666829-82-9

Basic information

• Product Name: Benzoic acid, 2-[(trimethylsilyl)ethynyl]-, 4-chlorophenyl ester
• CAS NO: 666829-82-9
• Molecular Formula: C18H17ClO2Si
• Molecular Weight: 328.87
• Mol File: 666829-82-9.mol

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 2-[(trimethylsilyl)ethynyl]-, 4-chlorophenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 2-[(trimethylsilyl)ethynyl]-, 4-chlorophenyl ester(666829-82-9)
• EPA Substance Registry System: Benzoic acid, 2-[(trimethylsilyl)ethynyl]-, 4-chlorophenyl ester(666829-82-9)

Safety Data

• Hazardous Substances Data: 666829-82-9(Hazardous Substances Data)

Upstream product

• 106-48-9 4-chloro-phenol 
• 205250-12-0 2-[(trimethylsilanyl)ethynyl]benzoic acid 

Downstream Products

• 666829-64-7 4-chlorophenyl 2-ethynylbenzoate 

Relevant articles and documents

Platinum(II)-Catalyzed Reaction of 2-Alkynylbenzoates or Benzothioates with Vinyl Ethers: A Concise Method for Synthesis of 1-Acyl-4-alkoxy- or 1-Acyl-4-alkylsulfanylnaphthalene Derivatives

(Matrix presented) A concise method for the preparation of 1-acyl-4-alkoxy- or 1-acyl-4-alkylsulfanylnaphthalenes has been developed by the reaction of o-ethynylbenzoates or benzothioates with vinyl ethers, in the presence of a catalytic amount of PtCl2. It is proposed that the reaction proceeds through [3 + 2]-cycloaddition of the platinum-containing carbonyl ylides followed by 1,2-alkyl migration.

Synthesis of naphthalene derivatives through platinum(II)-catalyzed reaction of 2-alkynylbenzoates with vinyl ethers

A concise method for the preparation of 1-acyl-4-alkoxy- or 1-acyl-4-alkylsulfanylnaphthalenes has been developed by the PtCl 2-catalyzed reaction of o-ethynylbenzoates or benzothioates with vinyl ethers. Treatment of o-alkynylbenzoate derivatives with PtCl2 generated the platinum(II)-containing carbonyl ylides as a key reactive intermediate and these species reacted with vinyl ethers to give substituted naphthalenes in good yields. The presence of the platinum-containing carbonyl ylide was confirmed by NMR analyses of the mixture of o-ethynylbenzoate and [PtCl2(H2C=CH2)]2. Furthermore, it was suggested that the naphthalene derivatives were produced by [3+2] cycloaddition of the ylide species with vinyl ethers, followed by 1,2-alkyl migration of the generated platinum-carbene intermediates. Georg Thieme Verlag Stuttgart.