EBK A SMALL SCALE APPROACH TO ORGANIC L
EBK A SMALL SCALE APPROACH TO ORGANIC L
4th Edition
ISBN: 9781305446021
Author: Lampman
Publisher: CENGAGE LEARNING - CONSIGNMENT
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Chapter 19, Problem 1Q
Interpretation Introduction

Interpretation:

The reason for 2-bromobutane to react faster than 2-chlorobutane in the test ofsilver nitrate with ethanol and NaI with acetone needs to be explained.

Concept Introduction:

Alkyl halides have halogen group as the functional group which can substitute with other groups to give substitutional reactions. In the nucleophilic substitution reactions, the reactivities of the alkyl halides depends on two important factors such as reaction conditions and substrate structure.

Expert Solution & Answer
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Answer to Problem 1Q

In 2-bromobutane, -Br is a better leaving group than −Cl therefore it reacts faster than 2-chlorobutane.

Explanation of Solution

Given information:

Both 2-bromobutane and 2-chlorobutane give positive test with silver nitrate with ethanol and KI with acetone.

In 2-bromobutane, -Br is a better leaving group than −Cl therefore it reacts faster than 2-chlorobutane. The −Br leaving group is a weak base therefore it is a good leaving group compare to −Cl which is a stronger base and weak leaving group.

Hence 2-bromobutane reacts faster than 2-chlorobutane with silver nitrate with ethanol and NaI with acetone as both are substitution reactions that replace −Cl and −Br with −I and –NO3.

Conclusion

In 2-bromobutane, -Br is a better leaving group than −Cl therefore it reacts faster than 2-chlorobutane.

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42. Which of the following halogenated compounds can be used successfully to prepare a Grignard reagent for alcohol synthesis by subsequent reaction with an aldehyde or ketone? Which ones cannot and why? H3C CH3 a. Br H OH b. Cl C. I H H d. Cl e. H OCH3 Br H
For each reaction below, decide if the first stable organic product that forms in solution will create a new CC bond, and check the appropriate box. Next, for each reaction to which you answered "Yes" to in the table, draw this product in the drawing area below. Note for advanced students: for this problem, don't worry if you think this product will continue to react under the current conditions - just focus on the first stable product you expect to form in solution. ? Will the first MgBr product that forms in this reaction create a new CC bond? olo ? OH جمله O Yes Ⓒ No MgCl ? Will the first product that forms in this reaction create a new CC bond? Click and drag to start drawing a structure. Yes No X ☐ : ☐ टे PH
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