15667-28-4

Upstream product

• 61565-13-7 1,4-phenylenebis[(4-methylphenyl)methanone] 
• 151-50-8 potassium cyanide 
• 104-81-4 4-Methylbenzyl bromide 
• 71-43-2 benzene 
• 623-24-5 1,4-bis(bromomethyl)benzene 
• 108-88-3 toluene 
• 64-19-7 acetic acid 
• 100-20-9 terephthaloyl chloride 
• 14720-70-8 1,4-bis(hydroxymethyl)benzene diacetate 
• 589-29-7 p-xylylene glycol 

Downstream Products

• 61565-13-7 1,4-phenylenebis[(4-methylphenyl)methanone] 
• 919356-02-8 [4-(4-methylbenzyl)-phenyl]-(4-tolyl)methanone 
• 20787-49-9 4,4'-terephthaloyl dibenzoic acid 
• 854861-31-7 1,4-bis-(α-chloro-4-methyl-benzyl)-benzene 
• 124762-59-0 1,4–bis[(p–tolyl)hydroxymethyl]benzene 
• 100-21-0 terephthalic acid 

Relevant academic research and scientific papers

Sonochemical Switching of Reaction Pathways in Solid-Liquid Two-phase Reactions

Ultrasonic irradiation of a mixture of benzyl bromide, potassium cyanide, and alumina in an aromatic solvent yields benzyl cyanide, whereas mechanical agitation gives the Friedel-Crafts type product; sonication changes the main reaction pathway from aromatic electrophilic to aliphatic nucleophilic substitution.

Superacid BF3-H2O promoted benzylation of arenes with benzyl alcohols and acetates initiated by trace water

A convenient procedure employing simple starting materials benzyl alcohols and acetates as the benzyl donors to assemble a series of diarylalkanes through benzylation of arenes using in situ prepared superacid BF3-H 2O as an efficient promoter has been developed. The beneficial role of water in the reaction has been clarified with combination of control experiments and 11B NMR analysis. This reaction is a self-promoted model, which is triggered by the trace of water and continuously promoted by self released by-product water (or carboxylic acid). A wide range of substrates are investigated and the moderate to excellent yields and the good regioselectivities for secondary benzyl alcohols as well as arenes bearing electron-withdrawing groups have been achieved. As a result, moisture in the reaction system has been utilized as an efficient initiator in all benzylation cases.