328847
(S)-(−)-Pulegone
98%
Synonym(s):
(−)-Pulegone, (S)-2-Isopropylidene-5-methylcyclohexanone, (S)-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
Beilstein:
2040703
MDL number:
UNSPSC Code:
12352115
PubChem Substance ID:
NACRES:
NA.22
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Assay
98%
optical activity
[α]20/D −22°, neat
refractive index
n20/D 1.488 (lit.)
bp
223-224 °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-/m0/s1
InChI key
NZGWDASTMWDZIW-QMMMGPOBSA-N
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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The Journal of organic chemistry, 77(20), 9422-9425 (2012-10-04)
A three-step synthesis of (R)-(+)-4-methylcyclohex-2-ene-1-one (1) from (R)-(+)-pulegone (3), proceeding in 44% overall yield, is described. The sequence comprises vinyl triflate formation, site-selective ozonolysis, and reduction. The route requires only one chromatographic purification and provides a convenient method to access
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