Welcome to LookChem.com Sign In|Join Free
  • or
Home > Products >  > 

L-Menthol
Related Products

Hot Products

Basic Information Post buying leads Suppliers Cas Database
Name

L-Menthol

 EINECS 218-690-9
CAS No. 2216-51-5 Density 0.89 g/cm3
PSA 20.23000 LogP 2.43950
Solubility insoluble in water Melting Point 41-44 °C(lit.)
Formula C10H20O Boiling Point 215.383 °C at 760 mmHg
Molecular Weight 156.268 Flash Point 93.333 °C
Transport Information N/A Appearance white to light yellow crystal powder
Safety 26-39-37/39-36 Risk Codes 37/38-41-36/37/38
Molecular Structure Molecular Structure of 2216-51-5 (L-Menthol) Hazard Symbols IrritantXi
Synonyms

Cyclohexanol,5-methyl-2-(1-methylethyl)-, [1R-(1a,2b,5a)]-;Menthol, (1R,3R,4S)-(-)- (8CI);(-)-Menthol;(-)-Menthylalcohol;(-)-trans-p-Methan-cis-3-ol;(1R)-(-)-Menthol;(1R,2S,5R)-(-)-Menthol;(1R,2S,5R)-2-Isopropyl-5-methylcyclohexan-1-ol;(1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol;(R)-(-)-Menthol;L-Menthol;Levomenthol;NSC 62788;

Article Data 352

L-Menthol Synthetic route

76648-56-1

menthyl allyl carbonate

2216-51-5

(-)-menthol

Conditions
ConditionsYield
With diethylamine; palladium diacetate; trisodium tris(3-sulfophenyl)phosphine In water for 0.5h; Ambient temperature;100%
34350-47-5

(1S,2R,4R)-(-)-2-tert-butoxy-1-isopropyl-4-methylcyclohexane

2216-51-5

(-)-menthol

Conditions
ConditionsYield
With sodium iodide; cerium(III) chloride In acetonitrile at 70℃; for 2h;100%
With cerium(III) chloride; sodium iodide In acetonitrile at 70℃; for 17h;
76648-56-1

menthyl allyl carbonate

75-33-2

2-propanethiol

A

50996-72-0

allylisopropyl sulfide

B

124-38-9

carbon dioxide

C

2216-51-5

(-)-menthol

Conditions
ConditionsYield
With Roussin's red salt ester; tetrabutylammomium bromide; potassium hydride In tetrahydrofuran; ethanol at 40℃; for 14h;A n/a
B n/a
C 100%
2385-77-5

(R)-Citronellal

2216-51-5

(-)-menthol

Conditions
ConditionsYield
With hydrogen In water at 80℃; under 7500.75 Torr; for 48h; Inert atmosphere; Autoclave;100%
With 20percent 12-tungstophosphoric acid supported on MCM-41 In dichloromethane at 20℃; for 3h; Inert atmosphere;
Multi-step reaction with 2 steps
1: 0 - 5 °C
2: Raney nickel / 10 h / 70 °C / 18751.9 Torr / Inert atmosphere
View Scheme
With hydrogen In water at 60℃; under 7500.75 Torr; for 23h; Catalytic behavior; Reagent/catalyst; Temperature; Autoclave;99 %Chromat.
7786-67-6, 18674-65-2, 20549-46-6, 21290-09-5, 29141-10-4, 50373-36-9, 59905-53-2, 59905-54-3, 96612-21-4, 104870-56-6, 121468-66-4, 122517-60-6, 122517-61-7, 144541-38-8, 89-79-2

isopulegol

2216-51-5

(-)-menthol

Conditions
ConditionsYield
With hydrogen In toluene at 100℃; under 22502.3 Torr; for 0.25h; Catalytic behavior; Pressure; Temperature; Reagent/catalyst; Flow reactor;99.9%
With hydrogen; nickel; 4-methoxy-aniline In hexane at 80℃; under 30003 Torr; for 10h; Temperature; Pressure; Solvent; Autoclave;99.9%
With ethanol; palladium on activated charcoal; sodium hydroxide; silicon at 20℃; for 72h; Schlenk technique;94%
10458-14-7, 14073-97-3

(2R,5S)-menthone

2216-51-5

(-)-menthol

Conditions
ConditionsYield
With iron(II) chloride tetrahydrate; lithium In tetrahydrofuran; mineral oil at 20℃; for 4h; Reagent/catalyst; Inert atmosphere; stereoselective reaction;99%
With tris(pentafluorophenyl)borate; hydrogen In diethyl ether at 70℃; under 45603.1 Torr; for 12h; Solvent; Glovebox;88%
With sulfuric acid bei der elektrolytischen Reduktion;
2623-23-6

L-menthyl acetate

2216-51-5

(-)-menthol

Conditions
ConditionsYield
With [Ru(2-(methylthio)-N-[(pyridin-2-yl)methyl]ethan-1-amine)(triphenylphosphine)Cl2]; potassium tert-butylate; hydrogen In toluene at 80℃; under 30003 Torr; for 3h;99%
With ytterbium(III) triflate In isopropyl alcohol for 74h; Deacetylation; Heating;95%
With sodium hydroxide In methanol; dichloromethane at 20℃; for 0.75h; Solvent;95%
72020-06-5, 80924-03-4, 97526-56-2, 123121-06-2, 128946-28-1, 128946-29-2, 128946-30-5, 128946-31-6, 134052-28-1

2-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy)tetrahydro-2H-pyran

2216-51-5

(-)-menthol

Conditions
ConditionsYield
poly(4-vinylpyridinium) p-toluenesulfonate In tetrahydrofuran; ethanol at 75℃; for 45h; Hydrolysis;98%
With trichloroisocyanuric acid In methanol at 20℃; for 4h;94%
With tris-(4-bromophenyl)aminium hexachloroantimonate In methanol at 20℃; for 2.5h;93%
548464-35-3

4-methoxybenzyl (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl ether

2216-51-5

(-)-menthol

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; 1,3-Dimethoxybenzene In dichloromethane at 21℃; for 0.166667h;98%
With trifluorormethanesulfonic acid; toluene-4-sulfonamide In diethyl ether95%
With silver hexafluoroantimonate; 1,2,3-trimethoxybenzene In dichloromethane at 40℃; for 2.5h;93%
40940-58-7, 144266-44-4, 67528-21-6

(1S,2R,4R)-2-(allyloxy)-1-isopropyl-4-methylcyclohexane

2216-51-5

(-)-menthol

Conditions
ConditionsYield
With diisobutylaluminium hydride; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In diethyl ether; toluene at 0 - 20℃; for 3h;97%
Stage #1: (1S,2R,4R)-2-(allyloxy)-1-isopropyl-4-methylcyclohexane; Grubbs catalyst first generation In dichloromethane at 20℃; for 12h;
Stage #2: With hydrogenchloride		95%
With triisopropoxytitanium(IV) chloride; n-butyl magnesium bromide In tetrahydrofuran; diethyl ether; hexane for 2h; Ambient temperature;94%

L-Menthol Consensus Reports

Reported in EPA TSCA Inventory.

L-Menthol Specification

The L-Menthol is an organic compound with the formula C10H20O. The IUPAC name of this chemical is (1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol. With the CAS registry number 2216-51-5, it is also named as (±)-Menthol. The product's categories are Organics; Chiral; Biochemistry; Terpenes; Terpenes (Others); For Resolution of Acids; Monocyclic Monoterpenes; Optical Resolution; Synthetic Organic Chemistry. Besides, it is a white to light yellow crystal powder, which should be stored in a closed cool and dry place. It can be used flavoring agent in toothpaste, perfume, drinks and candy. It is used as stimulate drug in medicine.

Physical properties about L-Menthol are: (1)ACD/LogP: 3.22; (2)ACD/LogD (pH 5.5): 3.216; (3)ACD/LogD (pH 7.4): 3.216; (4)ACD/BCF (pH 5.5): 163.88; (5)ACD/BCF (pH 7.4): 163.88; (6)ACD/KOC (pH 5.5): 1338.956; (7)ACD/KOC (pH 7.4): 1338.956; (8)#H bond acceptors: 1; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 20.23 Å2; (12)Index of Refraction: 1.457; (13)Molar Refractivity: 47.833 cm3; (14)Molar Volume: 175.542 cm3; (15)Polarizability: 18.963×10-24cm3; (16)Surface Tension: 29.706 dyne/cm; (17)Density: 0.89 g/cm3; (18)Flash Point: 93.333 °C; (19)Enthalpy of Vaporization: 52.536 kJ/mol; (20)Boiling Point: 215.383 °C at 760 mmHg; (21)Vapour Pressure: 0.032 mmHg at 25°C.

Preparation: this chemical can be prepared by acetic acid menthyl ester. This reaction will need reagent sodium and solvent diethyl ether, 2-methyl-propan-2-ol, hexamethylphosphoric acid triamide. The yield is about 57%.



Uses of L-Menthol: it can be used to produce p-menthan-3-one at temperature of 20 °C. It will need reagent o-iodoxy benzoic acid and 1-butyl-3-methyl-imidazolium chloride with reaction time of 8 hours. The yield is about 80%.

When you are using this chemical, please be cautious about it as the following:
It is risk of serious damage to eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: CC1CCC(C(C1)O)C(C)C
(2)InChI: InChI=1/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3
(3)InChIKey: NOOLISFMXDJSKH-UHFFFAOYAE
(4)Std. InChI: InChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3
(5)Std. InChIKey: NOOLISFMXDJSKH-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 intraperitoneal 800mg/kg (800mg/kg)   FAO Nutrition Meetings Report Series. Vol. 44A, Pg. 58, 1967.
cat LD50 oral 800mg/kg (800mg/kg)   FAO Nutrition Meetings Report Series. Vol. 44A, Pg. 58, 1967.
cat LDLo intravenous 34mg/kg (34mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION Archives Internationales de Pharmacodynamie et de Therapie. Vol. 63, Pg. 43, 1939.
guinea pig LDLo intraperitoneal 4gm/kg (4000mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 63, Pg. 43, 1939.
mouse LD50 intraperitoneal 6600mg/kg (6600mg/kg)   Farmatsevtichnii Zhurnal Vol. 17(3), Pg. 53, 1962.
mouse LD50 oral 3400mg/kg (3400mg/kg)   Quarterly Journal of Pharmacy & Pharmacology. Vol. 5, Pg. 233, 1932.
mouse LD50 subcutaneous 5gm/kg (5000mg/kg)   FAO Nutrition Meetings Report Series. Vol. 44A, Pg. 58, 1967.
rabbit LD50 skin > 5gm/kg (5000mg/kg)   Food and Cosmetics Toxicology. Vol. 14, Pg. 471, 1976.
rabbit LDLo intraperitoneal 2gm/kg (2000mg/kg)   FAO Nutrition Meetings Report Series. Vol. 44A, Pg. 58, 1967.
rat LD50 intraperitoneal 700mg/kg (700mg/kg) BEHAVIORAL: GENERAL ANESTHETIC

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION		 Journal of Pharmacy and Pharmacology. Vol. 35, Pg. 110, 1983.
rat LD50 oral 3300mg/kg (3300mg/kg)   FAO Nutrition Meetings Report Series. Vol. 44A, Pg. 58, 1967.
rat LD50 subcutaneous 1gm/kg (1000mg/kg)   FAO Nutrition Meetings Report Series. Vol. 44A, Pg. 58, 1967.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 2216-51-5