119450-05-4

Upstream product

• 2373-76-4 2-methylcinnamic acid 
• 939-57-1 (E)-3-(2-methylphenyl)acrylic acid 

Downstream Products

• 7515-27-7 3-(2-methylphenyl)prop-2-ynoic acid 
• 111936-94-8 5-methyl-1-o-tolyl-naphthalene-2,3-dicarboxylic acid-anhydride 
• 87212-83-7 1-[(Z)-2-bromovinyl]-2-methylbenzene 
• 2373-76-4 2-methylcinnamic acid 

Relevant academic research and scientific papers

A mild procedure for the stereospecific transformation of trans cinnamic acid derivatives to cis β-bromostyrenes

A new mild procedure has been developed for the synthesis of cis β- bromostyrene analogs with complete Z/E selectivity and good to excellent yields (58.4 - 90.9 %). The process involves carboxyl-halo-elimination of cinnamic acid dibromides by using triethylamine in N,N-dimethylformamide at room temperature. A one-pot procedure has also been described for the direct transformation of cinnamic acids to β-bromostyrenes.

Iodide-induced Debromination of Cinnamic Acid and Substituted Cinnamic Acid Dibromides in 2-Methoxyethanol

The second order rate constants for the iodide-induced debromination of cinnamic acid and substituted cinnamic acid dibromides in 2-methoxyethanol are reported; the reactivities follow the order: p-OCH3 > o-CH3 > p-CH3 > p-NO2 > p-Cl > m-NO2 > -H > m-CH3 > m-OCH3 > o-Cl.The m-CH3 and p-Cl derivatives have higher enthalpies and lower negative entropies of activation whereas methoxy substituted derivatives are characterised by lower enthalpies and higher negative entropies of activation than the unsubstituted acid.The free energy of activation is nearly constant.