23264-13-3

Basic information

• Product Name: Benzene, (2-bromo-2-methylpropyl)-
• Synonyms: 2-methyl-1-phenyl-2-propyl bromide
• CAS NO: 23264-13-3
• Molecular Formula: C10H13Br
• Molecular Weight: 213.117
• Mol File: 23264-13-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Benzene, (2-bromo-2-methylpropyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, (2-bromo-2-methylpropyl)-(23264-13-3)
• EPA Substance Registry System: Benzene, (2-bromo-2-methylpropyl)-(23264-13-3)

Safety Data

• Hazardous Substances Data: 23264-13-3(Hazardous Substances Data)

Upstream product

• 769-57-3 α,β,β-trimethylstyrene 
• 1944-83-8 2-methyl-1-phenyl-2-propylhydroperoxide 
• 3290-53-7 2-methyl-1-phenyl-2-propene 
• 594-34-3 1,2-dibromo-2-methyl-propane 
• 71-43-2 benzene 
• 100-86-7 2-Methyl-1-phenyl-2-propanol 

Downstream Products

• 100-86-7 2-Methyl-1-phenyl-2-propanol 
• 538-68-1 pentylbenzene 
• 768-49-0 (2-methyl-1-propenyl)-benzene 
• 93727-07-2 1-<4-Methoxy-phenyl>-2-methyl-3-phenyl-propan 
• 1380313-77-8 4,4,5,5-tetramethyl-2-(2-methyl-1-phenyl-n-propan-2-yl)-1,3,2-dioxaborolane 
• 93132-15-1 1,3-Diphenyl-2,2-dimethylpropane 

Relevant articles and documents

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Synthesis of Ethers via Reaction of Carbanions and Monoperoxyacetals

Although transfer of electrophilic alkoxyl ("RO+") from organic peroxides to organometallics offers a complement to traditional methods for etherification, application has been limited by constraints associated with peroxide reactivity and stability. We now demonstrate that readily prepared tetrahydropyranyl monoperoxyacetals react with sp3 and sp2 organolithium and organomagnesium reagents to furnish moderate to high yields of ethers. The method is successfully applied to the synthesis of alkyl, alkenyl, aryl, heteroaryl, and cyclopropyl ethers, mixed O,O-acetals, and S,S,O-orthoesters. In contrast to reactions of dialkyl and alkyl/silyl peroxides, the displacements of monoperoxyacetals provide no evidence for alkoxy radical intermediates. At the same time, the high yields observed for transfer of primary, secondary, or tertiary alkoxides, the latter involving attack on neopentyl oxygen, are inconsistent with an SN2 mechanism. Theoretical studies suggest a mechanism involving Lewis acid promoted insertion of organometallics into the O-O bond.

Silver-catalyzed benzylation and allylation of tertiary alkyl bromides with organozinc reagents

Silver salts catalyze the benzylation and allylation of tertiary alkyl bromides with organozinc reagents. The reactions create quaternary carbon centers efficiently. Treatment of gem-dibromoalkanes with benzylic or allylic zinc reagents under silver catalysis leads to dibenzylation or diallylation. The functional-group compatibility of the present reactions is wider than that of the previous reactions with Grignard reagents.