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Synthesis and properties of 3,4-di-t-butylphenol

✍ Scribed by Albert W. Burgstahler; M.O. Abdel-Rahman; Ping-Lu Chien

Publisher
Elsevier Science
Year
1964
Tongue
French
Weight
155 KB
Volume
5
Category
Article
ISSN
0040-4039

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✦ Synopsis

OWING to the strong steric repulsion which has been demonstrated' to exist between the t-butyl groups in an o-di-t-butylbeneene system, some degree of stabilization of the dienone tautomer (II) of 3,4-di-tbutylphenol (I) might be expected to oc~ur.~ We now wish to report the synthesis of this substance along with evidence which shows that it exists essentially as the phenol I.

Nitration of g-di-t-butylbenzene3 with nitric acid (d. 1.42) in acetic anhydride at O-5" afforded, in pC$ yield, 3,4-di-t-butylnitrobenzene as a pale yellow oil with a musk-like odor, b.p. 114" (0.1 nrs.),

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