39729-11-8

Basic information

• Product Name: 1-Propanone, 2,3-dibromo-1-(2-hydroxyphenyl)-3-phenyl-
• CAS NO: 39729-11-8
• Molecular Formula: C15H12Br2O2
• Molecular Weight: 384.067
• Mol File: 39729-11-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-Propanone, 2,3-dibromo-1-(2-hydroxyphenyl)-3-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Propanone, 2,3-dibromo-1-(2-hydroxyphenyl)-3-phenyl-(39729-11-8)
• EPA Substance Registry System: 1-Propanone, 2,3-dibromo-1-(2-hydroxyphenyl)-3-phenyl-(39729-11-8)

Safety Data

• Hazardous Substances Data: 39729-11-8(Hazardous Substances Data)

Upstream product

• 22029-75-0 (E)-2'-hydroxy-chalcone 
• 644-78-0 2-hydroxychalcone 
• 1214-47-7 1-(2-hydroxyphenyl)-3-phenylprop-2-en-1-one 
• 888-12-0 (E)-2'-hydroxy-chalcone 

Downstream Products

• 67139-38-2 3-Phenyl-5-(2-hydroxyphenyl)isoxazole 
• 18732-50-8 3-(2'-hydroxyphenyl)-5-phenylisoxazole 
• 6956-41-8 3-(2-hydroxyphenyl)-1,5-diphenyl-4,5-dihydropyrazole 
• 525-82-6 FLAVONE 
• 1220531-63-4 6-bromo-2-phenylchroman-4-one 
• 487-26-3 Flavanone 
• 1214-47-7 1-(2-hydroxyphenyl)-3-phenylprop-2-en-1-one 
• 1025-85-0 2,3-cis-3-Bromoflavanone 
• 75630-75-0 (Z)-α-bromo-2'-hydroxychalcone 
• 75630-63-6 (E)-α-bromo-2'-hydroxychalcone 
• 1025-85-0 trans-3-bromo-2-phenyl-chroman-4-one 
• 888-12-0 (E)-2'-hydroxy-chalcone 
• 1218-22-0 (E)-1-(5-bromo-2-hydroxyphenyl)-3-phenylprop-2-en-1-one 
• 1218-80-0 6-bromoflavone 

Relevant articles and documents

Ecofriendly bromination of chalcones and synthesis of flavones using grinding technique

Selective bromination of chalcones and 2'-hydroxychalcones has been carried out with ammonium bromide and ammonium persulphate using grinding technique at RT under aqueous moist condition to give α,β-dibromochalcones and α,β-dibromo-2'- hydroxychalcones respectively. α,β- Dibromo-2'-hydroxychalcones have been cyclodehydrobrominated with barium hydroxide moist and ethanol at RT to give flavones using grinding technique.

Routes to 3-Bromoflavanone from erythro-2'-Hydroxychalcone Dibromide: Spectral and Kinetic Evidence for the Dominating Role of Elimination-Addition Sequences via (E)- and (Z)-α-Bromo-2'-hydroxychalcones

Rate coefficients for the formation from erythro-2'-hydroxychalcone dibromide of (E)- and (Z)-α-bromo-2'-hydroxychalcone and for their cyclisation to 3-bromoflavanone in 4 : 1 water-ethanol at pH 7.88 are established by a combination of kinetic and spectrophotometric measurements.The E-isomer is formed in a yield (percent) of 35 +/- 2 as opposed to 63 +/- 8 for the Z-isomer.The Z-isomer cyclises over 20 times faster.Direct cyclisation of the dibromide, if any, is only a very minor route to 3-bromoflavanone.The implications for the elimination mechanism of the preference for syn- over anti-elimination, of the independence of rate of buffer (N-ethylmorpholine) concentration, and of the effect of pH change are briefly considered.Mechanisms discounted are E2 with N-ethylmorpholine or solvent molecules as base, and E1.No firm assignment is possible amongst a number of other mechanisms.