03 kPa 313.70 Vaporization thermodynamics of compounds modeling lignin structural units
Pvap 0.01 kPa 318.90 Vaporization thermodynamics of compounds modeling lignin structural units
Pvap 0.02 kPa 323.60 Vaporization thermodynamics of compounds modeling lignin structural units
Pvap 0.02 kPa 328.60 Vaporization thermodynamics of compounds modeling lignin structural units
Pvap 0.03 kPa 333.60 Vaporization thermodynamics of compounds modeling lignin structural units
Pvap 0.05 kPa 338.50 Vaporization thermodynamics of compounds modeling lignin structural units
Pvap 0.07 kPa 343.50 Vaporization thermodynamics of compounds modeling lignin structural units
n0 1.54070 293.15 Solubility of hydrogen in bio-oil compounds
ρl [1022.15; 1070.90] kg/m3 [288.15; 343.15] Show Hide
ρl 1070.90 kg/m3 288.15 Experimental Densities and Speeds of Sound of Substituted Phenols and Their Modeling with the Prigogine Flory Patterson Model
ρl 1066.48 kg/m3 293.15 Experimental Densities and Speeds of Sound of Substituted Phenols and Their Modeling with the Prigogine Flory Patterson Model
ρl 1062.06 kg/m3 298.15 Experimental Densities and Speeds of Sound of Substituted Phenols and Their Modeling with the Prigogine Flory Patterson Model
ρl 1057.64 kg/m3 303.15 Experimental Densities and Speeds of Sound of Substituted Phenols and Their Modeling with the Prigogine Flory Patterson Model
ρl 1053.21 kg/m3 308.15 Experimental Densities and Speeds of Sound of Substituted Phenols and Their Modeling with the Prigogine Flory Patterson Model
ρl 1048.78 kg/m3 313.15 Experimental Densities and Speeds of Sound of Substituted Phenols and Their Modeling with the Prigogine Flory Patterson Model
ρl 1044.35 kg/m3 318.15 Experimental Densities and Speeds of Sound of Substituted Phenols and Their Modeling with the Prigogine Flory Patterson Model
ρl 1039.92 kg/m3 323.15 Experimental Densities and Speeds of Sound of Substituted Phenols and Their Modeling with the Prigogine Flory Patterson Model
ρl 1035.48 kg/m3 328.15 Experimental Densities and Speeds of Sound of Substituted Phenols and Their Modeling with the Prigogine Flory Patterson Model
ρl 1031.04 kg/m3 333.15 Experimental Densities and Speeds of Sound of Substituted Phenols and Their Modeling with the Prigogine Flory Patterson Model
ρl 1026.60 kg/m3 338.15 Experimental Densities and Speeds of Sound of Substituted Phenols and Their Modeling with the Prigogine Flory Patterson Model
ρl 1022.15 kg/m3 343.15 Experimental Densities and Speeds of Sound of Substituted Phenols and Their Modeling with the Prigogine Flory Patterson Model

Datasets

Mass density, kg/m3

Fixed Measured
Temperature, K - Liquid Pressure, kPa - Liquid Mass density, kg/m3 - Liquid
298.15 100.00 1062.0
Reference

Correlations

Property Value Unit Temperature (K) Source
Cp,gas [185.40; 426.08] J/mol×K [273.00; 1000.00] Joback Predicted correlation Show Hide
EquationY = A + B·T + C·T² + D·T³ + E·T⁴
Y is Cp,gas in J/mol×K, T in K
Coefficient A-1.22190e+01
Coefficient B8.86820e-01
Coefficient C-6.52620e-04
Coefficient D2.04100e-07
Coefficient E0.00000e+00
Temperature range, min.273.00
Temperature range, max.1000.00
Cp,gas 185.40 J/mol×K 273.00 Calculated Property
Cp,gas 228.87 J/mol×K 353.78 Calculated Property
Cp,gas 266.66 J/mol×K 434.56 Calculated Property
Cp,gas 299.41 J/mol×K 515.33 Calculated Property
Cp,gas 327.75 J/mol×K 596.11 Calculated Property
Cp,gas 352.34 J/mol×K 676.89 Calculated Property
Cp,gas 373.83 J/mol×K 757.67 Calculated Property
Cp,gas 392.85 J/mol×K 838.44 Calculated Property
Cp,gas 410.05 J/mol×K 919.22 Calculated Property
Cp,gas 426.08 J/mol×K 1000.00 Calculated Property
Property Value Unit Temperature (K) Source
η [0.0891091; 0.0000506] Pa×s [263.21; 545.09] Joback Predicted correlation Show Hide
EquationY = exp(A + B/T + C·ln(T) + D·T^E)
Y is η in Pa×s, T in K
Coefficient A-1.68699e+01
Coefficient B3.80391e+03
Coefficient C0.00000e+00
Coefficient D0.00000e+00
Coefficient E0.00000e+00
CommentLiquid phase. Joback/Reid (1987), valid from Tf to 0.7·Tc.
Temperature range, min.263.21
Temperature range, max.545.09
η 0.0891091 Pa×s 263.21 Calculated Property
η 0.0191643 Pa×s 294.53 Calculated Property
η 0.0055382 Pa×s 325.85 Calculated Property
η 0.0019897 Pa×s 357.17 Calculated Property
η 0.0008432 Pa×s 388.49 Calculated Property
η 0.0004061 Pa×s 419.81 Calculated Property
η 0.0002165 Pa×s 451.13 Calculated Property
η 0.0001252 Pa×s 482.45 Calculated Property
η 0.0000774 Pa×s 513.77 Calculated Property
η 0.0000506 Pa×s 545.09 Calculated Property
Property Value Unit Temperature (K) Source
Pvap [1.33; 202.65] kPa [395.40; 556.28] The Yaws Handbook of Vapor Pressure Show Hide
Equationln(Y) = A + B/(T + C)
Y is Pvap in kPa, T in K
Coefficient A1.71278e+01
Coefficient B-6.37215e+03
Coefficient C-1.70150e+01
Temperature range, min.395.40
Temperature range, max.556.28
Pvap 1.33 kPa 395.40 Calculated Property
Pvap 2.85 kPa 413.28 Calculated Property
Pvap 5.70 kPa 431.15 Calculated Property
Pvap 10.78 kPa 449.03 Calculated Property
Pvap 19.37 kPa 466.90 Calculated Property
Pvap 33.29 kPa 484.78 Calculated Property
Pvap 54.96 kPa 502.65 Calculated Property
Pvap 87.57 kPa 520.53 Calculated Property
Pvap 135.15 kPa 538.40 Calculated Property
Pvap 202.65 kPa 556.28 Calculated Property
Pvap [0.13; 101.01] kPa [351.60; 526.70] NIST Show Hide
Equationln(Y) = A + B/(T + C)
Y is Pvap in kPa, T in K
Coefficient A1.63230e+01
Coefficient B-5.67208e+03
Coefficient C-4.22260e+01
ReferenceStull, 1947
CommentCoefficents calculated by NIST from author's data.
Temperature range, min.351.60
Temperature range, max.526.70
Pvap 0.13 kPa 351.60 Calculated Property
Pvap 0.40 kPa 371.06 Calculated Property
Pvap 1.04 kPa 390.51 Calculated Property
Pvap 2.46 kPa 409.97 Calculated Property
Pvap 5.33 kPa 429.42 Calculated Property
Pvap 10.75 kPa 448.88 Calculated Property
Pvap 20.32 kPa 468.33 Calculated Property
Pvap 36.34 kPa 487.79 Calculated Property
Pvap 61.89 kPa 507.24 Calculated Property
Pvap 101.01 kPa 526.70 Calculated Property

Similar Compounds

Benzene, 1,2-dimethoxy-4-(2-propenyl)-. 3-Allyl-6-methoxyphenol. Safrole. Phenol, 2,6-dimethoxy-4-(2-propenyl)-. Hydroxy chavicol. Phenol, 2-methoxy-4-(2-propenyl)-, acetate. Ethyleugenol. Phenol, 4-ethyl-2-methoxy-. Homovanillin. Allylpyrocatechol monoacetate. Eugenol TMS. Benzene, 1,2,3-trimethoxy-5-(2-propenyl)-. 4-Allyl-1,2-diacetoxybenzene. Homovanillyl alcohol. 2-ALLYL-6-METHOXYPHENOL.

Find more compounds similar to Eugenol.

Mixtures

Sources

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