16. Conjugated Systems
Conjugation Chemistry
37PRACTICE PROBLEM
Two different types of absorptions are observed in the UV spectrum of 3-methyl-1-phenylbut-2-en-1-ol: a weak absorption at 220 nm and a more intense absorption at 258 nm.
When this compound is reacted with dilute sulfuric acid, an isomeric product with a weak absorption at 290 nm and a more intense absorption at 250 nm is obtained. Propose a plausible mechanism for the reaction described above. You should include the structure of the reaction product in your proposed mechanism.
Two different types of absorptions are observed in the UV spectrum of 3-methyl-1-phenylbut-2-en-1-ol: a weak absorption at 220 nm and a more intense absorption at 258 nm.
When this compound is reacted with dilute sulfuric acid, an isomeric product with a weak absorption at 290 nm and a more intense absorption at 250 nm is obtained. Propose a plausible mechanism for the reaction described above. You should include the structure of the reaction product in your proposed mechanism.