135244-75-6

Upstream product

• 127704-27-2 2,6-di-tert-butyl-4-<α-(o-hydroxyphenyl)morpholinomethyl>phenol 
• 135244-73-4 2,6-di(tert-butyl)-4-morpholino-4-(2-hydroxyphenyl)cyclohexa-2,5-dione 
• 131845-60-8 2,4'-dihydroxy-3',5'-di-(tert-butyl)diphenyl 
• 14328-91-7 3,3’,5,5’-tetra-tert-butyl-[1,1‘-biphenyl]-2,4’-diol 
• 110-91-8 morpholine 
• 14328-90-6 2,6-di-tert-butyl-4-(3,5-di-tert-butyl-6-oxocyclohexa-2,4-dien-1-ylidene)cyclohexa-2,5-dien-1-one 
• 135244-74-5 3',5'-Di-tert-butyl-bicyclohexylidene-3,5,2',5'-tetraene-2,4'-dione 

Relevant academic research and scientific papers

UNUSUAL SYNTHESIS, STRUCTURE, AND THERMOCHROMIC PROPERTIES OF NOVEL STERICALLY HINDERED CYCLOHEXADIENES

Oxidation of 4-methyl-2,6-di-(tert-butyl)phenol (I) follows an unusual course, with formal loss of the benzyl carbon atom, to give 2,6-di(tert-butyl)-4-morpholino-4-(2-hydroxyphenyl)cyclohexa-2,5-dienone (II), which is thermochromic in solution.This property is due to the dissociation of (II) into morpholine and 3',5'-di(tert-butyl)-2,4'-diphenoxyquinone.The structure of (II) was established directly by x-ray diffraction, which enabled its conformational features to be related to its thermochromic properties.An x-ray examination of 3,3',5,5'-tetra(tert-butyl)-2,4'-diphenoquinone (X), together with the direct synthesis of the thermochromic analog of (II) (2,6-di(tert-butyl)-4-morpholino-4-cyclohexa-2,5-dienone) (XI) from (X) and morpholine, confirmed the proposed mechanism of thermochromic dissociation.