| Identification | Back Directory | [Name]
(E)-(2-Bromovinyl)diisopropoxyborane | [CAS]
119441-89-3 | [Synonyms]
(E)-(2-Bromovinyl)diisopropoxyborane
Boronic acid, B-[(1E)-2-bromoethenyl]-, bis(1-methylethyl) ester | [Molecular Formula]
C8H16BBrO2 | [MDL Number]
MFCD17013526 | [MOL File]
119441-89-3.mol | [Molecular Weight]
234.93 |
| Hazard Information | Back Directory | [Uses]
(E)-(2-Bromovinyl)diisopropoxyborane is used as a (E)-vinylation reagent, useful for synthesis of (E)-alkenes, α,β-unsaturated ketones, and α,β-unsaturated esters).
| [Synthesis]
(E)-(2-Bromovinyl)diisopropoxyborane is synthesized by the bromoboration of acetylene with tribromoborane, followed by the addition of isopropanol to the resulting 2-(bromovinyl)dibromoborane (eq 1). The reagent is isolated by distillation under nitrogen. Large quantities may be prepared and stored in a refrigerator.  | [storage]
(E)-(2-Bromovinyl)diisopropoxyborane should be stored in a refrigerator under a dry inert gas and transferred by syringe. After prolonged storage it should be distilled under a dry inert gas before use.
| [Precautions]
(E)-(2-Bromovinyl)diisopropoxyborane is moisture sensitive; can be handled in air for a short time but is gradually hydrolyzed to the boronic acid by moisture. Sensitive to both base and acid; base treatment causes rapid decomposition by β-elimination.
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