75630-63-6

Basic information

• Product Name: 2-Propen-1-one, 2-bromo-1-(2-hydroxyphenyl)-3-phenyl-, (E)-
• CAS NO: 75630-63-6
• Molecular Formula: C15H11BrO2
• Molecular Weight: 303.155
• Mol File: 75630-63-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-Propen-1-one, 2-bromo-1-(2-hydroxyphenyl)-3-phenyl-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propen-1-one, 2-bromo-1-(2-hydroxyphenyl)-3-phenyl-, (E)-(75630-63-6)
• EPA Substance Registry System: 2-Propen-1-one, 2-bromo-1-(2-hydroxyphenyl)-3-phenyl-, (E)-(75630-63-6)

Safety Data

• Hazardous Substances Data: 75630-63-6(Hazardous Substances Data)

Upstream product

• 22029-75-0 (E)-2'-hydroxy-chalcone 
• 888-12-0 (E)-2'-hydroxy-chalcone 
• 39729-11-8 erythro-2'-hydroxychalcone dibromide 
• 39729-11-8 2'-hydroxychalcone dibromides 

Downstream Products

• 525-82-6 FLAVONE 
• 67139-38-2 3-Phenyl-5-(2-hydroxyphenyl)isoxazole 
• 70188-21-5 (Z)-α-azido-2'-hydroxychalcone 
• 37542-14-6 aurone 

Relevant articles and documents

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.