143427-18-3

Basic information

• Product Name: Benzoic acid, 3-[[(4-methylphenyl)thio]methyl]-, methyl ester
• CAS NO: 143427-18-3
• Molecular Formula: C16H16O2S
• Molecular Weight: 272.368
• Mol File: 143427-18-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 3-[[(4-methylphenyl)thio]methyl]-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 3-[[(4-methylphenyl)thio]methyl]-, methyl ester(143427-18-3)
• EPA Substance Registry System: Benzoic acid, 3-[[(4-methylphenyl)thio]methyl]-, methyl ester(143427-18-3)

Safety Data

• Hazardous Substances Data: 143427-18-3(Hazardous Substances Data)

Upstream product

• 106-45-6 para-thiocresol 
• 1129-28-8 3-methoxycarbonylbenzyl bromide 
• 10486-08-5 sodium p-thiocresolate 
• 34040-63-6 methyl 3-(chloromethyl)benzoate 

Relevant articles and documents

Rhodium-Catalyzed C-H/C-H Cross Coupling of Benzylthioethers or Benzylamines with Thiophenes Enabled by Flexible Directing Groups

Reported herein is an efficient synthetic protocol to ortho-functionalized 2-aryl thiophenes via Rh(III)-catalyzed C-H/C-H cross coupling of benzylthioethers or benzylamines with thiophenes. Both ortho- and meta-substituted benzylthioethers give monoheteroarylated products, while ortho-unhindered substrates mainly provide diheteroarylated benzylthioethers. The C-H/C-H cross coupling of benzylamines with thiophenes exclusively generates diheteroarylated benzaldehydes. Mechanistic investigation discloses a three-step tandem process involving the ortho-C-H diheteroarylation of benzylamine, the oxidation of benzylamine to imine, and the hydrolysis of imine to aldehyde.