EBK ORGANIC CHEMISTRY
EBK ORGANIC CHEMISTRY
12th Edition
ISBN: 9781119233664
Author: Snyder
Publisher: VST
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Chapter SRP, Problem 6P
Interpretation Introduction

Interpretation:

The synthesis for the given products is to be outlined by using 1-butanol as starting compound.

Concept introduction:

Thionyl chloride and phosphorous bromide reacts with alcohol to yield alkyl chloride and bromides respectively.

Sodium cyanide is used to convert halo alkane to the corresponding nitrile.

Lithium aluminum hydride is a reducing agent, used to selectively convert nitrile to amine.

Potassium permanganate is an oxidizing agent useful in converting alcohols to acid.

Hofmann rearrangement is used for converting primary amide to amine with one less carbon.

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1. Answer the questions about the following reaction: (a) Draw in the arrows that can be used make this reaction occur and draw in the product of substitution in this reaction. Be sure to include any relevant stereochemistry in the product structure. + SK F Br + (b) In which solvent would this reaction proceed the fastest (Circle one) Methanol Acetone (c) Imagine that you are working for a chemical company and it was your job to perform a similar reaction to the one above, with the exception of the S atom in this reaction being replaced by an O atom. During the reaction, you observe the formation of three separate molecules instead of the single molecule obtained above. What is the likeliest other products that are formed? Draw them in the box provided.
3. For the reactions below, draw the arrows corresponding to the transformations and draw in the boxes the reactants or products as indicated. Note: Part A should have arrows drawn going from the reactants to the middle structure and the arrows on the middle structure that would yield the final structure. For part B, you will need to draw in the reactant before being able to draw the arrows corresponding to product formation. A. B. Rearrangement ΘΗ
2. Draw the arrows required to make the following reactions occur. Please ensure your arrows point from exactly where you want to exactly where you want. If it is unclear from where arrows start or where they end, only partial credit will be given. Note: You may need to draw in lone pairs before drawing the arrows. A. B. H-Br 人 C Θ CI H Cl Θ + Br O

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EBK ORGANIC CHEMISTRY

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