87393-80-4

Basic information

• Product Name: [(Z)-1-bromo-1-hexenyl]dicyclohexylborane
• Synonyms: [(Z)-1-bromo-1-hexenyl]dicyclohexylborane
• CAS NO: 87393-80-4
• Molecular Weight: 339.167
• Mol File: 87393-80-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: [(Z)-1-bromo-1-hexenyl]dicyclohexylborane(CAS DataBase Reference)
• NIST Chemistry Reference: [(Z)-1-bromo-1-hexenyl]dicyclohexylborane(87393-80-4)
• EPA Substance Registry System: [(Z)-1-bromo-1-hexenyl]dicyclohexylborane(87393-80-4)

Safety Data

• Hazardous Substances Data: 87393-80-4(Hazardous Substances Data)

Upstream product

• 1119-64-8 1-bromohexyne 
• 1568-65-6 bis(cyclohexanyl)borane 

Downstream Products

• 90542-29-3 (C₆H₁₁)2B(CH₃(CH₂)6CH₂)CCHC₄H₉ 
• 90542-41-9 (C₆H₁₁)CH₃(CH₂)6CH₂B(C₆H₁₁)CCHC₄H₉ 
• 90542-31-7 (C₆H₁₁)2B(C₆H₅CH₂)CCHC₄H₉ 
• 90542-44-2 (C₆H₁₁)C₆H₅CH₂B(C₆H₁₁)CCHC₄H₉ 
• 90542-38-4 (C₆H₁₁)CH₃CH₂CH₂B(C₆H₁₁)CCHC₄H₉ 
• 90542-26-0 (C₆H₁₁)2B(CH₃CH₂CH₂)CCHC₄H₉ 
• 90542-43-1 (C₆H₁₁)C₆H₅B(C₆H₁₁)CCHC₄H₉ 
• 90542-42-0 C₄H₉CHC(C₆H₁₁)B(C₆H₁₁)(CH₂CHCH₂) 
• 90542-30-6 ((E)-1-Allyl-hex-1-enyl)-dicyclohexyl-borane 
• 90542-40-8 (C₆H₁₁)CH₃(CH₂)3CH₂B(C₆H₁₁)CCHC₄H₉ 
• 90542-28-2 (C₆H₁₁)2B(CH₃(CH₂)3CH₂)CCHC₄H₉ 
• 16538-48-0 (Z)-1-cyclohexanyl-hex-1-ene 
• 908299-83-2 (Z)-1-phenylhept-2-en-1-ol 
• 56962-83-5 Dicyclohexyl-((Z)-hex-1-enyl)-borane 

Relevant articles and documents

Direct, stereospecific generation of (Z)-disubstituted allylic alcohols

A one-pot method to prepare highly functionalized (Z)-disubstituted allylic alcohols is introduced. Hydroboration of a variety of 1-bromo-1-acetylenes with dicyclohexyl borane, reaction with t-BuLi, and transmetalation to zinc generates a (Z)-disubstituted vinylzinc reagent. In situ reaction of this reagent with aldehydes generates (Z)-disubstituted allylic alcohols in high yields (81-97%). Addition to chiral protected α- or β-oxygenated aldehydes proceeds with diastereoselectivities between 6:1 and 18:1. The anti-Felkin product is obtained in most cases. Copyright

Stereoselective dehalogenation of (Z)-1-halo-1-alkenyldialkylborane with tributyltin hydride: The behavior of tributyltin hydride as a hydride donor

The reaction of (Z)-1-halo-1-alkenyldialkylborane (1) with tributyltin hydride (n-Bu3SnH) at 0°C or room temperature results in reductive removal of the halogen atom to afford (E)- or (Z)-1-alkenyldialkylborane whose stereochemistry depends on the dialkylboryl group and the alkenyl group of 1.