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ChemicalBook >  Product Catalog >  Organic Chemistry >  Alcohols,Phenols,Phenol alcohols >  (R)-(+)-BETA-CITRONELLOL

(R)-(+)-BETA-CITRONELLOL

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(R)-(+)-BETA-CITRONELLOL Basic information

Product Name:
(R)-(+)-BETA-CITRONELLOL
Synonyms:
  • (R)-(+)-BETA-CITRONELLOL
  • (R)-3,7-DIMETHYL-6-OCTEN-1-OL
  • (R)-(+)-3,7-dimethyl-oct-6-en-1-ol
  • (R)-3,7-dimethyloct-6-en-1-ol
  • 3,7-dimethyl-,(R)-6-Octen-1-ol
  • 7-dimethyl-(theta)-6-octen-1-o
  • D-3,7-dimethyl-oct-6-en-1-ol
  • (+)-B-CITRONELLOL
CAS:
1117-61-9
MF:
C10H20O
MW:
156.27
EINECS:
214-250-5
Mol File:
1117-61-9.mol
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(R)-(+)-BETA-CITRONELLOL Chemical Properties

Melting point:
-4.05°C (estimate)
Boiling point:
112-113 °C12 mm Hg(lit.)
Density 
0.857 g/mL at 25 °C(lit.)
vapor pressure 
~0.02 mm Hg ( 25 °C)
refractive index 
n20/D 1.456(lit.)
Flash point:
213 °F
storage temp. 
2-8°C
solubility 
Chloroform (Sparingly, Sonicated), Ethyl Acetate, Methanol (Slightly)
form 
Oil
pka
15.13±0.10(Predicted)
color 
Colourless
Odor
at 100.00 %. citronella oil rose leaf oily petal
Odor Type
floral
optical activity
[α]19/D +5.3°, neat
BRN 
1721506
LogP
3.239 (est)
CAS DataBase Reference
1117-61-9(CAS DataBase Reference)
EPA Substance Registry System
6-Octen-1-ol, 3,7-dimethyl-, (3R)- (1117-61-9)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
RIDADR 
3082
WGK Germany 
3

MSDS

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(R)-(+)-BETA-CITRONELLOL Usage And Synthesis

Description

(+)-β-Citronellol is a monoterpene that has been found in Cannabis. It inhibits degranulation of cultured mast cells by 21.3% when used at a concentration of 0.5 mM. Unlike (R)-citronellal, it does not reduce the perceived bitterness of caffeine when used at a concentration of 5.9 nM. Formulations containing (+)-β-citronellol have been used as fragrance ingredients in various cosmetics, toiletries, and cleaning products.

Uses

(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.

Definition

ChEBI: A citronellol that is oct-6-ene substituted by a hydroxy group at position 1 and methyl groups at positions 3 and 7 (the 3R-enantiomer).

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