Chemical Properties of Levomenthol (CAS 2216-51-5)

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-/m0/s1

InChI Key

NOOLISFMXDJSKH-AEJSXWLSSA-N

Formula

C10H20O

SMILES

CC1CCC(C(C)C)C(O)C1

Molecular Weight¹

156.27

CAS

2216-51-5

Other Names

• (-)-Menthol
• (-)-Menthyl alcohol
• (1R)-(-)-Menthol
• (1R,2S,5R)-(-)-Menthol
• (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol
• (1R,3R,4S)-(-)-menthol
• (1R-(1-«alpha»,2-«beta»,5-«alpha»))-5-Methyl-2-(1-methylethyl)cyclohexanol
• (R)-(-)-Menthol
• 1-Menthol
• 1R-Menthol
• Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-
• Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1R-(1«alpha»,2«beta»,5«alpha»)]-
• L-(-)-Menthol
• L-Menthol
• Menthol, (1R,3R,4S)-(-)-
• NSC 62788
• U.S.P. Menthol

• C_p,gas : Ideal gas heat capacity (J/mol×K).
• η : Dynamic viscosity (Pa×s).
• Δ_fH°_gas : 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_subH : Enthalpy of sublimation 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).
• logP_oct/wat : Octanol/Water partition coefficient.
• McVol : McGowan's characteristic volume (ml/mol).
• I_np : Non-polar retention indices.
• I_p : Polar retention indices.
• T_boil : Normal Boiling Point Temperature (K).
• T_c : Critical Temperature (K).
• T_fus : Normal melting (fusion) point (K).
• ¹: Molecular weight from the IUPAC atomic weights tables.

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°	56.60	kJ/mol	NIST
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	[1143.95; 1180.78]
Inp	1158.58		NIST
Inp	1161.95		NIST
Inp	1165.41		NIST
Inp	1169.10		NIST
Inp	1172.79		NIST
Inp	1176.76		NIST
Inp	1180.78		NIST
Inp	1143.95		NIST
Inp	1146.99		NIST
Inp	1149.57		NIST
Inp	1152.38		NIST
Inp	1155.38		NIST
Inp	1150.40		NIST
Inp	1178.00		NIST
Inp	1172.00		NIST
Inp	1171.00		NIST
Inp	1178.00		NIST
Inp	1158.58		NIST
Inp	1176.76		NIST
Inp	1152.38		NIST
Inp	1172.00		NIST
Ip	[1596.00; 1652.00]
Ip	1626.00		NIST
Ip	1652.00		NIST
Ip	1596.00		NIST
Ip	1599.00		NIST
Ip	1639.00		NIST
Ip	1651.00		NIST
Ip	1642.00		NIST
Ip	1612.00		NIST
Ip	1626.00		NIST
Tboil	[485.20; 489.60]	K
Tboil	485.20	K	NIST
Tboil	489.60	K	NIST
Tc	685.53	K	Relay (1.0) Calculated Property
Tfus	[314.65; 316.15]	K
Tfus	316.15	K	Jean-Claude Bradley Open Melting Point Dataset (2014, CC0) Compiled value
Tfus	314.65 ± 1.50	K	NIST
Tfus	315.40 ± 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	11.88	kJ/mol	316.20	NIST
ΔsubH	95.80 ± 4.80	kJ/mol	289.00	NIST
ΔvapH	[58.20; 59.10]	kJ/mol	[407.00; 430.00]
ΔvapH	58.20	kJ/mol	407.00	NIST
ΔvapH	59.10	kJ/mol	430.00	NIST

Correlations

Property	Value	Unit	Temperature (K)	Source
Cp,gas	[196.22; 552.84]	J/mol×K	[273.00; 1000.00]	Joback Predicted correlation
Equation			Y = 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 B			1.06286e+00
Coefficient C			-5.24000e-04
Coefficient D			7.03000e-08
Coefficient E			0.00000e+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	[0.0042819; 0.0001872]	Pa×s	[315.40; 503.96]	Joback Predicted correlation
Equation			Y = 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 B			2.63834e+03
Coefficient C			0.00000e+00
Coefficient D			0.00000e+00
Coefficient E			0.00000e+00
Comment			Liquid phase. Joback/Reid (1987), valid from Tf to 0.7·Tc.
Temperature range, min.			315.40
Temperature range, max.			503.96
η	0.0042819	Pa×s	315.40	Calculated Property
η	0.0025430	Pa×s	336.35	Calculated Property
η	0.0016055	Pa×s	357.30	Calculated Property
η	0.0010665	Pa×s	378.25	Calculated Property
η	0.0007396	Pa×s	399.20	Calculated Property
η	0.0005320	Pa×s	420.15	Calculated Property
η	0.0003948	Pa×s	441.10	Calculated Property
η	0.0003010	Pa×s	462.06	Calculated Property
η	0.0002350	Pa×s	483.01	Calculated Property
η	0.0001872	Pa×s	503.96	Calculated Property

Similar Compounds

Find more compounds similar to Levomenthol.

Sources

• Jean-Claude Bradley Open Melting Point Dataset (2014, CC0) ChEDL chemicals 1.5.2, from Bradley, J.-C.; Williams, A.; Lang, A. Jean-Claude Bradley Open Melting Point Dataset. Figshare, 2014 (CC0).
• Cheméo Relay (1.0)
• Cheméo Relay (1.0, beta) Beta: served but experimental, data-limited and below our cross-validation release bar; the Joback value is recommended where available.
• Crippen Method
• Crippen Method
• Joback Method
• McGowan Method
• NIST Webbook

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