74632-85-2

Basic information

• Product Name: 2-Azetidinone, 3-methyl-1-phenyl-4-(2-phenylethenyl)-, cis-
• CAS NO: 74632-85-2
• Molecular Formula: C18H17NO
• Molecular Weight: 263.339
• Mol File: 74632-85-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-Azetidinone, 3-methyl-1-phenyl-4-(2-phenylethenyl)-, cis-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Azetidinone, 3-methyl-1-phenyl-4-(2-phenylethenyl)-, cis-(74632-85-2)
• EPA Substance Registry System: 2-Azetidinone, 3-methyl-1-phenyl-4-(2-phenylethenyl)-, cis-(74632-85-2)

Safety Data

• Hazardous Substances Data: 74632-85-2(Hazardous Substances Data)

Upstream product

• 953-21-9 (1E,2E)-N,3-diphenylprop-2-en-1-imine 
• 563-76-8 α-bromopropionyl bromide 
• 158299-05-9 3-(2-Bromopropionyl)spiro-<2,3-dihydro-4H-1,3-benzoxazine-2,1'-cyclohexan>-4-one 
• 6004-44-0 prop-1-en-1-one 

Relevant articles and documents

DiastereoselectivesSynthesis of trans β-lactams on soluble polymer support

Liquid-phase synthesis of trans β-lactams was accomplished through both PEG-supported imine and PEG-bound auxiliary methodologies. The trans diastereoselectivity is explained by a chair-like transition state involving the imine and the Z-enolate. Georg Thieme Verlag Stuttgart.

Methylketene: Synthesis by Pyrolysis of Butanone and Reaction with Imines Yielding Methylated Azetidinones

During the pyrolysis of acetone with a ketene lamp trace amounts of butanone and methylketene are produced.These compounds result from break-off reactions of radical reaction chains of acetone.Pyrolysis of butanone leads to a mixture of ketene (70percent) and methylketene (30percent).The latter reacts with imines to give methylated β-lactams.The rate of these cycloaddition reactions is several powers of ten greater than the one observed with ketene.The 8-methyl-5-azanonamdienes 7, 10, 26, and 31 are obtained in good yields when the corresponding diazepines are reacted with the pyrolysis gas of butanone.Similar experimental conditions lead to the methylated azetidinones 13, 15, 16, and 18 in moderate yields whereas the known thiazolines 19, 20, and 21 do not react at all.The action of 26 and 30 against several pathogenic bacterial strains was tested; however, no antibacterial properties could be detected.