140244-83-3

Basic information

• Product Name: Diazene, [(1,1-dimethylethyl)thio](4-methylphenyl)-, (Z)-
• CAS NO: 140244-83-3
• Molecular Formula: C11H16N2S
• Molecular Weight: 208.327
• Mol File: 140244-83-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Diazene, [(1,1-dimethylethyl)thio](4-methylphenyl)-, (Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: Diazene, [(1,1-dimethylethyl)thio](4-methylphenyl)-, (Z)-(140244-83-3)
• EPA Substance Registry System: Diazene, [(1,1-dimethylethyl)thio](4-methylphenyl)-, (Z)-(140244-83-3)

Safety Data

• Hazardous Substances Data: 140244-83-3(Hazardous Substances Data)

Upstream product

• 75-66-1 2-methylpropan-2-thiol 

Downstream Products

• 56506-60-6 N-(4-methylphenyl)hexylamine 
• 653571-35-8 (E)-1-(N-methyl-N-p-tolylhydrazono)ethyl phenyl ketone 
• 653571-34-7 (E)-2-(N-methyl-N-p-tolylhydrazono)-3-pentanone 
• 653571-36-9 (E)-3-(N-methyl-N-p-tolylhydrazono)-2-pentanone 
• 177540-35-1 (Methyl-p-tolyl-hydrazono)-phenyl-acetic acid tert-butyl ester 
• 177540-34-0 2-(Methyl-p-tolyl-hydrazono)-butyric acid tert-butyl ester 
• 177540-33-9 2-(Methyl-p-tolyl-hydrazono)-propionic acid tert-butyl ester 
• 177540-37-3 N,N-Dimethyl-2-(methyl-p-tolyl-hydrazono)-butyramide 
• 177540-38-4 N,N-Diethyl-2-(methyl-p-tolyl-hydrazono)-2-phenyl-acetamide 
• 177540-36-2 N,N-Dimethyl-2-(methyl-p-tolyl-hydrazono)-propionamide 
• 937-24-6 N-methyl-N-nitroso-p-toluidine 
• 93103-31-2 4-methyl-N-(1-methylpropyl)aniline 
• 623-08-5 N-methyl-p-toluidine 

Relevant articles and documents

A general procedure to selectively prepare N-alkylanilines by an unexpected reaction of (Z)-(tert-butylsulfanyl)(aryl)diazenes with alkyllithium reagents

A general procedure has been set up to prepare, selectively, the N-monoalkylanilines 7, reacting (Z)-(tert-butylsulfanyl)(aryl)diazenes 3 with alkyllithium 6 (MeLi, BuLi, s-BuLi, n-C6H13Li). The reactions were carried out in anhydrous diethyl ether at 0°C or - 78°C, depending on the reagent 6, and then at room temperature. In optimal conditions the yields of the pure products 7 (uncontaminated by dialkylation products) were from good to excellent: for 38 considered examples, 34 were positive with yields varying between 61percent and 91percent (average yield 78percent). Collateral proofs were carried out to support a hypothesized reaction mechanism.