1415237-17-0

Basic information

• Product Name: (Z)-4-(o-bromophenyl)-1-methoxybut-3-en-2-one
• Synonyms: (Z)-4-(o-bromophenyl)-1-methoxybut-3-en-2-one
• CAS NO: 1415237-17-0
• Molecular Weight: 255.111
• Mol File: 1415237-17-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (Z)-4-(o-bromophenyl)-1-methoxybut-3-en-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-4-(o-bromophenyl)-1-methoxybut-3-en-2-one(1415237-17-0)
• EPA Substance Registry System: (Z)-4-(o-bromophenyl)-1-methoxybut-3-en-2-one(1415237-17-0)

Safety Data

• Hazardous Substances Data: 1415237-17-0(Hazardous Substances Data)

Upstream product

• 33513-55-2 3-methoxy-2-oxopropylidenetriphenylphosphorane 
• 6630-33-7 ortho-bromobenzaldehyde 

Relevant articles and documents

Anomalous Z-isomer content in Wittig reaction products from keto-stabilised ylides with ortho-heteroatom substituted benzaldehydes

Wittig reaction products of keto-stabilised ylides with ortho-substituted benzaldehydes are found to show significantly higher than expected Z-alkene content (up to 50%) compared to analogous reactions of the same ylides with benzaldehyde itself. A cooperative effect is seen whereby the unusual Z-content is further augmented if the ylide bears greater steric bulk in the α′-position. These results are consistent with our previous observations on reactions of all ylide types with aldehydes bearing a β-heteroatom. Significantly, the cooperative effect, previously seen only with semi-stabilised ylides, has now been extended to stabilised ylides. Both the anomalous increase in Z-content and the cooperative effect can be rationalised within the [2+2] cycloaddition mechanism of the Wittig reaction.