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Merck
CN

09164

(+)-Dihydrocarvone, mixture of isomers

analytical standard

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About This Item

Empirical Formula (Hill Notation):
C10H16O
CAS Number:
Molecular Weight:
152.23
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
85151701
EC Number:
231-857-0
MDL number:
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InChI

1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-9H,1,4-6H2,2-3H3

InChI key

AZOCECCLWFDTAP-UHFFFAOYSA-N

SMILES string

CC1CCC(CC1=O)C(C)=C

grade

analytical standard

vapor density

5.2 (vs air)

vapor pressure

0.06 mmHg ( 20 °C)

assay

≥98% (GC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

refractive index

n20/D 1.471 (lit.)

bp

87-88 °C/6 mmHg (lit.)

density

0.929 g/mL at 25 °C (lit.)

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

format

neat

storage temp.

2-8°C

Quality Level

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General description

Dihydrocarvone, an oxygenated monoterpene, is used in the synthesis of several products, including chiral bicyclic phenols, hydroxy ketone 7, lucinone, etc. Dihydrocarvone is also a potential insect repellent known to be effective against the rice weevil Sitophilus oryzae (L), and an inhibitor of bacterial and fungal growth.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 2

flash_point_f

177.8 °F - closed cup

flash_point_c

81 °C - closed cup


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Aromatic annulation: Two new methods for the synthesis of chiral bicyclic phenols
Corey EJ and Palani A
Tetrahedron Letters, 38(14), 2397-2400 (1997)
(+)-Occidentalol: Absolute Stereostructure and Total Synthesis
Amano Y and Heathcock CH
Canadian Journal of Chemistry, 50(3), 340-345 (1972)
Application of the tandem Stryker reduction--aldol cyclization strategy to the asymmetric synthesis of lucinone
Chiu P, et al.
Tetrahedron Letters, 42(24), 4091-4093 (2001)
A Convenient Procedure for the Preparation of Dihydrocarvone.
Raucher S and Hwang K-J.
Synthetic Communications, 10(2), 133-137 (1980)
(R)-(-)-carvone and (1R, 4R)-trans-(+)-dihydrocarvone from poiretia latifolia vogel
Porto C, et al.
Journal of the Brazilian Chemical Society, 21(5), 782-786 (2010)

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