303461

(R)-(+)-β-Citronellol

95%

• Synonym(s): (+)-β-Citronellol, (R)-3,7-Dimethyl-6-octen-1-ol
• 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

Properties

• vapor pressure: ~0.02 mmHg ( 25 °C)
• Quality Level: 100
• 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.)
• functional group: hydroxyl
• 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

Description

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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• 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