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- Title
Pinacol-Pinacolone Rearrangement of 1, 2-Di-( p-methoxyphenyl)-ethane-1, 2-diol and Bis-(4-methoxyphenyl)-acetaldehyde in Acid Media.
- Authors
Tadros, Wadie; Sakla, Alfy Badie; Awad, Sami Bassili; Helmy, Abdul-Aziz Amine
- Abstract
1, 2-Di-( p-methoxyphenyl)-ethane-1, 2-diol gave in acid media bis-(4-methoxy-phenyl)-acetaldehyde, 4-4′-dimethoxy-deoxybenzoin, and 1, 2-di-( p-methoxyphenyl)-ethylene oxide; their respective yields being influenced by at least 3 factors: (i) the acid, (ii) its concentration, and (iii) the reaction period. Bis-(4-methoxyphenyl)-acetaldehyde rearranged to the deoxybenzoin in boiling sulfuric (50%) or phosphoric (75%) acids ( w/ w), and to two isomeric 1, 2-diacetoxy-1, 2-di-(p-methoxyphenyl) ethanes when it was heated with acetic anhydride. The mechanisms of these reactions are discussed.
- Publication
Helvetica Chimica Acta, 1972, Vol 55, Issue 8, p2808
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/hlca.19720550810