56348-67-5

Basic information

• Product Name: α-bromo-β-phenylpropionamide
• Synonyms: α-bromo-β-phenylpropionamide
• CAS NO: 56348-67-5
• Molecular Weight: 228.088
• Mol File: 56348-67-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: α-bromo-β-phenylpropionamide(CAS DataBase Reference)
• NIST Chemistry Reference: α-bromo-β-phenylpropionamide(56348-67-5)
• EPA Substance Registry System: α-bromo-β-phenylpropionamide(56348-67-5)

Safety Data

• Hazardous Substances Data: 56348-67-5(Hazardous Substances Data)

Upstream product

• 150-30-1 Phenylalanine 
• 16503-53-0 2-bromo-3-phenylpropanoic acid 
• 369-57-3 benzenediazonium tetrafluoroborate 
• 79-06-1 2-propenamide 
• 81136-07-4 2-bromo-3-phenylpropionyl chloride 
• 62448-27-5 2-bromo-3-phenylpropanenitrile 
• 7664-93-9 sulfuric acid 

Downstream Products

• 62448-27-5 2-bromo-3-phenylpropanenitrile 
• 621-79-4 cinnamamide 
• 621-82-9 Cinnamic acid 

Relevant articles and documents

Synthesis of enantiomerically enriched-bromonitriles from amino acids

Two methods were investigated for the preparation of six chiral-bromonitriles with different optic purities. The nitrous deamination of amino acids gives-bromoacids, which react with chlorosulfonyl isocyanate followed by triethylamine to afford-bromonitriles with moderate enantiomeric excess. However, the dehydration of corresponding-bromoamids using thionyl chloride gives-bromonitriles with good enantiomeric excess up to 94%. The use of phosphoryl chloride instead of thionyl chloride results in more than 30% racemization as determined by high-performance liquid chromatograpic analysis.

REACTIONS OF ARYLDIAZONIUM TETRAFLUOROBORATES WITH ACRYLAMIDE IN THE PRESENCE OF THIOCYANATES, BROMIDES, AND CHLORIDES OF ALKALI METALS AND AMMONIUM

The reaction of aryldiazonium tetrafluoroborates with acrylamide in a water-acetone mixture (1:2) in the presence of copper or iron salts and additives of thiocyanates (bromides, chlorides) of alkali metals and ammonium yields α-thiocyanato(bromo, chloro)-β-arylpropionamides. These compounds under the action of triethylamine easily eliminate hydrogen thiocyanate (bromide, chloride) with formation of β-arylacrylamides.