33513-55-2

Basic information

• Product Name: 3-methoxy-2-oxopropylidenetriphenylphosphorane
• Synonyms: 3-methoxy-2-oxopropylidenetriphenylphosphorane
• CAS NO: 33513-55-2
• Molecular Weight: 348.381
• Mol File: 33513-55-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 3-methoxy-2-oxopropylidenetriphenylphosphorane(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methoxy-2-oxopropylidenetriphenylphosphorane(33513-55-2)
• EPA Substance Registry System: 3-methoxy-2-oxopropylidenetriphenylphosphorane(33513-55-2)

Safety Data

• Hazardous Substances Data: 33513-55-2(Hazardous Substances Data)

Upstream product

• 1779-49-3 Methyltriphenylphosphonium bromide 
• 31059-08-2 1-(1H-imidazol-1-yl)-2-methoxyethanone 
• 603-35-0 triphenylphosphine 
• 75522-05-3 (3-Methoxy-2-oxo-propyl)-triphenyl-phosphonium; bromide 
• 19753-68-5 3-Bromo-2-oxopropylidenetriphenylphosphorane 
• 865-33-8 potassium methanolate 

Downstream Products

• 75522-06-4 1,2-bis(4-methoxy-3-oxo-1-trans-butenyl)benzene 
• 1415237-17-0 (Z)-4-(o-bromophenyl)-1-methoxybut-3-en-2-one 
• 1415237-18-1 (E)-4-(o-bromophenyl)-1-methoxybut-3-en-2-one 
• 79522-78-4 5-(Methoxymethyl)-1-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-1,2,3-triazol 
• 98732-88-8 E-4-Methoxy-3-oxo-1-phenyl-1-butenylphosphonsaeurediethylester 
• 55629-84-0 1-Methoxy-4-<4-nitro-phenyl>-but-3-en-2-on 
• 33502-17-9 1-Methoxy-4-(4-nitro-phenyl)-but-3-en-2-on 

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.