24298-04-2

Basic information

• Product Name: Benzeneacetic acid, a-[(3-methoxyphenyl)methylene]-, (E)-
• CAS NO: 24298-04-2
• Molecular Formula: C16H14O3
• Molecular Weight: 254.285
• Mol File: 24298-04-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Benzeneacetic acid, a-[(3-methoxyphenyl)methylene]-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzeneacetic acid, a-[(3-methoxyphenyl)methylene]-, (E)-(24298-04-2)
• EPA Substance Registry System: Benzeneacetic acid, a-[(3-methoxyphenyl)methylene]-, (E)-(24298-04-2)

Safety Data

• Hazardous Substances Data: 24298-04-2(Hazardous Substances Data)

Upstream product

• 100-83-4 meta-hydroxybenzaldehyde 
• 5325-41-7 (E)-3-(3-hydroxyphenyl)-2-phenylacrylic acid 
• 77-78-1 dimethyl sulfate 
• 103-82-2 phenylacetic acid 

Downstream Products

• 14168-83-3 (Z)-1-(3-methoxyphenyl)-2-phenylethene 
• 180845-48-1 C₁₆H₁₆O₃ 
• 180845-49-2 (2S)-3-(3-methoxyphenyl)-2-phenylpropanoic acid 
• 14064-41-6 (E)-3-methoxystilbene 
• 55359-62-1 5-methoxy-2-phenyl-2,3-dihydro-1H-inden-1-one 
• 93300-81-3 β-(m-methoxyphenyl)-α-phenylpropionic acid 

Relevant articles and documents

Reactions of carbonyl compounds in basic solutions. Part 34. The mechanism of the base-catalysed ring fission of 2,3-diphenylcycloprop-2-en-1-one

The rate coefficients for the base-catalysed ring fission of a series of 2-phenyl-3-(2-, 3-or 4-substituted phenyllcycloprop-2-en-1-ones to give the corresponding (E)-2,3-diphenylacrylic acids have heen determined in water at 30.0 °C, as well as for the unsubstituted compound at 40.0, 50.0 and 60.0 °C. The effects of meta-and para-substituents on the rates have been correlated using the Hammett equation to give a reaction constant, p, equal to ca 1.2 at 30 °C. For the unsubstituted compound, the activation parameters have been calculated and the kinetic solvent isotope effect has been studied. The effects of ortho-substituents on the rates appear to be mainly polar, rather than steric, in origin. The evidence indicates a mechanistic pathway which proceeds by addition of hydroxide anion to the ketone, which is rate-determining. The adduct suffers ring fission to give the final product via a carbanionic intermediate.