439053
(+)-Isopulegol
99%
Synonym(s):
(1S,2R,5S)-2-Isopropenyl-5-methylcyclohexanol, (1S,3S,4R)-p-Menth-8-en-3-ol
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About This Item
Empirical Formula (Hill Notation):
C10H18O
CAS Number:
Molecular Weight:
154.25
UNSPSC Code:
12352002
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
4659691
Assay:
99%
Form:
liquid
Quality Level
assay
99%
form
liquid
optical activity
[α]20/D +22°, neat
refractive index
n20/D 1.469 (lit.)
bp
91 °C/12 mmHg (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-/m0/s1
InChI key
ZYTMANIQRDEHIO-AEJSXWLSSA-N
General description
Isopulegol is a monoterpene alcohol, which is generally found in essential oils of various plants. It is widely used as a fragrance ingredient in cosmetics, shampoos and toilet soaps. Isopulegol is also a key intermediate in the synthesis of (−)-menthol.
Application
(+)-Isopulegol can be used as a starting material to synthesize:
- A natural product (−)-isopiperitenone.
- Medicinally important octahydro-2H-chromen-4-ol derivatives by reacting with benzaldehydes.
- Antituberculosis diterpenoid named 12-epi-ileabethoxazole.
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signalword
Warning
hcodes
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 3
flash_point_f
172.4 °F - closed cup
flash_point_c
78 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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Fragrance material review on isopulegol
Bhatia SP, et al.
Food And Chemical Toxicology, 46(11), S185-S189 (2008)
Chemoenzymatic synthesis of the intermediates in the peppermint monoterpenoid biosynthetic pathway
Cheallaigh AN, et al.
Journal of Natural Products, 81(7), 1546-1552 (2018)
Central nervous system activity of acute administration of isopulegol in mice
Silva MIG, et al.
Pharmacology, Biochemistry, and Behavior, 88(2), 141-147 (2007)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 439053-1ML | 04061837727245 |