Subjection of 1-bromo-1-methylcyclopentane to the hydrolytic conditions shown leads to a mixture of products. Br -CH3 H₂O heat -CH3 OH -CH3 y =CH₂ + H₂O* + Br A B с a. Which alkene do you expect to be most abundant in the product mixture? b. Provide a stepwise mechanism to explain how the alkene labeled C is formed. c. The reaction above is shown with hydronium ion (pK₂~-1.7) and bromide as products rather than HBr (pKa ~-9). Use acid-base concepts to explain why HBr does not exist when there is an abundance of water.

9. Determine the mechanism of nucleophilic substitution of each reaction and draw the products, mechanisms including stereochemistry. CI Br + CN CH₂CH₂OH acetone

help

4. Consider the reactants below. Answer the following questions about the reaction mechanism and products. Br x a. What is the degree of substitution of the alkyl halide? b. What type of base and nucleophile is the water molecule? A H₂O c. What type of mechanism is favored in the reaction of tertiary halides and weak bases/nucleophiles with heat applied? d. Draw the structure of the product for the reaction e. Provide an arrow-pushing mechanism for the formation of the product.