312300-60-0

Basic information

• Product Name: methyl (E)-2-acetylamino-3-(4-chlorophenyl)-2-propenoate
• Synonyms: methyl (E)-2-acetylamino-3-(4-chlorophenyl)-2-propenoate
• CAS NO: 312300-60-0
• Molecular Weight: 253.685
• Mol File: 312300-60-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: methyl (E)-2-acetylamino-3-(4-chlorophenyl)-2-propenoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (E)-2-acetylamino-3-(4-chlorophenyl)-2-propenoate(312300-60-0)
• EPA Substance Registry System: methyl (E)-2-acetylamino-3-(4-chlorophenyl)-2-propenoate(312300-60-0)

Safety Data

• Hazardous Substances Data: 312300-60-0(Hazardous Substances Data)

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 93634-55-0 (Z)-4-(4-chlorobenzylidene)-2-methyloxazol-5(4H)-one 
• 102245-02-3 methyl (Z)-2-acetylamino-3-(4-chlorophenyl)-2-propenoate 

Downstream Products

• 93634-74-3 methyl (S)-2-acetamido-3-(4-chlorophenyl)propanoate 
• 93634-74-3 N-acetyl-(R)-3-(4-chlorophenyl)alanine methyl ester 

Relevant articles and documents

Photo-stimulated heterolysis of the C(=O)-O bond in (Z)-N-acetyl-α-dehydrophenylalanine aryl ester derivatives

The irradiation of the title compounds [(Z)-1] in acetonitrile was found to give (Z)-2-methyl-4-(4-chlorobenzylidene)-5(4H)-oxazolone [(Z)-2] and phenols or naphthols (3), along with minor amounts of the Fries-rearranged products (4) and (E)-2. Solvent and substituent effects on the product distribution confirmed that the heterolytic cleavage of the ester C(=O)-O bond of the starting 1 in the excited singlet state is responsible for appearance of both 2 and 3 whereas 4 is derived from the homolysis (of the ester bond) taking place in competition with the predominant heterolysis of this bond. It was suggested that there is a pronounced contribution of charge transfer from the aryloxy oxygen to the parent π system in the excited singlet state.