376388
(R)-(+)-Pulegone
≥90%
Synonym(s):
(+)-Pulegone, (R)-2-Isopropylidene-5-methylcyclohexanone, (R)-p-Menth-4(8)-en-3-one, p-Menth-4(8)-en-3-one
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About This Item
Empirical Formula (Hill Notation):
C10H16O
CAS Number:
Molecular Weight:
152.23
UNSPSC Code:
12352200
NACRES:
NA.22
PubChem Substance ID:
EC Number:
201-943-2
Beilstein/REAXYS Number:
2040703
MDL number:
Assay:
≥90%
Form:
liquid
vapor pressure
138 mmHg ( 25 °C)
assay
≥90%
form
liquid
optical activity
[α]20/D +23.5°, neat
refractive index
n20/D 1.486 (lit.)
bp
224 °C (lit.)
density
0.937 g/mL at 25 °C (lit.)
functional group
ketone
SMILES string
C[C@@H]1CC\C(=C(\C)C)C(=O)C1
InChI
1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h8H,4-6H2,1-3H3/t8-/m1/s1
InChI key
NZGWDASTMWDZIW-MRVPVSSYSA-N
General description
(R)-(+)-Pulegone, a monoterpene ketone found in the essential oil of pennyroyal, can induce abortion.
Application
(R)-(+)-Pulegone may be used as a starting material to synthesize:
- (2S,4R,6R,8S)-2,4,8-trimethyl-1,7-dioxaspiro[5.5]undecane, a spiroketal
- (R)-(+)-citronellic acid, an intermediate to prepare leucine-d3
- (+)-fawcettidine, a lycopodium alkaloid
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signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Carc. 2
Storage Class
10 - Combustible liquids
wgk
WGK 1
flash_point_f
179.6 °F - closed cup
flash_point_c
82 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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Total Synthesis of (+)-Fawcettidine.
Kozak JA and Dake GR.
Angewandte Chemie (International Edition in English), 47(22), 4221-4223 (2008)
Metabolism of (R)-(+)-pulegone in F344 rats.
Chen LJ, et al.
Drug Metabolism and Disposition, 29(12), 1567-1577 (2001)
From (R)-(+)-pulegone to (2S,4R,6R,8S)-2,4,8-trimethyl-1,7-dioxaspiro[5.5]undecane-A unique spiroacetal from the insect Kingdom.
Tu YQ, et al.
Tetrahedron Asymmetry, 6(2), 397-400 (1995)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 376388-5G | 04061831835175 |
| 376388-100G | 04061837385001 |