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Chapter 9: Q64. (page 379)

Question: Draw the products formed when ethylene oxide is treated with each reagent.

a.HBrb.H2O(H2SO4)c.[1]CH3CH2O;[2]H2Od.[1]CH3C鈮�N;[2]H2Oe.[1]O-H;[2]H2Of.[1]CH3S;[2]H2O

Short Answer

Expert verified

Answer

a.

b.

c.

d.

e.

f.

Step by step solution

01

Step-by-Step SolutionStep 1: Ethylene oxide

The compound ethylene oxide is highly reactive. Neutral nucleophiles will attack it at the most substituted carbon of the epoxide. Negatively charged nucleophiles would attack the epoxide ring at less substituted carbon.

02

Explanation

Ethylene oxide can react with strong acids as well as nucleophiles and form the respective addition products containing -OHgroup.

The products of the given reaction are as shown below:

a.

Reactions of ethylene oxide with reagent a

b.

Reactions of ethylene oxide with reagent b

c.

Reactions of ethylene oxide with reagent c

d.

Reactions of ethylene oxide with reagent d

e.

Reactions of ethylene oxide with reagent e

f.

Reactions of ethylene oxide with reagent f

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Most popular questions from this chapter

Question: Give the structure corresponding to each name.

a. 7,7-dimethyloctan-4-ol

b. 5-methyl-4-propylheptan-3-ol

c. 2-tert-butyl-3-methylcyclohexanol

d. trans-cyclohexane-1,2-diol

Question:Propranolol, an antihypertensive agent used in the treatment of high blood pressure, canbe prepared from 1-naphthol, epichlorohydrin, and isopropyl amine using two successivenucleophilic substitution reactions. Devise a stepwise synthesis of propranolol from thesestarting materials.

Question: Give the IUPAC name for each alcohol.

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Question: Draw the products of each reaction, and include the stereochemistry at any stereogenic center in the products.

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b.

c.

Question: Why is the boiling point of propane-1,3-diol higher than the boiling point of propane-1,2-diol [HOCH2CHOHCH3]role="math" localid="1648635549686" (215掳Cvs185掳C)? Why do both diols have a higher boiling point than butan-1-ol CH3CH2CH2CH2OH,118掳C ?
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