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(−)-Isopulegol

Name: (−)-Isopulegol
Brand: ALDRICH
Price: 78.6 USD
Availability: InStock

99%

Synonym(s):

(1R,2S,5R)-2-Isopropenyl-5-methylcyclohexanol, (1R,3R,4S)-p-Menth-8-en-3-ol

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Size/SKU	Availability	Price
1 mL	Check Cart for Availability	$78.60

About This Item

Empirical Formula (Hill Notation):

C₁₀H₁₈O

CAS Number:

89-79-2

Molecular Weight:

154.25

UNSPSC Code:

12352205

NACRES:

NA.22

PubChem Substance ID:

24867323

EC Number:

201-940-6

Beilstein/REAXYS Number:

1906573

MDL number:

MFCD00134655

Assay:

99%

Form:

liquid

$78.60

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Properties

Quality Segment

100

assay

99%

form

liquid

optical activity

[α]20/D −22°, neat

reaction suitability

reagent type: chrial catalyst

refractive index

n20/D 1.471 (lit.)

bp

212 °C (lit.)

density

0.912 g/mL at 25 °C (lit.)

functional group

hydroxyl

SMILES string

C[C@@H]1CC[C@H]([C@H](O)C1)C(C)=C

InChI

1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h8-11H,1,4-6H2,2-3H3/t8-,9+,10-/m1/s1

InChI key

ZYTMANIQRDEHIO-KXUCPTDWSA-N

Description

General description

Isopulegol is monoterpene alcohol, a useful ingredient for the production of fragrances in perfume industries. It is also used as a starting material in the manufacture of menthol by the hydrogenation process. Menthol is an important component in cosmetics, pharmaceuticals, and toothpaste.

Application

(−)-Isopulegol can be used as a starting material for the enantioselective preparation of:

8-arylmenthols by Smiles-Truce rearrangement of aryl sulfonates.,·
Stereoisomers of 5,9-dimethylpentadecane.
Octahydro-2H-chromen-4-ol by Prins cyclization with vanillin in the presence of montmorillonite clay as the catalyst.
p-menthane-3,8,9-triol by catalytic Sharpless dihydroxylation.

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This Item	59770	W296236	15785
Sigma-Aldrich 439061 (−)-Isopulegol	Supelco 59770 (−)-Isopulegol	Sigma-Aldrich W296236 (−)-Isopulegol	Sigma-Aldrich 15785 (−)-Menthol
description 99%	description analytical standard	description ≥98%, FG	description puriss., meets analytical specification of Ph. Eur., BP, USP, 98.0-102.0%
assay 99%	assay ≥99.0% (sum of enantiomers, GC)	assay ≥98%	assay 98.0-102.0%
Quality Level 100	Quality Level 100	Quality Level 300	Quality Level 200
form liquid	form -	form -	form solid
refractive index n20/D 1.471 (lit.)	refractive index n20/D 1.472, n20/D 1.471 (lit.)	refractive index n20/D 1.471 (lit.)	refractive index -
bp 212 °C (lit.)	bp 212 °C (lit.)	bp 212 °C (lit.)	bp -
density 0.912 g/mL at 25 °C (lit.)	density 0.912 g/mL at 25 °C (lit.)	density 0.912 g/mL at 25 °C (lit.)	density -

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Pictograms

GHS07

Signal Word

Warning

Hazard Codes

H302,H315,H319,H335

Precautionary Statements

P261 - P264 - P270 - P301 + P312 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class

10 - Combustible liquids

WGK

WGK 1

Flash Point (°F)

172.4 °F - closed cup

Flash Point (°C)

78 °C - closed cup

PPE (personal protective equipment)

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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