Trimethylsilyl dichlorobromomethane

CAS 17067-99-1, Cat. No EN300-7130919
Reagent for cyclopropanation

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Trimethylsilyl dichlorobromomethane (TMSCCl₂Br) is a stable and efficient reagent for the dichlorocyclopropanation of electron-deficient alkenes¹. It generates a dichlorobromomethide carbanion under fluoride activation at low temperature, enabling high-yield cyclopropane formation. This reagent provides a safer and more scalable alternative to traditional, harsher methods. It is particularly effective with nitroalkenes and fumarates, forming gem-dihalocyclopropane scaffolds relevant to synthetic and medicinal chemistry.

Synonyms: TMSCCl₂Br; trimethylsilyl dichlorobromomethane; (bromodichloromethyl)trimethylsilane; [bromo(dichloro)methyl]-trimethylsilane