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Show how you might use SN2 reactions to convert

Chapter 8, Problem 15P

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QUESTION:

Show how you might use \(S_{N} 2 \) reactions to convert \(1 \text { - chlorobutane }\) into the following compounds.


(a)  \(\text { butan }-1-\text { ol }\)


(b)  \(1 \text {-fluorobutane }\)


(c)  \(1-\text { iodobutane }\)


(d)  \(\mathrm{CH}_{3}-\left(\mathrm{CH}_{2}\right)_{3}-\mathrm{CN}\)


(e)  \(\mathrm{CH}_{3}-\left(\mathrm{CH}_{2}\right)_{3}-\mathrm{C} \equiv \mathrm{CH}\)


(f)  \(\mathrm{CH}_{3} \mathrm{CH}_{2}-\mathrm{O}-\left(\mathrm{CH}_{2}\right)_{3}-\mathrm{CH}_{3}\)


(g)  \(\mathrm{CH}_{3}-\left(\mathrm{CH}_{2}\right)_{3}-\mathrm{NH}_{2}\)

Equation Transcription:

Text Transcription:

S_N2

1-chlorobutane

butan-1-ol

1-flourobutane

1-iodobutane

CH_3-(CH_2)_3-CN

CH_3-(CH_2)_3-CCH

CH_3CH_2-O-(CH_2)_3-CH_3

CH_3-(CH_2)_3-NH_2

Questions & Answers

QUESTION:

Show how you might use \(S_{N} 2 \) reactions to convert \(1 \text { - chlorobutane }\) into the following compounds.


(a)  \(\text { butan }-1-\text { ol }\)


(b)  \(1 \text {-fluorobutane }\)


(c)  \(1-\text { iodobutane }\)


(d)  \(\mathrm{CH}_{3}-\left(\mathrm{CH}_{2}\right)_{3}-\mathrm{CN}\)


(e)  \(\mathrm{CH}_{3}-\left(\mathrm{CH}_{2}\right)_{3}-\mathrm{C} \equiv \mathrm{CH}\)


(f)  \(\mathrm{CH}_{3} \mathrm{CH}_{2}-\mathrm{O}-\left(\mathrm{CH}_{2}\right)_{3}-\mathrm{CH}_{3}\)


(g)  \(\mathrm{CH}_{3}-\left(\mathrm{CH}_{2}\right)_{3}-\mathrm{NH}_{2}\)

Equation Transcription:

Text Transcription:

S_N2

1-chlorobutane

butan-1-ol

1-flourobutane

1-iodobutane

CH_3-(CH_2)_3-CN

CH_3-(CH_2)_3-CCH

CH_3CH_2-O-(CH_2)_3-CH_3

CH_3-(CH_2)_3-NH_2

ANSWER:

Solution 15P:

Here, we are going to write the complete reaction by SN2 mechanism for the product formation using 1-chlorobutane.

Step 1:

Second-Order Nucleophilic Substitution (SN2 Reaction) is a single step reaction, where , A strong nucleophile attacks the electrophilic carbon, forcing the leaving group to leave.

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