68199-33-7

Basic information

• Product Name: 5α-androstan-17β-ol-3-one tosylhydrazone
• Synonyms: 5α-androstan-17β-ol-3-one tosylhydrazone
• CAS NO: 68199-33-7
• Molecular Weight: 458.665
• Mol File: 68199-33-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 5α-androstan-17β-ol-3-one tosylhydrazone(CAS DataBase Reference)
• NIST Chemistry Reference: 5α-androstan-17β-ol-3-one tosylhydrazone(68199-33-7)
• EPA Substance Registry System: 5α-androstan-17β-ol-3-one tosylhydrazone(68199-33-7)

Safety Data

• Hazardous Substances Data: 68199-33-7(Hazardous Substances Data)

Upstream product

• 521-18-6 Stanolone 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 

Downstream Products

• 62251-63-2 C₂₆H₄₀N₂O₃S 
• 521-18-6 Stanolone 

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.