Aqueous chlorination of α-terpineol

Autor: Richard C. Hallcher, Herbert L. Kopperman, Robert M. Carlson, Ronald Caple, Agatha Riehl
Rok vydání: 1976
Předmět:
Zdroj: Tetrahedron. 32:1621-1626
ISSN: 0040-4020
DOI: 10.1016/0040-4020(76)85148-4
Popis: Of the multitude of products obtained upon the aqueous chlorination of α-terpineol ( 1 ), under both acidic and basic conditions, the major ones are the diequatorial trans , 4 , and diaxial trans , 5 , Markovnikov adducts of hypochlorous acid to the olefinic center. With the exclusion of small amounts of dichloride formation, the remainder of the products appear to be derived from 4 and 5 by hydrolysis or elimination sequences. The product distribution exhibits an expected pH dependence that is useful in the structural assignments.
Databáze: OpenAIRE