35549-94-1

Basic information

• Product Name: p-bromophenyl-α-chloroacetic acid
• Synonyms: p-bromophenyl-α-chloroacetic acid
• CAS NO: 35549-94-1
• Molecular Weight: 249.491
• Mol File: 35549-94-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: p-bromophenyl-α-chloroacetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: p-bromophenyl-α-chloroacetic acid(35549-94-1)
• EPA Substance Registry System: p-bromophenyl-α-chloroacetic acid(35549-94-1)

Safety Data

• Hazardous Substances Data: 35549-94-1(Hazardous Substances Data)

Upstream product

• 108-86-1 bromobenzene 
• 21757-86-8 1-(4-bromophenyl)-2,2,2-trichloroethan-1-ol 

Downstream Products

• 181026-84-6 1,1-bis(trimethylsilyloxy)-2-chloro-2-(4-bromophenyl)ethene 
• 298197-69-0 (S)-(+)-2-chloro-2-(4-bromophenyl)acetic acid 

Relevant articles and documents

Studies on the rearrangement of (trichloromethyl)carbinols to α-chloroacetic acids

Phenyl(trichloromethyl)carbinol undergoes an unimolecular, predominantly intramolecular conversion into potassium α-chlorophenylacetate on stirring with 10percent aqueous potassium hydroxide at 0 deg C for several days.Besides providing an interesting example of a 1-2 chlorine shift, the reaction is of potential importance for the synthesis of α-chloro acids.The study of a variety of (trichloromethyl)carbinols shows the reaction is general for secondary (trichloromethyl)carbinols as well as trichloroethanol.The mechanism of the reaction involves the preliminary formation of an epoxide.Several mechanisms are considered for the conversion of the epoxide to the α-chloroacetate anion, but none accounts for all of the experimental facts.Tertiary carbinols break down at the epoxide stage into a ketone and carbon monoxide.