23267-68-7

Basic information

• Product Name: 1-Propanesulfinyl chloride
• Synonyms: n-propylsulfinyl chloride;propylsulphinyl chloride;Propan-1-sulfinylchlorid;Propan-1-sulfinsaeure-chlorid;1-Propanesulfinyl chloride
• CAS NO: 23267-68-7
• Molecular Formula: C3H7ClOS
• Molecular Weight: 126.607
• Mol File: 23267-68-7.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 1-Propanesulfinyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Propanesulfinyl chloride(23267-68-7)
• EPA Substance Registry System: 1-Propanesulfinyl chloride(23267-68-7)

Safety Data

• Hazardous Substances Data: 23267-68-7(Hazardous Substances Data)

Upstream product

• 107-03-9 1-thiopropane 
• 2176-98-9 tetrapropylstannane 
• 23668-80-6 diphenyl-di-n-propyltin(IV) 
• 629-19-6 Dipropyl disulfide 
• 7719-09-7 thionyl chloride 
• 108-24-7 acetic anhydride 
• 143505-45-7 1-propyl 2-(trimethylsilyl)ethyl sulfoxide 

Downstream Products

• 1113-13-9 propyl propylthiosulfonate 
• 70565-74-1 (Z)-propanethial S-oxide 
• 85532-05-4 Propanethiosulfonic acid S-(1-chloro-propyl) ester 
• 32157-29-2 thiopropanal S-oxide 

Relevant articles and documents

Direct Bis-Alkyl Thiolation for Indoles with Sulfinothioates under Pummerer-Type Conditions

A base-free bis-alkyl thiolation reaction of indoles with sulfinothioates under Pummerer-type conditions is described. Sulfinothioates, activated with 2,2,2-trifluoroacetic anhydride, are demonstrated to be an efficient thiolation reagent for wide applica

Regio- and Stereoselective Chloro Sulfoximidations of Terminal Aryl Alkynes Enabled by Copper Catalysis and Visible Light

By visible-light photoredox catalysis with copper complexes, sulfoximidoyl chlorides add to terminal aryl alkynes to give the corresponding (E)-β-chlorovinyl sulfoximines with exclusive regio- and stereoselectivities in high yields. Two representative pro

Oxidative fragmentations of 2-(trimethylsilyl)ethyl sulfoxides - Routes to alkane-, arene-, and highly substituted 1-alkenesulfinyl chlorides

The preparation of a collection of alkyl, aryl, and 1-alkenyl 2-(trimethylsilyl)ethyl sulfoxides is outlined, using mostly vinyltrimethylsilane or 2-(trimethylsilyl)ethanesulfenyl chloride (5) as key starting materials. The 2-(trimethylsilyl)ethyl group can be cleaved from many of the sulfoxides under oxidative fragmentation conditions using sulfuryl chloride and the reaction represents a new protocol for sulfinyl chloride synthesis. The method is suitable for most alkane- and arenesulfinyl chlorides (3), but is limited to highly substituted vinylic sulfinyl chlorides. 1-Alkenyl 2-(trimethylsilyl)ethyl sulfoxides with reduced double bond substitution (6, 7, 11) succumb to reactions involving chlorination of the double bond. The β-effect of silicon is invoked to explain the ability of the 2-(trimethylsilyl)ethyl group to induce C-S bond scission under the oxidative cleavage reaction conditions. A mechanism is offered to account for the role played by the β-silicon atom of the 2-(trimethylsilyl)ethyl group. Indeed, the silicon atom is self-sacrificial in that it diverts the course of the reaction from the usual α-carbon chlorination mode to one of oxidative cleavage, whereby the 2-(trimethylsilyl)ethyl group is lost. The overall reaction calls upon the ability of silicon atoms to donate electron density by hyperconjugation.