135582-22-8

Basic information

• Product Name: Methyl 4-(m-bromophenyl)-3-perfluoroethyl-2-triphenylphosphoranylidenebut-3-enoate
• CAS NO: 135582-22-8
• Molecular Weight: 633.392
• Mol File: 135582-22-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Methyl 4-(m-bromophenyl)-3-perfluoroethyl-2-triphenylphosphoranylidenebut-3-enoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 4-(m-bromophenyl)-3-perfluoroethyl-2-triphenylphosphoranylidenebut-3-enoate(135582-22-8)
• EPA Substance Registry System: Methyl 4-(m-bromophenyl)-3-perfluoroethyl-2-triphenylphosphoranylidenebut-3-enoate(135582-22-8)

Safety Data

• Hazardous Substances Data: 135582-22-8(Hazardous Substances Data)

Upstream product

• 95902-10-6 (3-bromobenzyl)(triphenyl)phosphonium bromide 
• 104721-32-6 methyl 4,4,5,5,5-pentafluoropent-2-ynoate 
• 823-78-9 meta-bromobenzyl bromide 
• 603-35-0 triphenylphosphine 

Relevant articles and documents

Stereoselective Synthesis of (Z)-Methyl 3-Perfluoroalkyl-4-substituted-phenylbutenoates

The stereoselective synthesis of (Z)-methyl 3-perfluoroalkyl-4-substituted-phenylbut-3-enoates 8a-o has been investigated.The reaction of substituted benzyltriphenylphosphonium bromides 5a-e with methyl 2-perfluoroalkylnoates 2a-c in the presence of K2CO3 at room temp. gives two adducts, methyl 3-perfluoroalkyl-4-substituted-phenyl-2-triphenylphosphoranylidenebut-3-enoates, 6a-o and methyl 3-perfluoroalkyl-4-substituted-phenyl-4-triphenylphosphoranylidenebut-2-enoates, 7a-o.Compounds 6a-o exist as pairs of E/Z isomers, the ratios are 2:1 for RF = CF3, and 3:1 for RF = C2F5 or C3F7.Compounds 7a-o are transformed into 6a-o when heated. (Z)-Methyl 3-perfluoroalkyl-4-substituted-phenylbut-3-enoates 8a-o can be obtained stereoselectively in high yield when an aqueous methanol solution of mixed 6a-o and 7a-o was heated for 10-20 h.