1037-25-8

Basic information

• Product Name: Carbamothioic acid, methylphenyl-, O-2-naphthalenyl ester
• CAS NO: 1037-25-8
• Molecular Formula: C18H15NOS
• Molecular Weight: 293.389
• Mol File: 1037-25-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Carbamothioic acid, methylphenyl-, O-2-naphthalenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamothioic acid, methylphenyl-, O-2-naphthalenyl ester(1037-25-8)
• EPA Substance Registry System: Carbamothioic acid, methylphenyl-, O-2-naphthalenyl ester(1037-25-8)

Safety Data

• Hazardous Substances Data: 1037-25-8(Hazardous Substances Data)

Upstream product

• 10506-37-3 O-2-naphthalenyl-carbonochloridothioate 
• 100-61-8 N-methylaniline 
• 135-19-3 β-naphthol 

Downstream Products

• 80192-95-6 N-methyl-N-phenyl-2-naphthylamide 

Relevant articles and documents

Radical OfC transposition: A metal-free process for conversion of phenols into benzoates and benzamides

We report a metal-free procedure for transformation of phenols into esters and amides of benzoic acids via a new radical cascade. Diaryl thiocarbonates and thiocarbamates, available in a single high-yielding step from phenols, selectively add silyl radicals at the sulfur atom of the CdS moiety. This addition step, analogous to the first step of the Barton-McCombie reaction, produces a carbon radical which undergoes 1,2 OfC transposition through an O-neophyl rearrangement. The usually unfavorable equilibrium in the reversible rearrangement step is shifted forward via a highly exothermic C-S bond scission in the O-centered radical, which furnishes the final benzoic ester or benzamide product. The metal-free preparation of benzoic acid derivatives from phenols provides a potentially useful alternative to metal-catalyzed carbonylation of aryl triflates.