4-(trimethylsilyl)bromobenzene, CAS No. 6999-03-7

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6999-03-7

Catalog No. EBD2204811

CAS 6999-03-7

Name 4-(trimethylsilyl)bromobenzene

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Basic Information

Synonyms: 1-bromo-4-trimethylsilyl-benzene 4-(trimethylsilyl)bromobenzene 1-bromo-4-(trimethylsilyl)benzene Silane,(4-bromophenyl)trimethyl- (4-bromophenyl)(trimethyl)silane

Molecular Formula: C9H13BrSi

Molecular Weight: 229.19

MDL Number: MFCD00094165

Categories: Synthetic Chemistry > Organic Building Blocks > Halogenated Compounds Synthetic Chemistry > Organometallic Reagents > Organosilicon Reagents

Product Description:

4-Bromophenyltrimethylsilane is an organosilicon compound featuring a bromine atom and a trimethylsilyl group attached to a benzene ring. It serves as a versatile and valuable building block in organic synthesis, particularly in cross-coupling reactions. Its primary application is as a synthetic intermediate. The bromine atom is an excellent electrophilic site for various metal-catalyzed cross-coupling reactions, such as Suzuki, Negishi, and Kumada couplings, enabling the formation of new carbon-carbon bonds. Concurrently, the trimethylsilyl group can act as a protecting group for the aromatic ring or can be transformed into other functional groups, such as phenols or boronic acids/esters, via ipso-desilylation or other functional group interconversions. This compound is a standard reagent used in research and development laboratories for constructing complex organic molecules, including pharmaceuticals, agrochemicals, and advanced materials. It is typically handled under inert atmosphere due to its sensitivity to moisture and air.

Physical Properties

Boiling Point: 229.5 °C/752 mmHg(lit.)

Flash Point: 96 °C

Density: 1.173 g/mL at 25 °C(lit.)

Refractivity: n20/D 1.529(lit.)

Analytical Data

Appearance: liquid