49833-47-8

Basic information

• Product Name: tert-butyl 3-methoxyphenyl sulfoxide
• Synonyms: tert-butyl 3-methoxyphenyl sulfoxide
• CAS NO: 49833-47-8
• Molecular Weight: 212.313
• Mol File: 49833-47-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: tert-butyl 3-methoxyphenyl sulfoxide(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 3-methoxyphenyl sulfoxide(49833-47-8)
• EPA Substance Registry System: tert-butyl 3-methoxyphenyl sulfoxide(49833-47-8)

Safety Data

• Hazardous Substances Data: 49833-47-8(Hazardous Substances Data)

Upstream product

• 15570-12-4 3-methoxybenzenethiol 
• 75-65-0 tert-butyl alcohol 
• 36282-40-3 (3-methoxyphenyl)magnesium bromide 

Downstream Products

• 130567-06-5 1-methoxy-3-(phenylsulfinyl)benzene 
• 1242148-97-5 bis[2-(tert-butylsulfinyl)-6-methoxyphenyl] diselenide 

Relevant articles and documents

Tert-Butyl Sulfoxides: Key Precursors for Palladium-Catalyzed Arylation of Sulfenate Salts

The present report describes an efficient and clean generation of sulfenate salts (R1SO-) by pyrolysis of readily available tert-butyl sulfoxides to give sulfenic acids (R1SOH) and traceless isobutene, followed by hydrogen abstraction with a weak inorganic base (K3PO4). The relevance of this process was exemplified through an in situ palladium-catalyzed cross-coupling reaction with aryl halides/triflates leading to aryl sulfoxides. The operationally simple C-S bond-forming protocol developed uses Pd(dba)2 as catalyst and Xantphos as ligand in toluene or a toluene/H2O mixture. Further extensions include the use of di-tert-butyl sulfoxide as an equivalent for sulfur monoxide dianion (SO2-) and the development of diastereoselective versions in the [2.2]paracyclophane and biaryl series.