52144-59-9

Basic information

• Product Name: Diazene, [(1,1-dimethylethyl)thio]phenyl-, (Z)-
• CAS NO: 52144-59-9
• Molecular Formula: C10H14N2S
• Molecular Weight: 194.301
• Mol File: 52144-59-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Diazene, [(1,1-dimethylethyl)thio]phenyl-, (Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: Diazene, [(1,1-dimethylethyl)thio]phenyl-, (Z)-(52144-59-9)
• EPA Substance Registry System: Diazene, [(1,1-dimethylethyl)thio]phenyl-, (Z)-(52144-59-9)

Safety Data

• Hazardous Substances Data: 52144-59-9(Hazardous Substances Data)

Upstream product

• 29364-29-2 sodium tert-butyl thiolate 
• 75-66-1 2-methylpropan-2-thiol 

Downstream Products

• 1126-78-9 N-(n-butyl)aniline 
• 132555-40-9 Naphthalen-1-yl-carbamic acid 5-methoxy-biphenyl-2-yl ester 
• 4746-32-1 N-hexylaniline 
• 881008-34-0 N-sec-butyl-aniline 
• 29195-01-5 N'-methyl-N-methyl-N-phenylhydrazine 
• 100-61-8 N-methylaniline 
• 103-79-7 1-phenyl-acetone 
• 451-40-1 phenyl benzyl ketone 
• 5910-25-8 3-phenylpentane-2,4-dione 

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.