104464-03-1

Basic information

• Product Name: Benzene, 1-(2,2-dibromoethenyl)-2-methyl-
• CAS NO: 104464-03-1
• Molecular Formula: C9H8Br2
• Molecular Weight: 275.971
• Mol File: 104464-03-1.mol
• Article Data: 22

Chemical Properties

• CAS DataBase Reference: Benzene, 1-(2,2-dibromoethenyl)-2-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-(2,2-dibromoethenyl)-2-methyl-(104464-03-1)
• EPA Substance Registry System: Benzene, 1-(2,2-dibromoethenyl)-2-methyl-(104464-03-1)

Safety Data

• Hazardous Substances Data: 104464-03-1(Hazardous Substances Data)

Upstream product

• 529-20-4 2-methylphenyl aldehyde 
• 558-13-4 carbon tetrabromide 

Downstream Products

• 87212-83-7 1-[(Z)-2-bromovinyl]-2-methylbenzene 
• 3038-50-4 2-(2-methylphenyl)methylimidazoline 
• 863970-07-4 1-o-tolylpent-1-yn-3-ol 
• 863970-09-6 (E)-1-(2-tolyl)pent-1-en-3-one 
• 889869-30-1 trans-1-(2-bromovinyl)-2-methylbenzene 
• 1616877-99-6 3-(o-tolylethynyl)indolizine-1-carbonitrile 
• 58686-71-8 ethyl 3-(2-methylphenyl)prop-2-ynoate 
• 1313709-36-2 trans-(2-methyl)-1-phenylthiostyrene 

Relevant articles and documents

Synthesis of 3,4-bis(Butylselanyl)selenophenes and 4-alkoxyselenophenes promoted by oxone

We describe herein an alternative transition-metal-free procedure to access 3,4-bis(butylsela nyl)selenophenes and the so far unprecedented 3-(butylselanyl)-4-alkoxyselenophenes. The protocol involves the 5-endo-dig electrophilic cyclization of 1,3-diynes promoted by electrophilic organosele-nium species, generated in situ through the oxidative cleavage of the Se-Se bond of dibutyl diselenide using Oxone as a green oxidant. The selective formation of the title products was achieved by controlling the solvent identity and the amount of dibutyl diselenide. By using 4.0 equiv of dibutyl diselenide and acetonitrile as solvent at 80?C, four examples of 3,4-bis(butylselanyl)selenophenes were obtained in moderate to good yields (40–78%). When 3.0 equiv of dibutyl diselenide were used, in the presence of aliphatic alcohols as solvent/nucleophiles under reflux, 10 3-(butylselanyl)-4-alkoxyselenophenes were selectively obtained in low to good yields (15–80%).

Cobalt-Catalyzed Chemo- and Enantioselective Hydrogenation of Conjugated Enynes

Asymmetric hydrogenation is one of the most powerful methods for the preparation of single enantiomer compounds. However, the chemo- and enantioselective hydrogenation of the relatively inert unsaturated group in substrates possessing multiple unsaturated bonds remains a challenge. We herein report a protocol for the highly chemo- and enantioselective hydrogenation of conjugated enynes while keeping the alkynyl bond intact. Mechanism studies indicate that the accompanying Zn2+ generated from zinc reduction of the CoII complex plays a critical role to initiate a plausible CoI/CoIII catalytic cycle. This approach allows for the highly efficient generation of chiral propargylamines (up to 99.9 % ee and 2000 S/C) and further useful chemical transformations.

Pd-Catalyzed Indole Synthesis via C-H Activation and Bisamination Sequence with Diaziridinone

This work describes an efficient Pd-catalyzed indole synthesis. A wide variety of indoles can be obtained in good yields from readily available vinyl bromides. The reaction likely proceeds through a sequential aryl C-H activation and bisamination of a resulting pallada(II)cycle with diaziridinone.