H.W. Organic-1

1. Which of the following carbocations is more stable? Explain.

1. Why is phenol a stronger acid than cyclohexanol?

1. Why is benzene’s heat of hydrogenation 36 kcal/mol less than three times that of cyclohexene?

1. Why is the following compound not aromatic?

1. List the criteria that compounds must meet in order to be aromatic?

1. Which of the following describes the relative stabilities of carbocations?
2. 3° allylic > 2° > 1° benzylic
3. methyl > 2° benzylic > 3°
4. 3° benzylic > methyl > 1°
5. 2° allylic > 2° > methyl
6. 1° benzylic > 3° > 3° allylic