15570-18-0

Basic information

• Product Name: phenyl 2-mercaptobenzoate
• Synonyms: phenyl 2-mercaptobenzoate;2-Mercaptobenzoic acid phenyl ester;Einecs 239-618-2
• CAS NO: 15570-18-0
• Molecular Formula: C₁₃H₁₀O₂S
• Molecular Weight: 230.2823
• EINECS: 239-618-2
• Mol File: 15570-18-0.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 376°C at 760 mmHg
• Flash Point: 279°C
• Appearance: /
• Density: 1.241g/cm³
• Vapor Pressure: 7.46E-06mmHg at 25°C
• Refractive Index: 1.631
• CAS DataBase Reference: phenyl 2-mercaptobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl 2-mercaptobenzoate(15570-18-0)
• EPA Substance Registry System: phenyl 2-mercaptobenzoate(15570-18-0)

Safety Data

• Hazardous Substances Data: 15570-18-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H10O2S/c14-13(11-8-4-5-9-12(11)16)15-10-6-2-1-3-7-10/h1-9,16H

Upstream product

• 147-93-3 Thiosalicylic acid 
• 108-95-2 phenol 
• 29585-74-8 diphenyl 2,2'-disulfanediyldibenzoate 

Downstream Products

• 128916-12-1 phenyl 2-(allylthio)benzoate 
• 10318-55-5 N,N’-(ethane-1,2-diyl)bis(2-mercaptobenzamide) 
• 5697-20-1 2-mercaptobenzamide 
• 29585-74-8 diphenyl 2,2'-disulfanediyldibenzoate 
• 492-22-8 thio-xanthene-9-one 
• 882-33-7 diphenyldisulfane 
• 108-95-2 phenol 

Relevant articles and documents

Carboxyl radical-assisted 1,5-aryl migration through Smiles rearrangement

We report herein, a silver(i)-catalyzed Smiles rearrangement of 2-aryloxy- or 2-(arylthio)benzoic acids to provide aryl-2-hydroxybenzoate or aryl-2-mercaptobenzoate dimer, respectively, through 1,5-aryl migration from oxygen or sulfur to carboxylate oxygen. Mechanistically, the aryl ether moiety undergoes an intramolecular ipso attack by the carboxyl radical followed by a C-O or C-S bond cleavage. Aryl-2-mercaptobenzoates undergo oxidative dimerization through a thiol moiety in situ.