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Chapter 10: PROBLEM 10.48 (page 422)

Question: Which alcohols can be prepared as a single product by hydroboration鈥搊xidation of an alkene? Which alcohols can be prepared as a single product by the acid-catalyzed addition of H2O to an alkene?

a.

b.

c.

d.

Short Answer

Expert verified

Answer

补.贬测诲谤辞产辞谤补迟颈辞苍鈥搊虫颈诲补迟颈辞苍.

b.Acid-catalyzed addition.

c.Acid-catalyzed addition.

d. 贬测诲谤辞产辞谤补迟颈辞苍鈥搊虫颈诲补迟颈辞苍 and acid-catalyzed addition.

Step by step solution

01

Hydroboration-oxidation reaction

贬测诲谤辞产辞谤补迟颈辞苍鈥搊虫颈诲补迟颈辞苍 reaction comes to show the addition of an OH group on the less substituted carbon.

02

Acid catalyzed addition  

The acid-catalyzed addition of H2O results in the addition of an OH group on the more substituted carbon.

03

Explanation

a. The given compound has a substitution of the propyl group. Therefore, the hydroboration- oxidation reaction occurs on the less substituted side.

贬测诲谤辞产辞谤补迟颈辞苍鈥搊虫颈诲补迟颈辞苍

b. The given compound has a substitution of the methyl group. Therefore, the acid catalyzed reaction occurs on the more substituted side.

Acid-catalyzed addition

c. The given compound has a substitution of the cyclohexyl group. Therefore, the hydroboration reaction occurs on the less substituted side.

Acid-catalyzed addition

d. The given compound has a substitution of the hexyl group. Therefore, the acid catalyzed reaction as well as hydroboration oxidation occurs.

贬测诲谤辞产辞谤补迟颈辞苍鈥搊虫颈诲补迟颈辞苍 and acid-catalyzed addition

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Most popular questions from this chapter

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a.鈥� zolpidem (sleep aid sold as Ambien),C19H21N3O

b.鈥� mefloquine (antimalarial drug),C17H16F6N2O

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Question: Label the alkene in each drug as E or Z. Enclomiphene is one component of the fertility drug Clomid. Tamoxifen is an anticancer drug. Clavulanic acid is sold in combination with the antibiotic amoxicillin under the trade name Augmentin.

a

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