19545-75-6Relevant academic research and scientific papers
Photochemistry of aryl tert-butyl ethers in methanol: The effect of substituents on an excited state cleavage reaction
DeCosta,Bennett,Pincock,Pincock,Stefanova
, p. 4162 - 4168 (2000)
The photolysis of a set of 10 substituted aryl tert-butyl ethers, 8a-j, in methanol gave, as the major product, the corresponding phenol along with tert-butyl-substituted phenols resulting from photo-Fries reaction. The corresponding 4-cyanophenyl 1-adamantyl ether, 9, also gave 1-meth-oxyadamantane 16 (16%), indicating that, at least for this ether, some of the products were ion-derived. Quenching studies with 2,3-dimethylbutadiene for the tert-butyl ethers indicated that these reactions were occurring from the singlet excited state. Rate constants for the reaction, obtained from quantum yields and singlet lifetimes, were found to correlate reasonably well with σhv values, ρ = -0.77 (r = 0.975), a result that is unexpected for a reaction where the polarity of the bond breaking in the transition state is expected to be -O(δ-)···C(δ+).
ALKYLATION OF RESORCINOL BY TERTIARY ALCOHOLS
Korneev, S. M.,Nikolaev, V. A.
, p. 1493 - 1495 (2007/10/02)
The initial product from the alkylation of resorcinol by tert-butyl alcohol in the presence of phosphoric or sulfuric acids is 4-tert-butylresorcinol, which is then converted into 4,6-disubstituted resorcinol.The optimum yields of 4,6-di-tert-alkylresorcinols are obtained with sulfuric acid as catalyst with the resorcinol, tertiary alcohol, and acid in molar ratios of 1:3:0.5.
