377716

(S)-(+)-Citronellyl bromide

95%

• Synonyme(s) : 8-Bromo-2,6-dimethyl-2-octene
• Formule linéaire : (CH₃)₂C=CHCH₂CH₂CH(CH₃)CH₂CH₂Br
• Numéro CAS: 143615-81-0
• Poids moléculaire : 219.16
• Numéro MDL: MFCD00134459
• Code UNSPSC : 12352101
• ID de substance PubChem : 24863519
• Nomenclature NACRES : NA.22

Propriétés

• Pureté: 95%
• Forme: liquid
• Activité optique: [α]20/D +6.8°, neat
• Indice de réfraction: n20/D 1.474 (lit.)
• Point d'ébullition: 111 °C/12 mmHg (lit.)
• Densité: 1.11 g/mL at 25 °C (lit.)
• Groupe fonctionnel: alkyl halide; bromo
• Chaîne SMILES: 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
• Clé InChI: QPKCDMXLSDFCQD-JTQLQIEISA-N

Description

Description générale

(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.

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H315,H319,H335
• Conseils de prudence: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Classification des risques: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 10 - Combustible liquids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): 203.0 °F - closed cup
• Point d'éclair (°C): 95 °C - closed cup
• Équipement de protection individuelle: Eyeshields, Gloves, type ABEK (EN14387) respirator filter