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64556-66-7

64556-66-7 Structure

64556-66-7 Structure
IdentificationBack Directory
[Name]

(Z)-2-Bromo-1-(trimethylsilyloxy)ethylene
[CAS]

64556-66-7
[Synonyms]

(Z)-2-Bromo-1-(trimethylsilyloxy)ethylene
Silane, [[(1Z)-2-bromoethenyl]oxy]trimethyl-
[Molecular Formula]

C5H11BrOSi
[MDL Number]

MFCD17015093
[MOL File]

64556-66-7.mol
[Molecular Weight]

195.13
Chemical PropertiesBack Directory
[solubility ]

sol Et2O, THF and most organic solvents; fairly sol cold water.
Hazard InformationBack Directory
[Physical properties]

bp 48–49°C/15 mmHg.
[Uses]

(Z)-2-Bromo-1-(trimethylsilyloxy)ethylene is used essentially as a precursor of (Z)-2-(trimethylsilyloxy)vinyllithium (eq 1).precursor of (Z)-2-(trimethylsilyloxy)vinyllithium
[Preparation]

addition of bromine to trimethylsilyl vinyl ether inCH2Cl2 or Et2Oat?60°C, followed by dehydrobromination with triethylamine (50%)or by reaction of trimethylsilyl 2,2-dibromoethyl ether with two equiv of n-butyllithium in Et2O from ?70°C to rt (86%)(Z/E:95/5).
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