41719-05-5

Basic information

• Product Name: Benzenemethanesulfinyl chloride
• CAS NO: 41719-05-5
• Molecular Formula: C7H7ClOS
• Molecular Weight: 174.651
• Mol File: 41719-05-5.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: Benzenemethanesulfinyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanesulfinyl chloride(41719-05-5)
• EPA Substance Registry System: Benzenemethanesulfinyl chloride(41719-05-5)

Safety Data

• Hazardous Substances Data: 41719-05-5(Hazardous Substances Data)

Upstream product

• 7719-09-7 thionyl chloride 
• 10113-29-8 tetrabenzyltin 
• 16302-98-0 petivericin 
• 18053-55-9 benzyl 2-(trimethylsilyl)ethyl sulfide 
• 100-53-8 phenylmethanethiol 
• 143505-47-9 benzyl 2-(trimethylsilyl)ethyl sulfoxide 
• 52096-57-8 2-(Benzylthiomethyl)-1H-isoindole-1,3(2H)-dione 
• 150-60-7 dibenzyl disulphide 

Downstream Products

• 19158-29-3 4-(6-phenylmethanesulfinyl-cyclohex-1-enyl)-morpholine 
• 154345-67-2 Triphenyl-(phenyl-phenylmethanesulfinyl-methylene)-λ⁵-phosphane 
• 85678-94-0 2-(1-benzylnaphthalen-2-yl)-4,4-dimethyl-4,5-dihydrooxazole 
• 64648-12-0 Thioacetic acid S-(phenyl-phenylmethanesulfonyl-methyl) ester 
• 64648-11-9 α-acetylthiobenzyl benzyl sulphoxide 
• 73975-55-0 benzyl 2-methoxycarbonylethyl sulphoxide 
• 1198104-88-9 C₁₁H₁₅BrO₂S 
• 1198104-48-1 C₁₄H₁₃BrO₂S 
• 89523-60-4 S-tert-butyl phenylmethanesulfinothioate 
• 37945-60-1 Phenyl Phenylmethanethiosulfonate 
• 4403-73-0 benzylsulfinic acid 
• 100-87-8 Benzylsulfonic acid 
• 16601-40-4 S-benzyl phenyl-methanethiosulfonate 
• 150-60-7 dibenzyl disulphide 

Relevant articles and documents

Sulfinyl chlorides through the oxidative chlorination of sulfenyl derivatives with trimethylsilyl acetate/sulfuryl chloride system

A new and useful procedure for the synthesis of sulfinyl chlorides is described involving a combined action of trimethylsilyl acetate and sulfuryl chloride as a oxidative chlorination system on sulfenyl derivatives.

Allicin and derivates are cysteine protease inhibitors with antiparasitic activity

Allicin and derivatives thereof inhibit the CAC1 cysteine proteases falcipain 2, rhodesain, cathepsin B and L in the low micromolar range. The structure-activity relationship revealed that only derivatives with primary carbon atom in vicinity to the thiosulfinate sulfur atom attacked by the active-site Cys residue are active against the target enzymes. Some compounds also show potent antiparasitic activity against Plasmodium falciparum and Trypanosoma brucei brucei.

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.