Name: 1,2-Benzisoxazole. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 1,2-Benzisoxazole, is researched, Molecular C7H5NO, CAS is 271-95-4, about Photochemistry of 1,2-benzisoxazoles in strongly acidic solution. Author is Doppler, Thomas; Schmid, Hans; Hansen, Hans Juergen.
Photolysis of I (R = R1 = H; R = Me, R1 = H; R = Me, R1 = 6-Me) in 96% H2SO4 yields mixtures of II ( R = R1 = H; R = Me, R1 = H; R = Me, R1 = 4-Me) and III (R = R1 = H; R = Me, R1 = H; R = Me, R1 = 4-Me). Photolysis of I (R = Me, R1 = 5-Me) in 96% H2SO4 yields III (R = Me, R1 = 5-Me) in only 6% yield. 1,2-Benzisoxazolium ions react in the excited singlet state by heterolytic cleavage of the N-O bond to yield the corresponding aryloxenium ion (IV) in the singlet state; reaction of IV and HSO4- ions yields, after hydrolysis, the dihydroxy compounds II and III.
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