(1R)-(-)-Menthyl acetate

(1R)-(-)-Menthyl acetate Basic information
Product Name:(1R)-(-)-Menthyl acetate
Synonyms:2-isopropyl-5-methyl-,acetate,l-cyclohexan-1-o;5-methyl-2-(1-methylethyl)-,acetate,[1R-(1.alpha.,2.beta.,5.alpha.)]-Cyclohexanol;acetate,(1r,3r,4s)-(-)-mentho;MENTHYL ACETATE, L-;L-MENTHYL ACETATE;FEMA 2668;(-)-ACETOXY-P-MENTHANE;(-)-(1R)-MENTHYL ACETATE
CAS:2623-23-6
MF:C12H22O2
MW:198.3
EINECS:220-076-0
Product Categories:Pharmaceutical Raw Materials;Esters;Chiral Building Blocks;EstersAlphabetic;M;MEA – MES;Organic Building Blocks;Monocyclic Monoterpenes;Biochemistry;Terpenes
Mol File:2623-23-6.mol
(1R)-(-)-Menthyl acetate Structure
(1R)-(-)-Menthyl acetate Chemical Properties
Melting point <25 °C
Boiling point 229-230 °C(lit.)
alpha -81°(20/D, c=8, C6H6)
density 0.92 g/mL at 25 °C(lit.)
vapor pressure 45Pa at 20℃
refractive index n20/D 1.447(lit.)
FEMA 2668 | MENTHYL ACETATE (ISOMER UNSPECIFIED)
Fp 171 °F
storage temp. Sealed in dry,Room Temperature
solubility Chloroform (Slightly), Methanol (Slightly)
form neat
color Colourless
Specific Gravity0.922
Odorat 100.00 %. mentholic minty herbal tea fruity woody floral earthy
Odor Typementholic
optical activity[α]20/D 81°, c = 8 in benzene
Water Solubility 23.2mg/L at 20℃
JECFA Number431
Merck 14,5839
BRN 2208505
LogP4.39 at 25℃
CAS DataBase Reference2623-23-6(CAS DataBase Reference)
EPA Substance Registry SystemCyclohexanol, 5-methyl-2-(1-methylethyl)-, acetate, (1R,2S,5R)- (2623-23-6)
Safety Information
Safety Statements 24/25
RIDADR NA 1993 / PGIII
WGK Germany 3
RTECS AI5900000
TSCA Yes
HS Code 2915 39 00
ToxicityLD50 orally in Rabbit: > 5000 mg/kg LD50 dermal Rabbit > 5000 mg/kg
MSDS Information
ProviderLanguage
SigmaAldrichEnglish
ALFAEnglish
(1R)-(-)-Menthyl acetate Usage And Synthesis
Chemical Properties(1R)-(-)-Menthyl acetate occurs in peppermint oils. It is a colorless liquid with a fresh, fruity, peppermint odor.
(?)-Menthyl acetate is prepared by acetylation of (?)-menthol (e.g., with acetic anhydride). It is used mainly in peppermint flavors and reconstituted peppermint oils, but also to a small extent in perfumery.
UsesL-Menthyl Acetate, and its derivatives, is used as a penetration enhancers, to enhance the skin permeation of various drugs with differing lipophilicities, such as 5-aminolevulinic acid (ALA), 5-fluorouracil (5-FU), isosorbide dinitrate (ISDN), lidocaine (LD), etc.
DefinitionChEBI: (-)-Menthyl acetate is a p-menthane monoterpenoid.
Flammability and ExplosibilityNotclassified
Biochem/physiol ActionsTaste at 25 ppm
Safety ProfileLow toxicity by ingestion and skin contact. A skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes.
(1R)-(-)-Menthyl acetate Preparation Products And Raw materials
Raw materialsSodium acetate–>Peppermint oil

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