1641528-26-8

Basic information

• Product Name: 2,2,2-trichloroethyl 2-(4-bromophenyl)-2-diazoacetate
• Synonyms: 2,2,2-trichloroethyl 2-(4-bromophenyl)-2-diazoacetate
• CAS NO: 1641528-26-8
• Molecular Weight: 372.433
• Mol File: 1641528-26-8.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2,2,2-trichloroethyl 2-(4-bromophenyl)-2-diazoacetate(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,2-trichloroethyl 2-(4-bromophenyl)-2-diazoacetate(1641528-26-8)
• EPA Substance Registry System: 2,2,2-trichloroethyl 2-(4-bromophenyl)-2-diazoacetate(1641528-26-8)

Safety Data

• Hazardous Substances Data: 1641528-26-8(Hazardous Substances Data)

Upstream product

• 589-87-7 1,4-bromoiodobenzene 
• 1878-68-8 2-(4-bromophenyl)-acetic acid 

Relevant articles and documents

2,2,2-Trichloroethyl aryldiazoacetates as robust reagents for the enantioselective C-H functionalization of methyl ethers

A new class of reagents is described for C-H functionalization by means of C-H insertion using donor/acceptor-substituted rhodium(II) carbene intermediates. The 2,2,2-trichloroethyl aryl and heteroaryl diazoacetates, together with the dirhodium triarylcyclopropane carboxylate catalyst Rh2(R-BPCP)4, enabled the enantioselective intermolecular C-H functionalization of a range of methyl ethers with high levels of site selectivity and enantioselectivity.

An Immobilized-Dirhodium Hollow-Fiber Flow Reactor for Scalable and Sustainable C?H Functionalization in Continuous Flow

A scalable flow reactor is demonstrated for enantioselective and regioselective rhodium carbene reactions (cyclopropanation and C?H functionalization) by developing cascade reaction methods employing a microfluidic flow reactor system containing immobilized dirhodium catalysts in conjunction with the flow synthesis of diazo compounds. This allows the utilization of the energetic diazo compounds in a safe manner and the recycling of the dirhodium catalysts multiple times. This approach is amenable to application in a bulk-scale synthesis employing asymmetric C?H functionalization by stacking multiple fibers in one reactor module. The products from this sequential flow–flow reactor are compared with a conventional batch reactor or flow–batch reactor in terms of yield, regioselectivity, and enantioselectivity.

Synthesis of Donor/Acceptor-Substituted Diazo Compounds in Flow and Their Application in Enantioselective Dirhodium-Catalyzed Cyclopropanation and C-H Functionalization

A tandem reaction system has been developed for the preparation of donor/acceptor-substituted diazo compounds in continuous flow coupled to dirhodium-catalyzed C-H functionalization or cyclopropanation. Hydrazones were oxidized in flow by solid-supported N-iodo-p-toluenesulfonamide potassium salt (PS-SO2NIK) to generate the diazo compounds, which were then purified by passing through a column of molecular sieves/sodium thiosulfate.