organic chemistry

Chapter14 Homework Assignment

Chem 239 – Organic Chemistry 2

Name: Due Date: 2/1/2018

1. Synthesis! Show how you would make the following transformation. You may use any additional

reagents you need.

2. Propose a mechanism for the following reaction.

3. Provide two possible routes using an alkoxide and an alkyl halide to synthesize the ether below.

Label the route that is better and briefly explain why.

4. Propose a structure for the ether of formula C4H10O with the following 1H NMR signals. Then label

the peaks with which proton it represents.

5. Predict the products for the following reactions.

6. Propose a mechanism for the following reaction: