21449-52-5

Basic information

• Product Name: 2-phenylimino-5,5-dimethyl-Δ³-1,3,4-oxadiazoline
• Synonyms: 2-phenylimino-5,5-dimethyl-Δ³-1,3,4-oxadiazoline
• CAS NO: 21449-52-5
• Molecular Weight: 189.217
• Mol File: 21449-52-5.mol

Chemical Properties

• CAS DataBase Reference: 2-phenylimino-5,5-dimethyl-Δ³-1,3,4-oxadiazoline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenylimino-5,5-dimethyl-Δ³-1,3,4-oxadiazoline(21449-52-5)
• EPA Substance Registry System: 2-phenylimino-5,5-dimethyl-Δ³-1,3,4-oxadiazoline(21449-52-5)

Safety Data

• Hazardous Substances Data: 21449-52-5(Hazardous Substances Data)

Upstream product

• 78002-37-6 acetone 4-phenylsemicarbazone 

Downstream Products

• 134210-01-8 4-aza-1,2-bis(methoxycarbonyl)-5-oxo-4,6,6-triphenylspiro<2.2>hex-1-ene 
• 134209-89-5 1,7,8-triaza-6,6-dimethyl-5-oxa-2-oxo-1,3,3-triphenylspiro<3.4>oct-7-ene 
• 134209-90-8 1,7,8-triaza-3,3,6,6-tetramethyl-5-oxa-2-oxo-1-phenylspiro<3,4>oct-7-ene 

Relevant articles and documents

Spiro-fused β-lactam oxadiazolines by formal cycloaddition of 2-imino-Δ3-1,3,4-oxadiazolines to ketenes

Sixteen spiro-fused β-lactam oxadiazolines were prepared by treatment of 2-imino-Δ3-1,3,4-oxadiazolines with carboxylic acid chlorides in the presence of triethylamine.Two others were prepared by methylation of β-lactam oxadiazoline anion equivalents with methyl iodide.Isomer ratios, spectra, stereochemistry, and relative thermodynamic stabilities of a pair of diastereomeric β-lactam oxadiazolines are reported.Three cases of failure of the approach are noted, to define some of the limitations.The oxadiazolines are known to undergo thermolysis, in solution, to afford N2, a ketone, and a β-lactam-4-ylidene.Phenyl substitution at C5 of the oxadiazoline ring serves to decrease the thermolysis temperature by about 50 deg C but it also leads to the onset of a side reaction that lowers the yield of ylidene.This observation indicates a limitation of the oxadiazoline approach to the generation of β-lactam-4-ylidene.