Select your language

Suggested languages for you:
Log In Start studying!
Answers without the blur. Just sign up for free and you're in → Illustration

PROBLEM 10.62

Expert-verified
Organic Chemistry
Found in: Page 423

Short Answer

Question: Explain why the addition of HBr to alkenes A and C is regioselective, forming addition products B and D, respectively.

Answer

See the step by step solution

Step by Step Solution

Regioselectivity

The regioselectivity term is used when a compound has many locations to form products. But the attacking reagent attacks a particular location and forms a regioselective product.

Explanation for A

When alkene A is treated with HBr, Br can attack at two places, but it prefers the carbon adjacent to the methoxy group as it is more electrophilic. As a result, it forms a regioselective product.

Explanation for B

When alkene B is treated with HBr, Br can attack at two places, but it prefers the carbon away from the carbonyl group as it is more electrophilic. As a result, it forms a regioselective product.

Regioselective product obtained from B

Recommended explanations on Chemistry Textbooks

94% of StudySmarter users get better grades.

Sign up for free
94% of StudySmarter users get better grades.