377392

(R)-(−)-Citronellyl bromide

95%

• Synonym(s): 8-Bromo-2,6-dimethyl-2-octene
• Linear Formula: (CH₃)₂C=CHCH₂CH₂CH(CH₃)CH₂CH₂Br
• CAS Number: 10340-84-8
• Molecular Weight: 219.16
• MDL number: MFCD00134453
• UNSPSC Code: 12352101
• PubChem Substance ID: 24863501
• NACRES: NA.22

Properties

• assay: 95%
• form: liquid
• optical activity: [α]20/D −6.8°, neat
• refractive index: n20/D 1.474 (lit.)
• bp: 111 °C/12 mmHg (lit.)
• density: 1.11 g/mL at 25 °C (lit.)
• functional group: alkyl halide; bromo
• SMILES string: C[C@@H](CCBr)CC\C=C(/C)C
• InChI: 1S/C10H19Br/c1-9(2)5-4-6-10(3)7-8-11/h5,10H,4,6-8H2,1-3H3/t10-/m1/s1
• InChI key: QPKCDMXLSDFCQD-SNVBAGLBSA-N

Description

Application

(R)-(−)-Citronellylbromide can be used as a reactant to synthesize:

• (R)-3,7-dimethyloct-6-ene-1-amine via Gabriel synthesis which is then condensed with dicarboxylic acids to synthesize retro amides.
• Citronellyl derivatives of sulfoximines and sulfondiimines via alkylation using potassium hydroxide and dimethyl sulfoxide.
• Citronellyltriphenylphosphonium bromide which can be used as a key intermediate to synthesize (+)-caparratriene via Witting reaction.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: 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: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: 203.0 °F - closed cup
• flash_point_c: 95 °C - closed cup
• ppe: Eyeshields, Gloves, type ABEK (EN14387) respirator filter