1026657-95-3

Basic information

• Product Name: 3-bromo-3-(4-cyano-phenyl)-propionic acid
• Synonyms: 3-bromo-3-(4-cyano-phenyl)-propionic acid
• CAS NO: 1026657-95-3
• Molecular Weight: 254.083
• Mol File: 1026657-95-3.mol

Chemical Properties

• CAS DataBase Reference: 3-bromo-3-(4-cyano-phenyl)-propionic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-bromo-3-(4-cyano-phenyl)-propionic acid(1026657-95-3)
• EPA Substance Registry System: 3-bromo-3-(4-cyano-phenyl)-propionic acid(1026657-95-3)

Safety Data

• Hazardous Substances Data: 1026657-95-3(Hazardous Substances Data)

Upstream product

• 91574-47-9 tert-butyl 3-(4-cyanophenyl)propanoate 
• 874-88-4 4-(iodomethyl)benzonitrile 
• 42287-94-5 (4-cyanophenyl)propionic acid 

Downstream Products

• 337964-55-3 4-bromo-4-(4-cyanophenyl)-1-diazo-2-butanone 
• 1026260-23-0 3-bromo-3-(4-cyano-phenyl)-propionyl chloride 

Relevant articles and documents

Ring expansion-annulation strategy for the synthesis of substituted azulenes and oligoazulenes. 2. Synthesis of azulenyl halides, sulfonates, and azulenylmetal compounds and their application in transition-metal-mediated coupling reactions

A "ring expansion-annulation strategy" for the synthesis of substituted azulenes is described based on the reaction of β'-bromo- α-diazo ketones with rhodium carboxylates. The key transformation involves an intramolecular Buechner reaction followed by β-elimination of bromide, tautomerization, and in situ trapping of the resulting 1-hydroxyazulene as a carboxylate or triflate ester. Further synthetic elaboration of the azulenyl halide and sulfonate annulation products can be achieved by employing Heck, Negishi, Stille, and Suzuki coupling reactions. Reaction of the azulenyl triflate 84 with pinacolborane provides access to the azulenylboronate 91, which participates in Suzuki coupling reactions with alkenyl and aryl iodides. The application of these coupling reactions to the synthesis of biazulenes, terazulene 101, and related oligoazulenes is described, as well as the preparation of the azulenyl amino acid derivative 110.

A ring expansion-annulation strategy for the synthesis of substituted azulenes. Preparation and suzuki coupling reactions of 1-azulenyl triflates

(matrix presented) A new strategy for the synthesis of substituted azulenes is reported, based on the reaction of β′-bromo-α-diazo ketones with rhodium carboxylates The key transformation involves intramolecular addition of a rhodium carbenoid to an arene π-bond, electrocyclic ring opening, β-elimination, tautomerization, and trapping to produce 1-hydroxyazulene derivatives. The synthetic utility of the method is enhanced by the ability of the triflate derivatives to participate in Suzuki coupling reactions, as illustrated in a synthesis of the antiulcer drug egualen sodium (KT1-32).