99337-36-7

Upstream product

• 67883-68-5 2,3,5-trimethyl-6-prop-2-enylbenzene-1,4-diol 
• 6626-30-8 2,3,5-trimethyl-6-prop-2-en-1-ylphenol 
• 99337-35-6 3,5,6-trimethyl-1,4-hydroquinone diallyl ether 
• 163429-72-9 2-allyl-3,5,6-trimethyl-4-thiocyanatophenol 
• 859970-44-8 2-Allyl-4-amino-3,5,6-trimethyl-phenol 
• 1026485-13-1 (2-Allyl-3,5,6-trimethyl-4-phenylsulfanyl-phenoxy)-tert-butyl-dimethyl-silane 

Relevant academic research and scientific papers

Novel ipso-Substitution of p-Sulfinylphenols through the Pummerer-Type Reaction: A Selective and Efficient Synthesis of p-Quinones and Protected p-Dihydroquinones

The treatment of p-sulfmylphenols 3a-q with trifluoroacetic anhydride caused a Pummerer-type reaction on aromatic rings and concomitant desulfurization to give mixtures of the corresponding p-dihydroquinones 9 and p-quinones 10, which were subsequently oxidized under mild conditions to provide high yields of p-quinones 10. On the other hand, the treatment of p-(phenylsulfinyl)-phenyl ethers 6 with trifluoroacetic anhydride in the presence of styrene caused the direct ipso-substitution of the sulfinyl groups into trifluoroacetoxy groups, giving the protected dihydroquinones 14 in high yields. Both types of reactions were generally completed below room temperature within 1 h and compatible with various functional groups such as the allyl, carbonyl, ester, amide, and silyloxy groups. The preparation of the p-sulfmylphenols 3 and the silyl ethers 6 is also described through p-specific thiocyanation of phenols followed by the Grignard reaction and oxidation.

Acid-Induced Broadening of 1H N.M.R. Signals in the 6-Hydroxychroman and 5-Hydroxydihydrobenzofuran Series

Acids at least as strong as trichloroacetic acid induce line broadening in the 1H n.m.r. spectra of 6-hydroxychroman and 5-hydroxy-2,3-dihydrobenzofuran derivatives.The effect is specific for derivatives of hydroquinone although it is a weak in the absenc