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Reaction of spiro ortho esters with polar reagents

Journal Article · · Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States)
OSTI ID:6417899

The reaction of 2-chloromethyl-1,4,6-trioxaspiro(4.4)nonane with polar reagents, which models the cationic polymerization of spiro ortho esters, takes place with preferred protonation of one of the oxygen atoms of the dioxolane ring and subsequent addition of the counterion to the ..cap alpha..-carbon atom of the tetrahydrofuran ring. The accumulation of the lactone during the storage of the spiro ortho esters is due to reactions with polar impurities, where the intermediate products are hydroxy esters.

Research Organization:
Institute of Chemical Physics, Moscow, USSR
OSTI ID:
6417899
Journal Information:
Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States), Journal Name: Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States) Vol. 35:7; ISSN BACCA
Country of Publication:
United States
Language:
English