38612-08-7

Basic information

• Product Name: 4-methylthiobenzyl benzoate
• Synonyms: 4-methylthiobenzyl benzoate
• CAS NO: 38612-08-7
• Molecular Weight: 258.341
• Mol File: 38612-08-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-methylthiobenzyl benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methylthiobenzyl benzoate(38612-08-7)
• EPA Substance Registry System: 4-methylthiobenzyl benzoate(38612-08-7)

Safety Data

• Hazardous Substances Data: 38612-08-7(Hazardous Substances Data)

Upstream product

• 3446-90-0 4-(methylthio)benzyl alcohol 
• 98-88-4 benzoyl chloride 

Downstream Products

• 38612-17-8 Benzoic acid 4-methanesulfinyl-benzyl ester 

Relevant articles and documents

Systematic Evaluation of Sulfoxides as Catalysts in Nucleophilic Substitutions of Alcohols

Herein, a method for the nucleophilic substitution (SN) of benzyl alcohols yielding chloro alkanes is introduced that relies on aromatic sulfoxides as Lewis base catalysts (down to 1.5 mol-%) and benzoyl chloride (BzCl) as reagent. A systematic screening of various sulfoxides and other sulfinyl containing Lewis bases afforded (2-methoxyphenyl)methyl sulfoxide as optimal catalyst. In contrast to reported formamide catalysts, sulfoxides also enable the application of plain acetyl chloride (AcCl) as reagent. In addition, it was demonstrated that weakly electrophilic carboxylic acid chlorides like BzCl promote Pummerer rearrangement of sulfoxides already at room temperature. This side-reaction also provided the explanation, why sulfoxide catalyzed SN-reactions of alcohols do not allow the effective production of aliphatic and electron deficient chloro alkanes. Comparison experiments provided further insight into the reaction mechanism.