63660

Supelco

(−)-Menthol

analytical standard

Synonym(s):
5-Methyl-2-(1-methylethyl)cyclohexanol, (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol
Empirical Formula (Hill Notation):
C10H20O
CAS Number:
Molecular Weight:
156.27
Beilstein/REAXYS Number:
1902293
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

assay

≥99.0% (sum of enantiomers, GC)

form

neat

optical activity

[α]20/D −50±1°, c = 10% in ethanol

optical purity

enantiomeric ratio: ≥99:1 (GC)

shelf life

limited shelf life, expiry date on the label

application(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

~43 °C

Featured Industry

Food and Beverages

format

neat

SMILES string

CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O

InChI

1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9+,10-/m1/s1

InChI key

NOOLISFMXDJSKH-KXUCPTDWSA-N

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General description

(-)-Menthol is a cyclic terpene alcohol that occurs in mentha species.It is responsible for their distinctive odor and flavor.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Other Notes

Important resolving agent for acids, recent applications include; Crystallization-induced asymmetric transformation of malonates ; Chiral auxiliary

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 1

Flash Point(F)

201.2 °F - closed cup

Flash Point(C)

94 °C - closed cup

Certificate of Analysis

Certificate of Origin

G. Solladie et al.
Synthesis, 173-173 (1987)
M. Ihara et al.
Journal of the Chemical Society. Chemical Communications, 9-9 (1988)
J.-M. Brunel et al.
The Journal of Organic Chemistry, 58, 7313-7313 (1993)
N. Katagiri et al.
The Journal of Organic Chemistry, 53, 227-227 (1988)
Menthol: a refreshing look at this ancient compound
Patel T, et al.
Journal of the American Academy of Dermatology, 57(5), 873-878 (2007)
Protocols
-Cymene; (−)-Menthone; α-Terpineol, natural, ≥96%, FCC, FG; Terpinolene; β-Bourbonene; 1-Octen-3-ol; β-Caryophyllene; Linalool; α-Terpinene; (−)-Menthol
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