22086-03-9

Basic information

• Product Name: 3,3-dichloro-4-(4-chloro-phenyl)-1-phenyl-azetidin-2-one
• Synonyms: 3,3-dichloro-4-(4-chloro-phenyl)-1-phenyl-azetidin-2-one
• CAS NO: 22086-03-9
• Molecular Weight: 326.609
• Mol File: 22086-03-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3,3-dichloro-4-(4-chloro-phenyl)-1-phenyl-azetidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3-dichloro-4-(4-chloro-phenyl)-1-phenyl-azetidin-2-one(22086-03-9)
• EPA Substance Registry System: 3,3-dichloro-4-(4-chloro-phenyl)-1-phenyl-azetidin-2-one(22086-03-9)

Safety Data

• Hazardous Substances Data: 22086-03-9(Hazardous Substances Data)

Upstream product

• 62-53-3 aniline 
• 104-88-1 4-chlorobenzaldehyde 
• 40339-48-8 N-((Z)-4-chloro-benzylidene)-aniline 
• 4124-31-6 trichloroacetic acid anhydride 
• 25436-07-1 trimethylsilyl trichloroacetate 
• 598-99-2 Methyl trichloroacetate 
• 79-36-7 dichloroacethyl chloride 
• 2362-79-0 N-(4-chlorobenzylidene)aniline 
• 1613-95-2 (E)-1-(4-chlorophenyl)-N-phenylmethanimine 

Relevant articles and documents

3,3-Dichloro-4-(4-chlorophenyl)-1-phenylazetidin-2-one

In molecules of C15H10Cl3NO, the four-membered lactam ring is nearly planar, with a C - N bond length of 1.367 (4) A in the amide group and C - C distances of 1.535 (5) and 1.566 (5) A. The displacement of the amide N atom from the plane through the atoms attached to it is 0.056 (3) A, indicating some pyramidal character which is correlated to the biological activity in related compounds. The phenyl rings are nearly perpendicular to one another [dihedral angle 79.4 (1)°]. There are intramolecular and intermolecular hydrogen bonds in the structure.

Reaction of Imines with Trichloroacetic Esters or Anhydride Promoted by Iron Carbonyl or Microwave Irradiation. Preparation of 3,3-Dichloro-β-Lactams

The synthesis of 3,3-dichloroazetidin-2-ones by the reaction of imines and methyl or trimethylsilyl trichloroacetate promoted by diiron nonacarbonyl or by microwave irradiation of imines and trichloroacetic anhydride is described.