4518-00-7

Upstream product

• 79-92-5 camphene 
• 578-57-4 2-bromoanisole 
• 736109-58-3 1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one 
• 565-00-4 dl-camphene 
• 108-95-2 phenol 
• 18172-67-3 beta-pinene 
• 7785-70-8 (+)-α-pinene 
• 1380095-62-4 2-((1R,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl)phenyl (1S,4R)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate 
• 15086-27-8 aluminium(III) phenoxide 
• 177698-19-0 Beta-pinene 

Downstream Products

• 128-39-2 2,6-di-tert-butylphenol 
• 1243572-61-3 2-hydroxy-3-(1,7,7-trimethylbiyclo[2.2.1]hept-exo-2-yl)benzaldehyde 
• 58508-15-9 2-isobornyl-4-bromophenol 
• 58315-90-5 2-isobornyl-4-nitrophenol 

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.

Alkylation of phenol with camphene in the presence of heteropolyacids supported on metal oxides

Alkylation of phenol with camphene in the presence of supported heteropolyacids is studied. The main reaction products are found to be phenyl isobornyl ether, 2-isobornylphenol and 2-isocamphylphenol, the ratio between them being determined by the nature of heteropolyacid and carrier (ZrO 2 or TiO2).

Alkylation of phenol by β-pinene in the presence of aluminum phenolate

The alkylation of phenol by β-pinene using Al(OPh)3 as a catalyst was studied. It was found that the composition of the products depended on the ratio of starting materials. The principal products were chromane-type ethers with an equimolar ratio of starting materials and an excess of phenol. ortho-Alkylated phenol and an ether with a terpene substituent of bornyl structure were formed with a two-fold excess of β-pinene.

Separation of racemic ortho-isobornylphenol into enantiomers and evaluation of their antioxidant activity

Racemic ortho-isobornylphenol was separated into enantiomers through diastereomeric camphanates. The absolute configuration of chiral centers of the isolated products was determined by X-ray studies. Antioxidant activity and membrane-protective properties

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.