Chemical Properties of Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1«alpha»,2«beta»,5«alpha»)- (CAS 89-78-1)

Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1«alpha»,2«beta»,5«alpha»)-

InChI
InChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9+,10-/m1/s1
InChI Key
NOOLISFMXDJSKH-KXUCPTDWSA-N
Formula
C10H20O
SMILES
CC1CCC(C(C)C)C(O)C1
Molecular Weight1
156.27
CAS
89-78-1
Other Names
  • (.+/-.)-Menthol
  • 2-Isopropyl-5-methylcyclohexanol
  • 2-Isopropyl-5-methylcyclohexanol, (1«alpha»,2«beta»,5«alpha»)-
  • 3-p-Menthanol
  • 5-Methyl-2-(1-methylethyl)cyclohexanol
  • 5-Methyl-2-(1-methylethyl)cyclohexanol, (1«alpha»,2«beta»,5«alpha»)-
  • 5«alpha»-Methyl-2«beta»-(1«alpha»-methylethyl)cyclohexanol
  • Cyclohexanol, 2-isopropyl-5-methyl-
  • Cyclohexanol, 2-isopropyl-5-methyl-, (1«alpha»,2«beta»,5«alpha»)-
  • Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-rel-
  • Diterpene
  • Fancol menthol
  • Fisherman's friend lozenges
  • Hexahydrothymol
  • Menthacamphor
  • Menthol
  • Menthol terpine hydrate
  • Menthol, cis-1,3,trans-1,4-
  • Menthomenthol
  • NCI-C50000
  • NSC 2603
  • Peppermint camphor
  • Racementhol
  • Racemic menthol
  • Therapeutic mineral ice
  • component of Dermoplast
  • component of Minut-rub
  • component of Robitussin cough drops
  • component of Sarna
  • component of Theragesic
  • dl-Menthol
  • l-Menthol
  • p-Menthan-3-ol
  • rac-Menthol
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Physical Properties

Property Value Unit Source
ΔfH°gas -347.50 kJ/mol Relay (1.0) Calculated Property
ΔfusH° 16.20 kJ/mol Joback Calculated Property
ΔvapH° 74.01 kJ/mol Relay (1.0) Calculated Property
IE 9.15 eV Relay (1.0) Calculated Property
logPoct/wat 2.440 Crippen Calculated Property
McVol 146.770 ml/mol McGowan Calculated Property
Inp [198.32; 1194.00]   Show Hide
Inp 1166.60 NIST
Inp 1174.00 NIST
Inp 1180.00 NIST
Inp 1185.00 NIST
Inp 1169.00 NIST
Inp 1169.00 NIST
Inp 1173.00 NIST
Inp 1173.00 NIST
Inp 1141.00 NIST
Inp 1172.00 NIST
Inp 1174.00 NIST
Inp 1162.00 NIST
Inp 1163.00 NIST
Inp 1161.00 NIST
Inp 1168.00 NIST
Inp 1173.00 NIST
Inp 1178.00 NIST
Inp 1160.00 NIST
Inp 1160.00 NIST
Inp 1160.00 NIST
Inp 1141.00 NIST
Inp 1173.00 NIST
Inp 1165.00 NIST
Inp 1170.00 NIST
Inp 1150.20 NIST
Inp 1175.00 NIST
Inp 1173.00 NIST
Inp 1140.00 NIST
Inp 1181.00 NIST
Inp 1180.78 NIST
Inp 1180.91 NIST
Inp 1156.00 NIST
Inp 1167.00 NIST
Inp 1153.30 NIST
Inp 1153.30 NIST
Inp 1153.30 NIST
Inp 1169.00 NIST
Inp 1175.00 NIST
Inp 1172.00 NIST
Inp 1178.00 NIST
Inp 1186.00 NIST
Inp 1170.00 NIST
Inp 1172.00 NIST
Inp 1180.00 NIST
Inp 1182.00 NIST
Inp 1172.00 NIST
Inp 1154.00 NIST
Inp 1178.00 NIST
Inp 1171.00 NIST
Inp 1194.00 NIST
Inp 1172.00 NIST
Inp 1185.00 NIST
Inp 1185.00 NIST
Inp 1172.00 NIST
Inp 1175.00 NIST
Inp 1191.00 NIST
Inp 1149.00 NIST
Inp 1186.00 NIST
Inp 1188.00 NIST
Inp 1179.00 NIST
Inp 1172.00 NIST
Inp 1173.70 NIST
Inp 1166.00 NIST
Inp 1191.00 NIST
Inp 1160.00 NIST
Inp 1174.00 NIST
Inp 1171.00 NIST
Inp 1172.00 NIST
Inp 1151.00 NIST
Inp 1152.00 NIST
Inp 1153.00 NIST
Inp 1155.00 NIST
Inp 1168.00 NIST
Inp 1186.00 NIST
Inp 1186.00 NIST
Inp 1173.00 NIST
Inp 1173.00 NIST
Inp 1150.00 NIST
Inp 1165.00 NIST
Inp 1163.00 NIST
Inp 1163.00 NIST
Inp 1156.00 NIST
Inp 1169.00 NIST
Inp 1169.00 NIST
Inp 1171.00 NIST
Inp 1175.00 NIST
Inp 1173.00 NIST
Inp 1184.00 NIST
Inp 1184.00 NIST
Inp 1150.00 NIST
Inp 1178.00 NIST
Inp 1175.00 NIST
Inp 1172.00 NIST
Inp 1151.00 NIST
Inp 1160.00 NIST
Inp 1182.00 NIST
Inp 1182.00 NIST
Inp 1172.00 NIST
Inp 1173.00 NIST
Inp 1172.00 NIST
Inp 1171.00 NIST
Inp 1171.00 NIST
Inp 1182.00 NIST
Inp 1148.00 NIST
Inp 1166.00 NIST
Inp 1174.00 NIST
Inp 1165.00 NIST
Inp 1173.00 NIST
Inp 1160.00 NIST
Inp 1171.00 NIST
Inp 1171.00 NIST
Inp 1171.00 NIST
Inp 1158.00 NIST
Inp Outlier 198.32 NIST
Inp 1166.60 NIST
Inp 1173.00 NIST
Inp 1175.00 NIST
Inp 1182.00 NIST
Inp 1171.00 NIST
Inp 1165.00 NIST
Inp 1185.00 NIST
Inp 1141.00 NIST
Inp 1163.00 NIST
I [1589.00; 1652.00]   Show Hide
I 1641.00 NIST
I 1636.00 NIST
I 1637.00 NIST
I 1651.00 NIST
I 1631.00 NIST
I 1640.00 NIST
I 1642.00 NIST
I 1619.00 NIST
I 1632.00 NIST
I 1631.00 NIST
I 1618.00 NIST
I 1651.00 NIST
I 1632.00 NIST
I 1612.00 NIST
I 1630.00 NIST
I 1637.00 NIST
I 1636.00 NIST
I 1642.00 NIST
I 1646.00 NIST
I 1627.00 NIST
I 1615.00 NIST
I 1644.00 NIST
I 1637.00 NIST
I 1641.00 NIST
I 1639.00 NIST
I 1645.00 NIST
I 1652.00 NIST
I 1636.00 NIST
I 1636.00 NIST
I Outlier 1589.00 NIST
I 1631.00 NIST
I 1628.00 NIST
I 1641.00 NIST
I 1637.00 NIST
I 1614.00 NIST
I 1637.00 NIST
I 1651.00 NIST
I 1651.00 NIST
I 1651.00 NIST
I 1612.00 NIST
I 1640.00 NIST
I 1642.00 NIST
I Outlier 1600.00 NIST
I 1631.00 NIST
I 1649.00 NIST
I 1635.00 NIST
I 1637.00 NIST
I 1638.00 NIST
I 1608.00 NIST
I 1652.00 NIST
I 1612.00 NIST
I 1638.00 NIST
I 1636.00 NIST
I 1612.00 NIST
I 1642.00 NIST
I 1649.00 NIST
I 1652.00 NIST
Tboil [489.45; 489.65] K Show Hide
Tboil 489.50 K KDB
Tboil 489.45 ± 0.60 K NIST
Tboil 489.55 ± 0.40 K NIST
Tboil 489.65 ± 0.30 K NIST
Tboil 489.55 ± 0.50 K NIST
Tboil 489.60 ± 0.50 K NIST
Tboil 489.60 ± 0.50 K NIST
Tc [694.00; 694.00] K Show Hide
Tc 694.00 K KDB
Tc 694.00 ± 5.00 K NIST
Tfus [314.00; 315.15] K Show Hide
Tfus 315.00 K KDB
Tfus 314.00 ± 0.60 K NIST
Tfus 315.15 ± 0.50 K NIST

Cheméo can also estimate Critical Pressure, Critical Volume, Standard Gibbs free energy of formation, Acentric Factor, Log10 of Water solubility in mol/l for this compound, but they fall outside the models' validated range, so they are not shown here. Open the prediction tool to compute them on demand.

Temperature Dependent Properties

Property Value Unit Temperature (K) Source
ΔfusH [10.25; 11.88] kJ/mol [301.20; 316.20] Show Hide
ΔfusH 10.25 kJ/mol 301.20 NIST
ΔfusH 11.88 kJ/mol 316.20 NIST
ΔsubH 79.00 ± 4.00 kJ/mol 289.00 NIST

Correlations

Property Value Unit Temperature (K) Source
Cp,gas [196.22; 552.84] 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-5.63200e+01
Coefficient B1.06286e+00
Coefficient C-5.24000e-04
Coefficient D7.03000e-08
Coefficient E0.00000e+00
Temperature range, min.273.00
Temperature range, max.1000.00
Cp,gas 196.22 J/mol×K 273.00 Calculated Property
Cp,gas 257.23 J/mol×K 353.78 Calculated Property
Cp,gas 312.37 J/mol×K 434.56 Calculated Property
Cp,gas 361.87 J/mol×K 515.33 Calculated Property
Cp,gas 405.95 J/mol×K 596.11 Calculated Property
Cp,gas 444.84 J/mol×K 676.89 Calculated Property
Cp,gas 478.74 J/mol×K 757.67 Calculated Property
Cp,gas 507.90 J/mol×K 838.44 Calculated Property
Cp,gas 532.52 J/mol×K 919.22 Calculated Property
Cp,gas 552.84 J/mol×K 1000.00 Calculated Property
Property Value Unit Temperature (K) Source
η [0.0043604; 0.0002277] Pa×s [314.72; 485.80] 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-1.38184e+01
Coefficient B2.63834e+03
Coefficient C0.00000e+00
Coefficient D0.00000e+00
Coefficient E0.00000e+00
Temperature range, min.314.72
Temperature range, max.485.80
η 0.0043604 Pa×s 314.72 Calculated Property
η 0.0027048 Pa×s 333.73 Calculated Property
η 0.0017665 Pa×s 352.74 Calculated Property
η 0.0012051 Pa×s 371.74 Calculated Property
η 0.0008532 Pa×s 390.75 Calculated Property
η 0.0006238 Pa×s 409.76 Calculated Property
η 0.0004689 Pa×s 428.77 Calculated Property
η 0.0003611 Pa×s 447.78 Calculated Property
η 0.0002841 Pa×s 466.79 Calculated Property
η 0.0002277 Pa×s 485.80 Calculated Property
Property Value Unit Temperature (K) Source
Pvap [0.13; 101.24] kPa [329.15; 485.15] 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 A6.60468e+01
Coefficient B-9.08243e+03
Coefficient C-7.05284e+00
Coefficient D3.86441e-06
Coefficient E0.00000e+00
Temperature range, min.329.15
Temperature range, max.485.15
Pvap 0.13 kPa 329.15 Calculated Property
Pvap 0.39 kPa 346.48 Calculated Property
Pvap 1.01 kPa 363.82 Calculated Property
Pvap 2.37 kPa 381.15 Calculated Property
Pvap 5.14 kPa 398.48 Calculated Property
Pvap 10.40 kPa 415.82 Calculated Property
Pvap 19.79 kPa 433.15 Calculated Property
Pvap 35.67 kPa 450.48 Calculated Property
Pvap 61.35 kPa 467.82 Calculated Property
Pvap 101.24 kPa 485.15 Calculated Property
Pvap [0.13; 100.65] kPa [329.00; 485.00] NIST Show Hide
Equationln(Y) = A + B/(T + C)
Y is Pvap in kPa, T in K
Coefficient A1.70011e+01
Coefficient B-5.53990e+03
Coefficient C-3.78530e+01
ReferenceStull, 1947
Temperature range, min.329.00
Temperature range, max.485.00
Pvap 0.13 kPa 329.00 Calculated Property
Pvap 0.38 kPa 346.33 Calculated Property
Pvap 1.00 kPa 363.67 Calculated Property
Pvap 2.36 kPa 381.00 Calculated Property
Pvap 5.12 kPa 398.33 Calculated Property
Pvap 10.36 kPa 415.67 Calculated Property
Pvap 19.71 kPa 433.00 Calculated Property
Pvap 35.53 kPa 450.33 Calculated Property
Pvap 61.07 kPa 467.67 Calculated Property
Pvap 100.65 kPa 485.00 Calculated Property

Similar Compounds

Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1S-(1«alpha»,2«beta»,5«beta»)]-. Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1S-(1«alpha»,2«alpha»,5«beta»)]-. Cyclohexanol, 5-methyl-2-(1-methylethyl)-. Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1«alpha»,2«beta»,5«alpha»)-. Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1«alpha»,2«alpha»,5«alpha»)-. Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1R-(1«alpha»,2«alpha»,5«beta»)]-. Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1«alpha»,2«alpha»,5«beta»)-. Levomenthol. Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1«alpha»,2«beta»,5«beta»)-. Cyclohexanol, trans-2-(1-methylethyl). Cyclohexanol, 2-(1-methylethyl)-. cis-2-Isopropylcyclohexanol. trans-2-Isopropylcyclohexanol. Cyclohexanol, 2,3-dimethyl-. (1R,3S,4R)-(+)-isomenthol.

Find more compounds similar to Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1«alpha»,2«beta»,5«alpha»)-.

Sources

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Outlier This icon means that the value is more than 2 standard deviations away from the property mean.
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