99052-55-8

Basic information

• Product Name: 4--2,2-dimethyl-5-phenyl-3-imidazolin
• Synonyms: 4--2,2-dimethyl-5-phenyl-3-imidazolin
• CAS NO: 99052-55-8
• Molecular Weight: 293.412
• Mol File: 99052-55-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4--2,2-dimethyl-5-phenyl-3-imidazolin(CAS DataBase Reference)
• NIST Chemistry Reference: 4--2,2-dimethyl-5-phenyl-3-imidazolin(99052-55-8)
• EPA Substance Registry System: 4--2,2-dimethyl-5-phenyl-3-imidazolin(99052-55-8)

Safety Data

• Hazardous Substances Data: 99052-55-8(Hazardous Substances Data)

Upstream product

• 100-10-7 4-dimethylamino-benzaldehyde 
• 6317-85-7 4-(dimethylamino)benzoin 
• 100-52-7 benzaldehyde 
• 33458-29-6 2-[4-(Dimethylamino)phenyl-2-hydroxy-1-phenylethanone 
• 67-64-1 acetone 

Relevant articles and documents

66. Synthese und Reaktionen des 5--2,2-dimethyl-4-phenyl-3-oxazolins

Synthesis and Reactions of 5--2,2-dimethyl-4-phenyl-3-oxazoline.The title compound 8 has been synthesized in a one-pot reaction of 4'-(dimethylamino)benzoin (4) with 2-propanone and NH3.The preparation of the intermediate 4 from 3 is the first example of an acid-catalyzed transformation of the stable benzoin 3 into the corresponding less stable benzoin 4.Structures and yields of various by-products occuring under different reaction conditions during the synthesis of 8 from 4 are given.The O-atom of the 3-oxazoline ring in 8 could be replaced by S from P2S5 yielding the 3-thiazoline 14.Separation of the enantiomers of the racemate 8 could only be performed by transforming them into the trimethylanilinium salts 8b and 8c of (-)- and (+)-10-camphorsulfonic acid, respectively.Solid NaOAc in boiling toluene caused the precipitation of the 10-camphorsulfonic acids from the quaternary ammonium salts as sodium salts and the removing of the third methyl group from the quaternary ammonium salts as AcOMe to give the enantiomers (-)-(5S)-8 and (+)-(5R)-8.Their absolute configurations are deduced from an X-ray analysis of 8b.