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328847

Sigma-Aldrich

(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:
3391-90-0
Molecular Weight:
152.23
Beilstein:
2040703
MDL number:
MFCD00142347
UNSPSC Code:
12352115
PubChem Substance ID:
24859753
NACRES:
NA.22

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.)

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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Yi Wang et al.
Plant, cell & environment, 44(2), 559-573 (2020-11-21)
In plants, cellular lipid peroxidation is enhanced under low nitrogen (LN) stress; this increases the lipid-derived reactive carbonyl species (RCS) levels. The cellular toxicity of RCS can be reduced by various RCS-scavenging enzymes. However, the roles of these enzymes in
Barbara Kay Clapperton et al.
Pest management science, 68(6), 870-877 (2012-02-18)
Repellents may prevent bird pests from eating crops or protect non-target birds from eating harmful substances. The feeding behaviour of free-ranging house sparrows (Passer domesticus) presented with wheat treated with the secondary repellent anthraquinone (AQ), paired with visual and/or olfactory
Daniel Segev et al.
Chemistry & biodiversity, 9(3), 577-588 (2012-03-17)
Populations of Mentha longifolia, an endangered species in Israel, were tested for essential oil composition and conservational ability. In 2002-2003, 25 wild populations country-wide were tested, indicating population divergence into two chemotypes. Chemotype A was characterized by high levels of
Xiaoying Zhou et al.
Natural product communications, 7(1), 81-82 (2012-03-21)
The essential oils of Ziziphora clinopodioide Lam. from four different production areas (Banfang ditch; Altay mountains; Tuoli; Terks) were investigated. The oils were extracted by hydro-distillation and analyzed by gas chromatography-mass spectrometry (GC-MS). Seventeen constituents were identified in the essential
Maung Kyaw Moe Tun et al.
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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