5780-08-5Relevant articles and documents
A convenient synthesis of tri- and tetramethylbenzaldehydes from readily available phenols
Dhankher, Persis,Sheppard, Tom D.
supporting information, p. 381 - 384 (2014/03/21)
This letter describes a convenient synthesis of the six isomeric tri- and tetramethylbenzaldehydes, which are not readily available from major chemical suppliers. Formylation of readily available phenols via electrophilic aromatic substitution provides compounds containing the correct aromatic substitution pattern. ?Suzuki cross-coupling of the corresponding trifluoromethanesulfonates with methylboronic acid then provides the benzaldehydes as single isomers. Georg Thieme Verlag Stuttgart. New York.
A new redox system: Trichloromethylarene - Pyridine base. On the mechanism of the synthesis of N-(4-pyridyl)pyridinium dichloride
Belen'kii, Leonid I.,Poddubnyi, Igor S.,Krayushkin, Mikhail M.
, p. 5075 - 5078 (2007/10/02)
A redox reaction of trichloromethylarenes with pyridines results in respective N-(α-chloroarylmethyl)-substituted pyridinium chlorides which give on hydrolysis aromatic aldehydes and 4-chloropyridines or 1,4'- bipyridinium salts.
An Unexpected γ-Hydrogen Rearrangement in the Mass Spectra of Di-ortho-substituted Alkylbenzenes
Kingston, Eric E.,Eichholzer, John V.,Lyndon, Paul,MacLeod, John K.,Summons, Roger E.
, p. 42 - 47 (2007/10/02)
In contradiction of long-accepted mass spectrometric dogma, the site-specific γ-hydrogen rearrangement is observed in alkylbenzenes in which both ortho positions are blocked with methyl substituents.Mass spectrometric studies of a series of five trimethyl- and three tetramethylisopentylbenzenes have shown that this rearrangement is only suppressed to a significant degree in those compounds in which all three positions ortho and para to the isopenyl group are blocked.Deuterium labelling has confirmed the γ-site-specific origin of the migrating H atom while metastable studies have been used to investigate the mechanism of the rearrangement process.