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L-Menthyl acetate

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L-Menthyl acetate Basic information

Product Name:
L-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
  • Monocyclic Monoterpenes
  • Biochemistry
  • Terpenes
  • Organic Building Blocks
Mol File:
2623-23-6.mol
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L-Menthyl acetate Chemical Properties

Melting point:
<25 °C
alpha 
-81°(20/D, c=8, C6H6)
Boiling point:
229-230 °C(lit.)
Density 
0.92 g/mL at 25 °C(lit.)
vapor pressure 
45Pa at 20℃
FEMA 
2668 | MENTHYL ACETATE (ISOMER UNSPECIFIED)
refractive index 
n20/D 1.447(lit.)
Flash point:
171 °F
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Liquid
Specific Gravity
0.922
color 
Colourless
Odor
at 100.00 %. mentholic minty herbal tea fruity woody floral earthy
Odor Type
mentholic
optical activity
[α]20/D 81°, c = 8 in benzene
Water Solubility 
23.2mg/L at 20℃
JECFA Number
431
Merck 
14,5839
BRN 
2208505
LogP
4.39 at 25℃
CAS DataBase Reference
2623-23-6(CAS DataBase Reference)
EPA Substance Registry System
Cyclohexanol, 5-methyl-2-(1-methylethyl)-, acetate, (1R,2S,5R)- (2623-23-6)
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Safety Information

Safety Statements 
24/25
RIDADR 
NA 1993 / PGIII
WGK Germany 
3
RTECS 
AI5900000
TSCA 
Yes
HS Code 
2915 39 00
Toxicity
LD50 orally in Rabbit: > 5000 mg/kg LD50 dermal Rabbit > 5000 mg/kg

MSDS

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L-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.

Uses

L-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.

Definition

ChEBI: (-)-Menthyl acetate is a p-menthane monoterpenoid.

Flammability and Explosibility

Not classified

Biochem/physiol Actions

Taste at 25 ppm

Safety Profile

Low toxicity by ingestion and skin contact. A skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes.

Synthesis

L-Menthyl acetate is produced by direct esterification of racemicMenthol with Acetic acid under azeotropic conditions.

L-Menthyl acetate Preparation Products And Raw materials

Raw materials

L-Menthyl acetateSupplier

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