42449-03-6

Basic information

• Product Name: diphenylethanone p-toluenesulfonylhydrazone
• Synonyms: diphenylethanone p-toluenesulfonylhydrazone
• CAS NO: 42449-03-6
• Molecular Weight: 364.468
• Mol File: 42449-03-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: diphenylethanone p-toluenesulfonylhydrazone(CAS DataBase Reference)
• NIST Chemistry Reference: diphenylethanone p-toluenesulfonylhydrazone(42449-03-6)
• EPA Substance Registry System: diphenylethanone p-toluenesulfonylhydrazone(42449-03-6)

Safety Data

• Hazardous Substances Data: 42449-03-6(Hazardous Substances Data)

Upstream product

• 947-91-1 Diphenylacetaldehyde 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 

Downstream Products

• 27329-60-8 diethyl (diphenylmethyl)phosphonate 
• 37118-71-1 3,4-diphenyl-2-(1H)-quinolinone 

Relevant articles and documents

Umpolung Difunctionalization of Carbonyls via Visible-Light Photoredox Catalytic Radical-Carbanion Relay

The combination of photoredox catalysis with the Wolff-Kishner (WK) reaction allows the difunctionalization of carbonyl groups by a radical-carbanion relay sequence (photo-Wolff-Kishner reaction). Photoredox initiated radical addition to N-sulfonylhydrazones yields α-functionalized carbanions following the WK-type mechanism. With sulfur-centered radicals, the carbanions are further functionalized by reaction with electrophiles including CO2 and aldehydes, whereas CF3 radical addition furnishes a wide range of gem-difluoroalkenes through β-fluoride elimination of the generated α-CF3 carbanions. More than 80 substrate examples demonstrate the broad applicability of this reaction sequence. A series of investigations including radical inhibition, deuterium labeling, fluorescence quenching, cyclic voltammetry, and control experiments support the proposed radical-carbanion relay mechanism.