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Merck
CN

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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Other Notes

Chiral building block

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.

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)
Renan G Brito et al.
Basic & clinical pharmacology & toxicology, 112(4), 215-221 (2012-10-06)
Citronellol (CT) is a monoterpenoid alcohol present in the essential oil of many medicinal plants, such as Cymbopogon citratus. We evaluated the antinociceptive effects of CT on orofacial nociception in mice and investigated the central pathway involved in the effect.
M Spiller et al.
TAG. Theoretical and applied genetics. Theoretische und angewandte Genetik, 120(7), 1461-1471 (2010-01-20)
The scent of flowers is a very important trait in ornamental roses in terms of both quantity and quality. In cut roses, scented varieties are a rare exception. Although metabolic profiling has identified more than 500 scent volatiles from rose
Joana F A Bastos et al.
Basic & clinical pharmacology & toxicology, 106(4), 331-337 (2009-12-17)
Citronellol is an essential oil constituent from the medicinal plants Cymbopogon citratus, Cymbopogon winterianus and Lippia alba which are thought to possess antihypertensive properties. Citronellol-induced cardiovascular effects were evaluated in this study. In rats, citronellol (1-20 mg/kg, i.v.) induced hypotension

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