150638-80-5Relevant articles and documents
HETEROCUMULENES IN ACYLATION REACTIONS. 1. MECHANISM OF ACID HYDROLYSIS OF 2,6,6-TRIMETHYL-1-CARBONYLCYCLOHEX-2-ENE AND ITS THIO AND N-ISOPROPYLIMINO ANALOGS
Lyashchuk, S. N.,Skrypnik, Yu. G.,Bezrodnyi, B. P.
, p. 109 - 114 (2007/10/02)
It was established that γ-protonation of the substrate takes place preferentially during the acid hydrolysis of 2,6,6-trimethyl-1-carbonylcyclohex-2-ene and its thio and N-isopropylimino analogs.The contribution from γ-protonation increases with increase in the polarity of the medium, the activity of H+, and the electronegativity of the heteroatom.The experimental results were confirmed by theoretical calculations (MNDO).