Question

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

$$\begin{gathered} \mathbf{a}\mathbf{.}\mathbf{}\mathbf{HBr} \\ \mathbf{b}\mathbf{.}\mathbf{}{\mathbf{H}}_{\mathbf{2}}\mathbf{O}\mathbf{}\left(H_2{\mathrm{SO}}_4\right) \\ \mathbf{c}\mathbf{.}\mathbf{}\left[1\right]\mathbf{}{\mathbf{CH}}_{\mathbf{3}}{\mathbf{CH}}_{\mathbf{2}}\mathbf{O}\mathbf{}\mathbf{;}\mathbf{}\left[2\right]{\mathbf{H}}_{\mathbf{2}}\mathbf{O} \\ \mathbf{d}\mathbf{.}\mathbf{}\left[1\right]\mathbf{}{\mathbf{CH}}_{\mathbf{3}}\mathbf{C}\mathbf{\equiv }\mathbf{N}\mathbf{}\mathbf{;}\mathbf{}\left[2\right]{\mathbf{H}}_{\mathbf{2}}\mathbf{O} \\ \mathbf{e}\mathbf{.}\mathbf{}\left[1\right]\mathbf{}\stackrel{\mathbf{-}}{\mathbf{O}}\mathbf{H}\mathbf{;}\mathbf{}\left[2\right]{\mathbf{H}}_{\mathbf{2}}\mathbf{O} \\ \mathbf{f}\mathbf{.}\mathbf{}\left[1\right]\mathbf{}{\mathbf{CH}}_{\mathbf{3}}\mathbf{S}\mathbf{;}\mathbf{}\left[2\right]{\mathbf{H}}_{\mathbf{2}}\mathbf{O} \end{gathered}$$

Short answer

Answer

a.

b.

c.

d.

e.

f.

Step-by-step solution

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.

Explanation

Ethylene oxide can react with strong acids as well as nucleophiles and form the respective addition products containing $-\mathrm{OH}\mathrm{group}$.

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