314765-27-0

Basic information

• Product Name: (E)-2-(1H-1,2,3-benzotriazol-1-yl)-1-(4-chlorophenyl)ethenyl trifluoromethanesulfonate
• Synonyms: (E)-2-(1H-1,2,3-benzotriazol-1-yl)-1-(4-chlorophenyl)ethenyl trifluoromethanesulfonate
• CAS NO: 314765-27-0
• Molecular Weight: 403.769
• Mol File: 314765-27-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (E)-2-(1H-1,2,3-benzotriazol-1-yl)-1-(4-chlorophenyl)ethenyl trifluoromethanesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-2-(1H-1,2,3-benzotriazol-1-yl)-1-(4-chlorophenyl)ethenyl trifluoromethanesulfonate(314765-27-0)
• EPA Substance Registry System: (E)-2-(1H-1,2,3-benzotriazol-1-yl)-1-(4-chlorophenyl)ethenyl trifluoromethanesulfonate(314765-27-0)

Safety Data

• Hazardous Substances Data: 314765-27-0(Hazardous Substances Data)

Upstream product

• 122296-00-8 1-<(trimethylsilyl)methyl>benzotriazole 
• 122-01-0 4-chloro-benzoyl chloride 
• 358-23-6 trifluoromethylsulfonic anhydride 
• 124041-74-3 2-(1H-benzo[d][1,2,3]triazol-1-yl)-1-(4-chlorophenyl)ethan-1-one 

Downstream Products

• 14062-24-9 4-chloro-benzeneacetic acid, ethyl ester 
• 209912-24-3 1-[2-(4-chlorophenyl)ethynyl]-1H-benzotriazole 

Relevant articles and documents

BtCH2TMS-assisted Homologation of Carboxylic Acids: A Safe Alternative to the Arndt-Eistert Reaction

formula presented One-carbon homologation of carboxylic acids is achieved by (i) treatment of an acyl chloride with 1-[(trimethylsilyl)methyl]-1H-1,2,3,-benzotriazole (BtCH2TMS) (1) to afford N-(acylmethyl)benzotriazoles 3a-f, followed by (ii) conversion of 3a-f with triflic anhydride into RC(OTf)=CHBt 4a-f, and (iii) the subsequent reaction of 4a-c with NaOCH3 followed by 1N HCl to afford esters RCH2CO2R′ 7a-c in overall yields of 50-70%. For the aliphatic compounds 5d-f, treatment of 5d-f with p-toluenesulfonic acid followed by TBAF/THF afforded acids RCH2COOH 7d-f.