76313-91-2

Basic information

• Product Name: 2-bromo-2-boraadamantane
• Synonyms: 2-bromo-2-boraadamantane
• CAS NO: 76313-91-2
• Molecular Weight: 212.925
• Mol File: 76313-91-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-bromo-2-boraadamantane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-bromo-2-boraadamantane(76313-91-2)
• EPA Substance Registry System: 2-bromo-2-boraadamantane(76313-91-2)

Safety Data

• Hazardous Substances Data: 76313-91-2(Hazardous Substances Data)

Upstream product

• 76313-88-7 2-isopropyl-2-boraadamantane 

Relevant articles and documents

ORGANOBORON COMPOUNDS. CDV. BROMINATION OF 2-ISOPROPYL-2-BORAADAMANTANE

Bromination of 2-isopropyl-2-boraadamantane in CH2Cl2 proceeds simultaneously by both radical and electrophilic mechanisms.The first involves elimination of HBr and formation of 2-(2-bromo-2-propyl)-2-boraadamantane; this rearranges, under the action of nucleophilic reagents, to a derivative of 4-borahomoadamantane, which converts, on oxidation, to 3α-hydroxy-7α-(2-hydroxy-2-propyl)bicyclononane.The second direction includes cleavage of a B-C(isopropyl) bond with formation of i-PrBr and 2-bromo-2-boraadamantane, oxidation of which leads to 3α, 7α-dihydroxybicyclononane.In the presence of H2O, a solvated Br+ also takes part in the bromination, which results in formation of hydroxy (3-noradamantyl)isopropylborane, which is oxidized to 3-noradamantanol.Depending on the reaction conditions one of the three possible directions may predominate.