82255-61-6Relevant articles and documents
1,3-Benzoxathioles. Electrophilic Aromatic Substitution
Cabiddu, Salvatore,Cerioni, Giovanni,Cocco, Maria Teresa,Maccioni, Antonio,Plumitallo, Antonio
, p. 135 - 139 (2007/10/02)
Some electrophilic substitution reactions on 1,3-benzoxathiole derivatives are described.Bromination and acylation reactions take place in position 5, i.e., para to the oxygen atom. 1,3-Benzoxathiole nitration yields a mixture of the corresponding sulfoxide and of the 6-nitro derivative when performed with 33percent nitric acid, while, using a mixture 40percent nitric acid and acetic acid or acetyl nitrate, the 6-nitroderivative is obtained together with large amounts of gummy products. 2,2-Dimethyl-1,3-benzoxathiole nitration with 33percent nitric acid yields disulfide XI, while with33percent nitric acid and acetic acid or with acetyl nitrate a mixture of disulfide XI and XII is obtained.The structure of the products have been determined by spectroscopic methods.