33604-54-5

Basic information

• Product Name: Benzene, (2-bromo-1,1-dimethoxyethyl)-
• CAS NO: 33604-54-5
• Molecular Formula: C10H13BrO2
• Molecular Weight: 245.116
• Mol File: 33604-54-5.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: Benzene, (2-bromo-1,1-dimethoxyethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, (2-bromo-1,1-dimethoxyethyl)-(33604-54-5)
• EPA Substance Registry System: Benzene, (2-bromo-1,1-dimethoxyethyl)-(33604-54-5)

Safety Data

• Hazardous Substances Data: 33604-54-5(Hazardous Substances Data)

Upstream product

• 100-42-5 styrene 
• 67-56-1 methanol 
• 70-11-1 α-bromoacetophenone 
• 98-86-2 acetophenone 
• 98-85-1 1-Phenylethanol 
• 100-52-7 benzaldehyde 
• 149-73-5 trimethyl orthoformate 

Downstream Products

• 151668-20-1 2-bromomethyl-4,7-dihydro-2-phenyl-1,3-dioxepin 
• 101-41-7 benzeneacetic acid methyl ester 
• 2425-28-7 2-Bromo-1-phenylethanol 
• 64342-39-8 1-nitrato-1-phenyl-2-bromoethane 
• 70-11-1 α-bromoacetophenone 
• 4747-13-1 α-methoxystyrene 
• 4469-33-4 2-Methyl-2-phenyl-4,7-dihydro-1,3-dioxepin 
• 135312-64-0 1-(1-bromo-2-methoxypent-4-en-2-yl)benzene 
• 5635-16-5 3,4-diphenyl-2(5H)-furanone 

Relevant articles and documents

General Method for the Preparation of Electron-Deficient Imidazo[1,2-a]pyridines and Related Heterocycles

A new annulation method for the preparation of the imidazo[1,2-a]pyridine ring system under mild conditions is presented. Treatment of a 2-aminopyridine with a dimethylketal tosylate in acetonitrile at elevated temperature (80-140°C) in the presence of catalytic Sc(OTf)3 provides the imidazo[1,2-a]pyridine product in good yield. The annulation method is broadly applicable to electron-poor 2-aminopyridines and displays a complementary profile to the classic preparation of the imidazo[1,2-a]pyridine ring system by reaction of a bromoketone with electron-rich and -neutral substrates. The scope of the process and mechanistic considerations are discussed.

Unusual carbon-carbon bond formations between allylboronates and acetals or ketals catalyzed by a peculiar indium(I) lewis acid

InIOTf has been uncovered as an effective Lewis acid catalyst for unprecedented nucleophilic substitution of acetals or ketals with allylboronates. A transmetalative SN1 mechanism is proposed in which a single InI center acts as a dual catalyst to activate both reagents sequentially. Contrary to the classic γ-selectivity of allylsilanes (Hosomi-Sakurai reaction), this InI-catalyzed borono variant displays distinct α-selectivity. Substrate scope and functional group tolerance proved to be excellent.

ANODIC FUNCTIONALIZATION OF OLEFINS IN ALCOHOLS IN THE PRESENCE OF HALIDE SALTS

Electrolysis of conjugated, unbranched arylolefins in the presence of alkali metal halides in alcohols affords 1-aryl-2-bromoketals in 60-90percent yields.Under these conditions, 2-methyl-1-phenylprop-1-ene is converted into 1-bromo-2-methyl-1-phenylprop-1-ene in 80percent yield, and arylolefins with no benzylidene hydrogens give 1-aryl-1-alkoxy-2-bromoalkanes.