23730-30-5

Basic information

• Product Name: α-methylbenzyl p-toluenesulfinate
• Synonyms: α-methylbenzyl p-toluenesulfinate
• CAS NO: 23730-30-5
• Molecular Weight: 260.357
• Mol File: 23730-30-5.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: α-methylbenzyl p-toluenesulfinate(CAS DataBase Reference)
• NIST Chemistry Reference: α-methylbenzyl p-toluenesulfinate(23730-30-5)
• EPA Substance Registry System: α-methylbenzyl p-toluenesulfinate(23730-30-5)

Safety Data

• Hazardous Substances Data: 23730-30-5(Hazardous Substances Data)

Upstream product

• 536-57-2 p-toluene sulfinic acid 
• 98-85-1 1-Phenylethanol 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 38622-91-2 [(p-methylphenyl)sulfonylmethyl]isonitrile 

Downstream Products

• 98-85-1 1-Phenylethanol 
• 33895-88-4 4-methyl-4-(toluene-4-sulfonyl)-pentan-2-one 
• 32884-74-5 3-[(4-methylphenyl)sulfanyl]-1H-indole 
• 2943-42-2 di(4-methyl)phenylthiosulfonate 
• 98-86-2 acetophenone 
• 24422-77-3 1-methyl-4-[(1-phenylethyl)sulfonyl]benzene 
• 672-65-1 (1-chloroethyl)benzene 
• 100-42-5 styrene 
• 98-59-9 p-toluenesulfonyl chloride 
• 536-57-2 p-toluene sulfinic acid 

Relevant articles and documents

Isocyanide-Induced Esterification of Sulfinic Acids to Access Sulfinates

The isocyanide-induced esterification of sulfinic acids with alcohols or thiophenols access to sulfinates has been developed. Various primary, secondary, and tertiary alcohols could be compatible with the established protocols. Notably, such an isocyanide-induced synthetic strategy presented the advantages of simple operation, good functional group tolerance, and more than 40 examples up to 99% yields. (Figure presented.).

Sodium Arenesulfinates-Involved Sulfinate Synthesis Revisited: Improved Synthesis and Revised Reaction Mechanism

Reaction of alcohols with sodium arenesulfinates could afford either sulfones or sulfinates, and O-attack of sulfinate anions onto the in situ generated carbocation intermediates from alcohols was the previous proposed reaction mechanism in many syntheses of sulfinates. This concept, which is often used consciously or unconsciously, was revised herein by using isotopic labeling experiments and development of an improved sulfinate synthesis. The improved sulfinate synthetic protocol possesses many advantages such as a high sulfinate/sulfone selectivity, a broad substrate scope, metal-free, and mild reaction conditions. The revised reaction mechanism necessitates revision of many previous proposed reaction mechanisms in literatures.

A mixed anhydride approach to the preparation of sulfinate esters and allylic sulfones: Trimethylacetic p-toluenesulfinic anhydride

A reagent combination of toluenesulfinic acid and trimethylacetyl chloride affords a putative trimethylacetic p-toluenesulfinic anhydride. This reagent has been used to prepare a series of sulfinate esters from primary and secondary alcohols. In addition, the reagent was used to convert Baylis-Hillman substrates into allylic sulfones. Attempts to use the reagent to convert amines to sulfinamides were unsuccessful. In contrast, the use of 2-pyrrolidinone afforded N-p-toluenesulfinyl pyrrolidinone in 64% yield. The use of a chiral 4-benzyl-1,3-oxazolidinone or 4-benzyl-1,3-oxazolidine-2-thione led to the isolation of S-p-tolyl p-toluenethiosulfonate.