4680-20-0

Upstream product

• 7785-70-8 (+)-α-pinene 
• 108-95-2 phenol 
• 18172-67-3 beta-pinene 
• 79-92-5 camphene 
• 177698-19-0 Beta-pinene 
• 15086-27-8 aluminium(III) phenoxide 
• 565-00-4 dl-camphene 
• 27542-97-8 (1R*,2R*,4R*)-1,7,7-trimethyl-2-phenoxybicyclo[2.2.1]heptane 
• 5655-61-8 bornyl acetate 

Downstream Products

• 3292-05-5 (+-)-5,5,6exo-trimethyl-norbornan-2-one 

Relevant academic research and scientific papers

Aluminum phenoxide-promoted alkylation of phenol with α- And β-pinenes

Alkylation of phenol with natural α- and β-pinenes in the presence of Al(OPh)3 gives the O- and C-alkylation products with the structurally different terpene fragments. The terpenophenols obtained have proved to be optically active.

Tandem molecular rearrangement in the alkylation of phenol with camphene

The alkylation of phenol with camphene in the presence of boron trifluoride in glacial acetic acid was accompanied by tandem molecular rearrangement with formation of a mixture of ortho- and para-substituted phenols having 1,7,7-trimethylbicyclo[2.2.1]hept-exo-2-yl and 5,5,6-trimethylbicyclo[2.2.1] hept-exo-2-yl substituents. The same products were obtained by rearrangement of 1,7,7-trimethylbicyclo[2.2.1]hept-exo-2-yloxybenzene under analogous conditions. Similar reactions performed in the presence of aluminum phenoxide as catalyst resulted in predominant formation of the corresponding ortho-substituted phenols.