L-Menthol

L-Menthol Basic information
Product Name:L-Menthol
Synonyms:(1R,2S,5R)-(-)-MENTHOL, 99+%, SUBLIMED;L-MENTHOL 99+% NATURAL FCC;L-MENTHOL, 99+%;(1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexanol;Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1R-(1α,2,5α)]-;(1R,2S,5R)-(L)-Menthol;Mentol Crysta;L-MENTHOL, BP 99+%
CAS:2216-51-5
MF:C10H20O
MW:156.27
EINECS:218-690-9
Product Categories:Inhibitors;Organics;chiral;Biochemistry;Terpenes;Terpenes (Others);for Resolution of Acids;Monocyclic Monoterpenes;Optical Resolution;Synthetic Organic Chemistry;API;2216-51-5
Mol File:2216-51-5.mol
L-Menthol Structure
L-Menthol Chemical Properties
Melting point 41-45 °C (lit.)
Boiling point 212 °C (lit.)
alpha -51 º (589nm, c=10, EtOH)
density 0.89 g/mL at 25 °C (lit.)
vapor pressure 0.8 mm Hg ( 20 °C)
FEMA 2665 | MENTHOL RACEMIC
refractive index 1.46
Fp 200 °F
storage temp. Store below +30°C.
solubility 490mg/l
form Crystals or Crystalline Needles
pka15.30±0.60(Predicted)
Specific Gravity0.89
color Colorless to white
Odorat 10.00 % in dipropylene glycol. peppermint cooling mentholic minty
Odor Typementholic
optical activity[α]22/D 49°, c = 10 in 95% ethanol
Water Solubility insoluble
Merck 14,5837
BRN 1902293
Stability:Stable.
InChIKeyNOOLISFMXDJSKH-KXUCPTDWSA-N
LogP3.15 at 25℃
CAS DataBase Reference2216-51-5(CAS DataBase Reference)
NIST Chemistry ReferenceCyclohexanol, 5-methyl-2-(1-methylethyl)-, [1R-(1«alpha»,2«beta»,5«alpha»)]-(2216-51-5)
EPA Substance Registry SystemLevomenthol (2216-51-5)
Safety Information
Hazard Codes Xi
Risk Statements 37/38-41-36/37/38
Safety Statements 26-39-37/39-36
WGK Germany 2
RTECS OT0700000
TSCA Yes
HS Code 29061100
Hazardous Substances Data2216-51-5(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: 3300 mg/kg LD50 dermal Rabbit > 5000 mg/kg
MSDS Information
ProviderLanguage
(1R,2S,5R)-(-)-Menthol English
SigmaAldrich English
ACROS English
ALFA English
L-Menthol Usage And Synthesis
Chemical Propertieswhite to light yellow crystal powde
Uses(1R,2S,5R)-(-)-Menthol (L-Menthol) is the natural form of Menthol. L-Menthol is used as: refreshing agent, food flavor, cool and antipruritic drug, carminative drug. Menthol crystals is used for pers onal care and cosmetics.
UsesL-Menthol is used as a cooling agent that strongly activates TRPM8.(Transient Receptor Potential Cation Channel, Subfamily M, Member 8 is a Protein Coding gene). It is used as analgesic (topical), antipruritic agent. It is used as: refreshing agent, food flavor, cool and antipruritic drug, carminative drug. Menthol crystals is used for pers onal care and cosmetics.
DefinitionChEBI: A p-menthan-3-ol which has (1R,2S,5R)-stereochemistry. It is the most common naturally occurring enantiomer.
General DescriptionProduced and qualified by HWI pharma services GmbH.
Exact content by quantitative NMR can be found on the certificate.
Flammability and ExplosibilityNonflammable
Biochem/physiol ActionsTaste at 25 ppm
Safety ProfilePoison by intravenous route. Moderately toxic by ingestion, intraperitoneal, and subcutaneous routes. An eye irritant. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.
Purification MethodsCrystallise menthol from CHCl3,pet ether or EtOH/water. [Barrow & Atkinson J Chem Soc 638 1939, Beilstein 6 III 133, 6 IV 150.]
MENTHOL BOLD CRYSTAL,MENTHOL BOLD CRYSTAL Silicic acid tetra-menthol ester,Silicic acid tetra-menthol ester 11ALPHA-HYDROXYMETHYLTESTOSTERONE ISOPROPYL LAURATE Menthol octadecanoate,Menthol octadecanoate (1alpha,2beta,5alpha)-5-(isopropyl)-2-methylcyclohexan-1-ol (-)-MENTHOXYACETIC ACID Menthol, fumarate (2:1), (1R,3R,4S)-,Menthol, fumarate (2:1), (1R,3R,4S)- l-Menthol acetate,l-Menthol acetate MENTHYL SALICYLATE 11ALPHA-HYDROXYPROGESTERONE ACETATE (+)-MENTHYL CHLOROFORMATE (1R)-(-)-DIMENTHYL SUCCINATE 1-(1'(R)-ALPHA-METHYLBENZYL)-AZIRIDINE-2(S)-CARBOXYLIC ACID (-)-MENTHOL ESTER,1-(1'(R)-ALPHA-METHYLBENZYL)-AZIRIDINE-2(S)-CARBOXYLIC ACID (-)-MENTHOL ESTER 11α-Hydroxyandrosta-1,4-dien-3,17-dione ROCKOGENIN (+)-8-PHENYLMENTHYL CHLOROACETATE 11ALPHA-HYDROXYPROGESTERONE Menthol Crystals

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