377716

(S)-(+)-Citronellyl bromide

95%

• Sinónimos: 8-Bromo-2,6-dimethyl-2-octene
• Fórmula lineal: (CH₃)₂C=CHCH₂CH₂CH(CH₃)CH₂CH₂Br
• Número de CAS: 143615-81-0
• Peso molecular: 219.16
• MDL number: MFCD00134459
• UNSPSC Code: 12352101
• PubChem Substance ID: 24863519
• NACRES: NA.22

Propiedades

• 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.)
• 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-/m0/s1
• InChI key: QPKCDMXLSDFCQD-JTQLQIEISA-N

Descripción

General description

(S)-(+)-Citronellyl bromide is a chiral organic compound that is commonly used as a reagent in organic synthesis to prepare chiral building blocks with the citronellyl group, which is used in various organic syntheses. It can also be used in the formation of chiral catalysts, which are useful in the synthesis of enantiomerically pure compounds.

Application

(S)-(+)-Citronellyl bromide can be used as a reactant in the Negishi cross-coupling reaction. It is also used in the synthesis of spiroacetal parts of spirofungin A and B by reacting with epoxy alcohol via alkyne–lactone coupling reaction and diastereomeric separation.

Información de seguridad

• 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