581798-27-8

Basic information

• Product Name: Benzoic acid, 4-[(1Z)-[(1,1-dimethylethyl)thio]azo]-, methyl ester
• CAS NO: 581798-27-8
• Molecular Formula: C12H16N2O2S
• Molecular Weight: 252.337
• Mol File: 581798-27-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 4-[(1Z)-[(1,1-dimethylethyl)thio]azo]-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 4-[(1Z)-[(1,1-dimethylethyl)thio]azo]-, methyl ester(581798-27-8)
• EPA Substance Registry System: Benzoic acid, 4-[(1Z)-[(1,1-dimethylethyl)thio]azo]-, methyl ester(581798-27-8)

Safety Data

• Hazardous Substances Data: 581798-27-8(Hazardous Substances Data)

Upstream product

• 75-66-1 2-methylpropan-2-thiol 

Downstream Products

• 197172-67-1 N-(4-methoxycarbonylphenyl)-n-hexylamine 
• 18358-63-9 methyl 4-(N-methyl)aminobenzoate 
• 71839-12-8 N-(n-butyl)-4-methoxycarbonylaniline 

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.