81619-00-3

Basic information

• Product Name: 2-PHENYL-4-[2-(TRIFLUOROMETHYL)PROPYLIDENE]-5(4H)-OXAZOLONE
• Synonyms: 2-PHENYL-4-[2-(TRIFLUOROMETHYL)PROPYLIDENE]-5(4H)-OXAZOLONE;2-PHENYL-4-[2-(TRIFLUOROMETHYL)PROPYLIDENE]-5-OXAZOLONE;2-Phenyl-4-(2-methyl-3,3,3-trifluoropropylidene)-1,3-oxazol-5(4H)-one;2-Phenyl-4-[2-(trifluoromethyl)propylidene]-1,3-oxazol-5(4H)-one
• CAS NO: 81619-00-3
• Molecular Formula: C13H10F3NO2
• Molecular Weight: 269.22
• Mol File: 81619-00-3.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 292.072°C at 760 mmHg
• Flash Point: 130.441°C
• Appearance: /
• Density: 1.303g/cm³
• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.518
• CAS DataBase Reference: 2-PHENYL-4-[2-(TRIFLUOROMETHYL)PROPYLIDENE]-5(4H)-OXAZOLONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-PHENYL-4-[2-(TRIFLUOROMETHYL)PROPYLIDENE]-5(4H)-OXAZOLONE(81619-00-3)
• EPA Substance Registry System: 2-PHENYL-4-[2-(TRIFLUOROMETHYL)PROPYLIDENE]-5(4H)-OXAZOLONE(81619-00-3)

Safety Data

• Hazardous Substances Data: 81619-00-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H10F3NO2/c1-8(13(14,15)16)7-10-12(18)19-11(17-10)9-5-3-2-4-6-9/h2-8H,1H3/b10-7+

Upstream product

• 495-69-2 Hippuric Acid 
• 58928-28-2 3,3,3-trifluoro-2-methylpropionaldehyde 

Downstream Products

• 122489-81-0 (E)-2-Benzoylamino-5,5,5-trifluoro-4-methyl-pent-2-enoic acid methyl ester 

Relevant articles and documents

New and Effective Routes to Fluoro Analogues of Aliphatic and Aromatic Amino Acids

New and efficient syntheses of 4,4,4-trifluorovaline (1), 5,5,5-trifluoronorvaline (2), 5,5,5-trifluoroleucine (5), 6,6,6-trifluoronorleucine (6), 4,5,6,7-tetrafluorotryptophan (25), and α-(trifluoromethyl)-β-alanine are studied.Trifluorovaline (1) and trifluoronorvaline (2) are synthesized through amidocarbonylation of 2-(trifluoromethyl)propanal (2-TFMPA) and 3-(trifluoromethyl)propanal (3-TFMPA), respectively, followed by hydrolysis.Trifluoroleucine (5) and trifluoronorleucine (6) are synthesized by using modified Erlenmeyer's azlactone method from 2-TFMPA and 3-TFMPA, respectively. (S)- and (R)-trifluoronorvalines and trifluoronorleucines with high enantiomeric purities (95-100percent ee) are obtained through enzymatic optical resolution of N-acetyltrifluoronorvaline (4) and N-acetyltrifluoronorleucine (17) with the use of a porcine kidney acylase I.Optically active trifluoronorleucine is also obtained via the asymmetric hydrogenation of (Z)-N-benzoyldehydrotrifluoroleucine ethyl ester (10a-Z) with a chiral rhodium catalyst, ClO4, followed by hydrolysis.Unexpectedly high diastereoselectivities (80-87percent ee) are observed in the hydrogenation of (Z)-N-benzoyldehydrotrifluoroleucine ethyl ester (11b) and (Z)-N-benzoyl-4-(pentafluorophenyl)dehydronorvaline (14-Z) over palladium/carbon. 4,5,6,7-Tetrafluorotryptophan (25) and 4,5,6,7-tetrahydrotryptamine (30) are synthesized from 3-formyl-4,5,6,7-tetrafluoroindole (22a) in 51percent (four steps) and 83percent (two steps) overall yields, respectively. 4,5,6,7-Tetrafluoroindoleacetic acid (28) is obtained from 1-acetyl-3-(acetoxymethyl)-4,5,6,7-tetrafluoroindole (23a) in four steps in 65percent overall yield.The 3-formyl- and 1-acetyl-3-(acetoxymethyl)tetrafluoroindoles (22a, 23a) are prepared through selenium dioxide oxidation of 1-acyl-3-methyl-4,5,6,7-tetrafluoroindole (21), which is obtained via the cyclization of a Schiff base of 2-(pentafluorophenyl)propanal (2-PFPPA), in good yields.