Action Center Practice Problem – Chemical Reactivity and Mechanisms 2(Klein: Chapter 6)Sections Covered: 6.1-6.111. When a substance A(4-methyl-4-propen-1-ol) is treated with dilute, aqueous sulfuric acid, the formation of a new substance B(2,2-dimethyltetrahydrofuran) is observed. The reaction is proposed to take place via an electrophilic addition mechanism where the intermediate carbocation combines with the available nucleophilic alcohol group intramolecularly in order to form a ring. A bronsted acid-base reaction completes the sequence to give the observed product (a). Provide the mechanisms and structural intermediates as required, below.A) Provide the mechanism and intermediates (please answer on a separate sheet)OH+H3OA?+ H2O? + H2O+H3OBB) In principle, there is a second possible electrophilic addition product Cthat could form by an analogous pathway. However, it is not observed.
This is the end of the preview.
access the rest of the document.
Chemical reaction, Acids, Electrophilic addition, electrophilic addition mechanism