Skip to Content
Merck
All Photos(1)

Documents

303461

Sigma-Aldrich

(R)-(+)-β-Citronellol

95%

Synonym(s):

(+)-β-Citronellol, (R)-3,7-Dimethyl-6-octen-1-ol

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
(CH3)2C=CHCH2CH2CH(CH3)CH2CH2OH
CAS Number:
1117-61-9
Molecular Weight:
156.27
Beilstein:
1721506
EC Number:
214-250-5
MDL number:
MFCD00063215
UNSPSC Code:
12352002
PubChem Substance ID:
24858125
NACRES:
NA.22

vapor pressure

~0.02 mmHg ( 25 °C)

Assay

95%

form

liquid

optical activity

[α]19/D +5.3°, neat

refractive index

n20/D 1.456 (lit.)

bp

112-113 °C/12 mmHg (lit.)

density

0.857 g/mL at 25 °C (lit.)

SMILES string

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

InChI

1S/C10H20O/c1-9(2)5-4-6-10(3)7-8-11/h5,10-11H,4,6-8H2,1-3H3/t10-/m1/s1

InChI key

QMVPMAAFGQKVCJ-SNVBAGLBSA-N

Related Categories

Application

(R)-(+)-β-Citronellol can be used to prepare:
  • (R)-(+)-β-citronellyl acetate by treating with vinyl acetate via trans esterification reaction using immobilized Rhizomucor miehei lipase as biocatalyst.
  • (R)-(+)-citronellal and (R)-(+)-citronellic acid by the oxidation reaction.
  • Citronellol aziridine by treating with 2,2,2-trichloroethoxysulfonamide by intermolecular olefin aziridination.

It can also be used as a starting material for the synthesis of (+)-integerrinecic acid lactone.
(R)-(+)-β-Citronellol can undergo:
  • Oxidation to form (R)-(+)-citronellal, an antifungal agent and (R)-(+)-citronellic acid.
  • Intermolecular olefin aziridination with 2,2,2-trichloroethoxysulfonamide to form citronellol aziridine for ring-opening reactions.
  • Series of reactions to form α2δ-ligands for treating generalized anxiety disorder and insomnia.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

212.0 °F - closed cup

Flash Point(C)

100 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Abir B Majumder et al.
Chemistry Central journal, 1, 10-10 (2007-09-21)
Use of enzymes in low water media is now widely used for synthesis and kinetic resolution of organic compounds. The frequently used enzyme form is the freeze-dried powders. It has been shown earlier that removal of water molecules from enzyme
Phenylglycine methyl ester, a useful tool for absolute configuration determination of various chiral carboxylic acids.
Yabuuchi T and Kusumi T
The Journal of Organic Chemistry, 65(2), 397-404 (2000)
Rh-catalyzed alkene oxidation: a highly efficient and selective process for preparing N-alkoxysulfonyl aziridines.
Guthikonda K, et al.
Tetrahedron, 62(49), 11331-11342 (2006)
A novel synthesis of (+)-integerrinecic acid lactone from R-(+) β-citronellol
White JD and Jayasinghe LR
Tetrahedron Letters, 29(18), 2139-2142 (1988)
Wuryatmo E
Application of citral to control postharvest diseases of oranges. (2011)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service