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Merck

27483

(−)-β-Citronellol

analytical standard

Synonym(s):

β-Rhodinol, (S)-(−)-β-Citronellol, (S)-3,7-Dimethyl-6-octen-1-ol

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About This Item

Empirical Formula (Hill Notation):
C10H20O
CAS Number:
Molecular Weight:
156.27
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
EC Number:
231-415-7
Beilstein/REAXYS Number:
1721505
MDL number:
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Product Name

(−)-β-Citronellol, analytical standard

InChI key

QMVPMAAFGQKVCJ-JTQLQIEISA-N

InChI

1S/C10H20O/c1-9(2)5-4-6-10(3)7-8-11/h5,10-11H,4,6-8H2,1-3H3/t10-/m0/s1

SMILES string

C[C@H](CCO)CC\C=C(\C)C

grade

analytical standard

assay

≥98.5% (sum of enantiomers, GC)

optical activity

[α]20/D −5.3±0.2°, neat

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

refractive index

n20/D 1.456

bp

221-224 °C

density

0.854 g/mL at 20 °C (lit.)

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

format

neat

Quality Level

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

General description

Citronellol is a monoterpene alcohol found in essential oils of Cymbopogon winterianus Jowitt. S-(−)-isomer that is less common. It is prevalent in geranium and citronella oils.

Other Notes

Chiral building block

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1

Storage Class

10 - Combustible liquids

wgk

WGK 2

flash_point_f

213.8 °F - DIN 51758

flash_point_c

101 °C - DIN 51758

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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K. Mori et al.
Liebigs Ann. Chem., 717-717 (1988)
Study of anticonvulsant effect of citronellol, a monoterpene alcohol, in rodents.
de Sousa DP, et al.
Neuroscience Letters, 401(3), 231-235 (2006)
Michiko Katsukawa et al.
Bioscience, biotechnology, and biochemistry, 75(5), 1010-1012 (2011-05-21)
We evaluated the effects of rose oil on the peroxisome proliferator-activated receptor (PPAR) and cyclooxygenase-2 (COX-2). Citronellol and geraniol, the major components of rose oil, activated PPARα and γ, and suppressed LPS-induced COX-2 expression in cell culture assays, although the
Renan G Brito et al.
Journal of natural medicines, 66(4), 637-644 (2012-02-22)
We describe the antinociceptive and anti-inflammatory properties of citronellol (CT) in rodents. CT, a monoterpene alcohol, is a naturally occurring monoterpene compound prevalent in essential oils of various aromatic plant species, such as Cymbopogon citratus. In mice, when evaluated against
Wantida Chaiyana et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 19(8-9), 836-839 (2012-04-19)
Inhibition of cholinesterase has attracted much attention recently because of its potential for the treatment of Alzheimer's disease. In this work, the anticholinesterase activities of plant oils were investigated using Ellman's colorimetric method. The results indicate that essential oils obtained

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