157449

β-Bromstyrol

97%

• Synonym(e): 1-Brom-2-phenyl-ethylen
• Lineare Formel: C₆H₅CH=CHBr
• CAS-Nummer: 103-64-0
• Molekulargewicht: 183.05
• UNSPSC Code: 12352100
• NACRES: NA.22
• PubChem Substance ID: 24849679
• EC Number: 203-131-3
• Beilstein/REAXYS Number: 2038495
• MDL number: MFCD00000185
• Assay: 97%
• Form: liquid

Eigenschaften

• Quality Segment: 100
• assay: 97%
• form: liquid
• refractive index: n20/D 1.607 (lit.)
• bp: 110-112 °C/20 mmHg (lit.)
• mp: 7 °C (lit.)
• density: 1.427 g/mL at 25 °C (lit.)
• functional group: bromo, phenyl
• storage temp.: 2-8°C
• SMILES string: Br\C=C\c1ccccc1
• InChI: 1S/C8H7Br/c9-7-6-8-4-2-1-3-5-8/h1-7H/b7-6+
• InChI key: YMOONIIMQBGTDU-VOTSOKGWSA-N

Beschreibung

General description

β-Bromostyrene is an α,β-unsaturated aromatic halide. It can be synthesized by catalytic Hunsdiecker reaction (CHR) of cinnamic acid. It is commonly utilized as a precursor for preparing substituted alkenes, corresponding acetylenes and also in the total synthesis of natural compounds and antibiotics.

Application

β-Bromostyrene was used in the one-pot method for the preparation of cinnamonitriles. It was also used in the preparation of pure ethyl Z- and E-α,α-difluoro-4-phenyl-3-butenoate and 1,3-diphenyl-1-butene. It may be used in the synthesis of β-tert-butylstyrene via cross coupling reaction with tert-butylmagnesium chloride in the presence of dichloro[1,1′-bis(diphenylphosphino)ferrocene]nickel(II) catalyst. It may also be used to prepare γ-but-2-enolactone by reacting with nickel carbonyl in the presence of alkynes.

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• Gefahrencodes: H302
• Hazard Classifications: Acute Tox. 4 Oral
• Lagerklasse: 10 - Combustible liquids
• Was ist los?: WGK 3
• Flammpunkt (°F): 215.6 °F - closed cup
• Flammpunkt (°C): 102 °C - closed cup
• PSA (Persönliche Schutzausrüstung): Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter