934-94-1

Basic information

• Product Name: 1-bromo-4-bromoethynyl-benzene
• Synonyms: 1-bromo-4-bromoethynyl-benzene
• CAS NO: 934-94-1
• Molecular Weight: 259.928
• Mol File: 934-94-1.mol
• Article Data: 41

Chemical Properties

• CAS DataBase Reference: 1-bromo-4-bromoethynyl-benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-bromo-4-bromoethynyl-benzene(934-94-1)
• EPA Substance Registry System: 1-bromo-4-bromoethynyl-benzene(934-94-1)

Safety Data

• Hazardous Substances Data: 934-94-1(Hazardous Substances Data)

Upstream product

• 25294-65-9 3-(4-bromophenyl)-2-propynoic acid 
• 7726-95-6 bromine 
• 558-13-4 carbon tetrabromide 
• 1122-91-4 4-bromo-benzaldehyde 
• 16116-78-2 (4-bromophenyl)(trimethylsilyl)acetylene 
• 136350-66-8 1-bromo-4-(2,2-dibromovinyl)benzene 
• 1200-07-3 trans-4-bromocinnamic acid 
• 72591-18-5 p-(2,2,2-Tribromaethyl)-brombenzol 
• 766-96-1 4-bromo-1-ethynylbenzene 
• 112595-55-8 (2RS,3SR)-2,3-dibromo-3-(4-bromophenyl)propanoic acid 
• 589-15-1 1-bromomethyl-4-bromobenzene 

Downstream Products

• 1426841-24-8 4-(4-bromophenyl)-2,2-dimethylbut-3-ynenitrile 
• 1385634-95-6 (Z)-1-bromo-4-(4-phenylbut-3-en-1-ynyl)benzene 
• 1638667-40-9 (Z)-5-(2-bromo-3-(4-bromophenyl)-3-chloroallyl)dihydrofuran-2(3H)-one 
• 1638667-24-9 (Z)-4-(2-bromo-3-(4-bromophenyl)-3-chloroallyl)oxetan-2-one 
• 96855-38-8 (R)?2?bromo?1?(4′?bromophenyl)ethanol 

Relevant articles and documents

Regio- and Stereoselective N-addition to an Open Bromo Vinyl Cation

A protocol for the synthesis of thus far inaccessible bromo vinyl triflimides is presented. Our previously reported concept of assisted vinyl cation formation was engaged to achieve both a protonation of relatively electron poor bromo alkynes and a reaction with high regio- and stereoselectivity. To the best of our knowledge, this is the first stereoselective addition of an N-nucleophile to an open β-halovinyl cation.

Palladium-Catalyzed Carbonylation in the Synthesis of N-Ynonylsulfoximines

Palladium-catalyzed carbonylation reactions with Cr(CO)6 as carbonyl source are key for the preparation of N-ynonylsulfoximines from NH-sulfoximines and bromoalkynes. The couplings proceed at room temperature with a wide range of substrate combinations affording the corresponding products in good yields. (Figure presented.).

Direct oxidation ofN-ynylsulfonamides intoN-sulfonyloxoacetamides with DMSO as a nucleophilic oxidant

N-Arylethynylsulfonamides are oxidized intoN-sulfonyl-2-aryloxoacetamides directly and efficiently with dimethyl sulfoxide (DMSO) as both an oxidant and solvent with microwave assistance. DFT calculations indicate that DMSO nucleophilically attacks the ethylic triple bond and transfers its oxygen atom to the triple bond to form zwitterionic anionicN-sulfonyliminiums to trigger the reaction. Then it nucleophilically attacks the generated iminium intermediates to accomplish the oxidationviathe second oxygen atom transfer. The current method provides a straightforward and efficient strategy to transform variousN-arylethynylsulfonamides intoN-sulfonyl-2-aryloxoacetamides, sulfonyl oxoacetimides, without any other electrophilic activators or oxidants.