140244-82-2

Basic information

• Product Name: Diazene, [(1,1-dimethylethyl)thio](2-methylphenyl)-, (Z)-
• CAS NO: 140244-82-2
• Molecular Formula: C11H16N2S
• Molecular Weight: 208.327
• Mol File: 140244-82-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Diazene, [(1,1-dimethylethyl)thio](2-methylphenyl)-, (Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: Diazene, [(1,1-dimethylethyl)thio](2-methylphenyl)-, (Z)-(140244-82-2)
• EPA Substance Registry System: Diazene, [(1,1-dimethylethyl)thio](2-methylphenyl)-, (Z)-(140244-82-2)

Safety Data

• Hazardous Substances Data: 140244-82-2(Hazardous Substances Data)

Upstream product

• 75-66-1 2-methylpropan-2-thiol 

Downstream Products

• 7277-86-3 N-butyl-2-methylaniline 
• 271-44-3 benzimidazole 
• 51052-00-7 1-(2-methylphenyl)acetone 

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.