118630-96-9

Upstream product

• 13037-83-7 4-allyl-2,6-dimethylphenol 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 762-72-1 allyl-trimethyl-silane 

Downstream Products

• 118631-05-3 3-<4-<(tert-Butyldimethylsilyl)oxy>-3,5-dimethylphenyl>-1-propanol 
• 125437-45-8 2,6-Dimethyl-4-<3-(pyrrol-1-yl)propylidene>-2,5-cyclohexadien-1-one 
• 125404-82-2 (+/-)-2,6-Dimethyl-4-(1,2-dihydropyrrolizin-3-yl)phenol 
• 125437-44-7 2,6-Dimethyl-4-<3-(pyrrol-1-yl)propyl>phenol 
• 125404-80-0 2,6-Dimethyl-4-<4-(furan-3-yl)butyl>phenol 
• 125404-83-3 2,6-Dimethyl-4-<4-(furan-3-yl)butylidene>-2,5-cyclohexadien-1-one 
• 118630-99-2 4-(3-Bromopropyl)-1-<(tert-butyldimethylsilyl)oxy>-2,6-dimethylbenzene 
• 125404-84-4 (+/-)-2,6-Dimethyl-4-(4,5,6,7-tetrahydrobenzofuran-7-yl)phenol 
• 118630-78-7 2,6-Dimethyl-4-(3-methylidenecyclopentyl)phenol 
• 118630-76-5 2,6-Dimethyl-4-<4-<(trimethylsilyl)methyl>-4-pentenyl>phenol 
• 118630-77-6 2,6-Dimethyl-4-<4-<(trimethylsilyl)methyl>-4-pentenylidene>-2,5-cyclohexadien-1-one 
• 118630-91-4 (+/-)-2,6-Dimethyl-4-<4-methylidene-3-<(trimethylsilyl)oxy>cyclopentyl>phenol 
• 118630-84-5 3-(3,5-Dimethyl-4-hydroxyphenyl)-2-(methoxycarbonyl)-2-cyclohexen-1-one 
• 118630-83-4 2,6-Dimethyl-4-<6-(methoxycarbonyl)-5-oxo-1-hexylidene>-2,5-cyclohexadien-1-one 

Relevant academic research and scientific papers

Aryl cation and carbene intermediates in the photodehalogenation of chlorophenols

The photochemistry of 2,6-dimethyl-4-chlorophenol (6) has been studied in methanol and trifluoroethanol (TFE) through product studies and transient absorption spectroscopy. Chloride loss from triplet 6 gave triplet hydroxyphenyl cation 1.4, which equilibrated with triplet oxocyclohexadienylydene 15 within a few tens of nanoseconds; the cation can, however, be selectively trapped by allyltrimethylsilane (kad = 108-109 M -1S-1) to give a phenonium ion and the allylated phenol. In neat alcohols, 14 and 15 are reduced through different mechanisms, namely by hydrogen transfer through radical cation 17 and via phenoxyl radical 16, respectively. The mechanistic rationalization has been substantiated by the parallel study of an O-silylated derivative. The work shows that the chemistry of the highly (but selectively) reactive phenyl cation 14 can not only be discriminated from that of the likewise highly reactive carbene 15, but also exploited for synthetically useful reactions, as in this case with alkenes. Photolysis of electron-donating substituted halobenzcnes may be the method of choice for the mild generation of some classes of phenyl cations.

Formation of Carbon-Carbon Bonds via Quinone Methide-Initiated Cyclization Reactions

p-Quinone methides were found to be excellent electrophilic cyclization initiators for the formation of six-membered rings.Cyclizations to form five- and seven-membered rings were also studied.Oxidation of 2,6-disubstituted phenols with Ag2O afforded the

PARA-QUINONE METHIDE INITIATED INTRAMOLECULAR ELECTROPHILIC SUBSTITUTION REACTIONS

A study on the reactivity of para-quinone methides in intramolecular cyclization reactions is presented.The para-quinone methides were isolated and completely characterized prior to cyclization.A furan, a pyrrole and a mono-alkyl substituted benzene were