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63660

(−)-Menthol

analytical standard

Synonym(s):

(1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol, 5-Methyl-2-(1-methylethyl)cyclohexanol

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About This Item

Empirical Formula (Hill Notation):
C10H20O
CAS Number:
Molecular Weight:
156.27
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
EC Number:
218-690-9
Beilstein/REAXYS Number:
1902293
MDL number:
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grade

analytical standard

Quality Segment

assay

≥99.0% (sum of enantiomers, GC)

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

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

mp

~43 °C

application(s)

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

General description

(-)-Menthol is a cyclic terpene alcohol that occurs in mentha species.It is responsible for their distinctive odor and flavor.[1]

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
This compound is commonly found in plants of the genus: mentha

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This Item
15785W266523W266590
application(s)

food and beverages

application(s)

pharmaceutical (small molecule)

application(s)

flavors and fragrances

application(s)

flavors and fragrances

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

-

technique(s)

-

technique(s)

-

format

neat

format

-

format

-

format

-

Quality Level

100

Quality Level

200

Quality Level

300, 400

Quality Level

300, 400

grade

analytical standard

grade

-

grade

FG, Halal, Kosher, natural

grade

FG, Kosher

assay

≥99.0% (sum of enantiomers, GC)

assay

98.0-102.0%

assay

≥99%

assay

≥99%


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pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

201.2 °F - closed cup

flash_point_c

94 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Certificates of Analysis (COA)

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M. Ihara et al.
Journal of the Chemical Society. Chemical Communications, 9-9 (1988)
G. Solladie et al.
Synthesis, 173-173 (1987)
Menthol: a refreshing look at this ancient compound
Patel T, et al.
Journal of the American Academy of Dermatology, 57(5), 873-878 (2007)



Global Trade Item Number

SKUGTIN
63660-1G04061838820518
63660-100G04061832722832
63660-500G04061834089926

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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