ORGANIC CHEM.(LL)-W/OWL V2 >CUSTOM<
ORGANIC CHEM.(LL)-W/OWL V2 >CUSTOM<
9th Edition
ISBN: 9781337034623
Author: McMurry
Publisher: CENGAGE C
Question
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Chapter 11.SE, Problem 21VC
Interpretation Introduction

a)

Interpretation:

The expected product between the alkyl halide CH3CH2Cl+Na+SCH3- and NaOH is interpreted.

Expert Solution
Check Mark

Answer to Problem 21VC

The ethyl chloride undergoes SN2 reaction with Na+SCH3- and NaOH to yield a product.

The product is CH3CH2SCH3, CH3CH2OH.

Here the leaving group is Cl.

The nucleophile is SCH3-,OH.

Hence it undergoes SN2 reaction.

Explanation of Solution

The ethyl chloride undergoes SN2 reaction with Na+SCH3- and NaOH to yield a product.

The product is CH3CH2SCH3, CH3CH2OH.

Here the leaving group is Cl.

The nucleophile is SCH3-,OH.

Hence it undergoes SN2 reaction.

Conclusion

The ethyl chloride undergoes SN2 reaction with Na+SCH3- and NaOH to yield a product.

The product is CH3CH2SCH3, CH3CH2OH.

Here the leaving group is Cl.

The nucleophile is SCH3-,OH.

Hence it undergoes SN2 reaction.

Interpretation Introduction

b)

Interpretation:

The expected product between the alkyl halide CH3CH2Cl+Na+SCH3- and NaOH is interpreted.

Expert Solution
Check Mark

Answer to Problem 21VC

The alkyl halide undergoes SN1 reaction with Na+SCH3- to yield a SCH3 Substituited product.

The product is shown in the reaction.

In this reaction leaving group is Cl, the nucleophile is SCH3-

ORGANIC CHEM.(LL)-W/OWL V2 >CUSTOM<, Chapter 11.SE, Problem 21VC , additional homework tip  1

Explanation of Solution

The alkyl halide undergoes E1 reaction with NaOH to yield a alkene product.

The product is shown here

ORGANIC CHEM.(LL)-W/OWL V2 >CUSTOM<, Chapter 11.SE, Problem 21VC , additional homework tip  2

Conclusion

The alkyl halide undergoes SN1reaction with Na+SCH3- to yield a SCH3 Substituited product.

The product is shown in the reaction.

In this reaction leaving group is Cl, the nucleophile is SCH3-

ORGANIC CHEM.(LL)-W/OWL V2 >CUSTOM<, Chapter 11.SE, Problem 21VC , additional homework tip  3

Interpretation Introduction

c)

Interpretation:

The expected product between the alkyl halide CH3CH2Cl+Na+SCH3- and NaOH is interpreted.

Expert Solution
Check Mark

Answer to Problem 21VC

The benzylchloride undergoes SN1 reaction with Na+SCH3- to yield a product.

The product is shown here.

ORGANIC CHEM.(LL)-W/OWL V2 >CUSTOM<, Chapter 11.SE, Problem 21VC , additional homework tip  4

Here the leaving group is Cl.

The nucleophile is SCH3-Hence it undergoes SN1 reaction.

Explanation of Solution

The benzylchloride undergoes E1 reaction with NaOH to yield a product.

The product is shown here

ORGANIC CHEM.(LL)-W/OWL V2 >CUSTOM<, Chapter 11.SE, Problem 21VC , additional homework tip  5

Conclusion

The benzylchloride undergoes SN1 reaction with Na+SCH3- to yield a product.

The product is shown here.

ORGANIC CHEM.(LL)-W/OWL V2 >CUSTOM<, Chapter 11.SE, Problem 21VC , additional homework tip  6

Here the leaving group is Cl.

The nucleophile is SCH3- Hence it undergoes SN1 reaction.

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Chapter 11 Solutions

ORGANIC CHEM.(LL)-W/OWL V2 >CUSTOM<

Ch. 11.5 - Rank the following substances in order of their...Ch. 11.5 - 3-Bromo-1-butene and 1-bromo-2-butene undergo SN1...Ch. 11.5 - Prob. 13PCh. 11.6 - Review the mechanism of geraniol biosynthesis...Ch. 11.7 - Prob. 15PCh. 11.7 - What alkyl halides might the following alkenes...Ch. 11.8 - Prob. 17PCh. 11.8 - Prob. 18PCh. 11.9 - Prob. 19PCh. 11.12 - Prob. 20PCh. 11.SE - Prob. 21VCCh. 11.SE - From what alkyl bromide was the following alkyl...Ch. 11.SE - Prob. 23VCCh. 11.SE - Prob. 24VCCh. 11.SE - Prob. 25MPCh. 11.SE - Prob. 26MPCh. 11.SE - Prob. 27MPCh. 11.SE - Prob. 28MPCh. 11.SE - Prob. 29MPCh. 11.SE - Prob. 30MPCh. 11.SE - Prob. 31MPCh. 11.SE - Prob. 32MPCh. 11.SE - Metabolism of S-adenosylhomocysteine (Section...Ch. 11.SE - Reaction of iodoethane with CN- yields a small...Ch. 11.SE - One step in the urea cycle for ridding the body of...Ch. 11.SE - Prob. 36MPCh. 11.SE - Prob. 37MPCh. 11.SE - Propose a mechanism for the following reaction, an...Ch. 11.SE - Prob. 39APCh. 11.SE - The following Walden cycle has been carried out....Ch. 11.SE - Prob. 41APCh. 11.SE - Which reactant in each of the following pairs is...Ch. 11.SE - Prob. 43APCh. 11.SE - Prob. 44APCh. 11.SE - Prob. 45APCh. 11.SE - Prob. 46APCh. 11.SE - Prob. 47APCh. 11.SE - Prob. 48APCh. 11.SE - Propose structures for compounds that fit the...Ch. 11.SE - What products would you expect from the reaction...Ch. 11.SE - Prob. 51APCh. 11.SE - Prob. 52APCh. 11.SE - Prob. 53APCh. 11.SE - Prob. 54APCh. 11.SE - Prob. 55APCh. 11.SE - Order each of the following sets of compounds with...Ch. 11.SE - Order each of the following sets of compounds with...Ch. 11.SE - Prob. 58APCh. 11.SE - Prob. 59APCh. 11.SE - Ethers can often be prepared by SN2 reaction of...Ch. 11.SE - Show the stereochemistry of the epoxide (see...Ch. 11.SE - Prob. 62APCh. 11.SE - In addition to not undergoing substitution...Ch. 11.SE - The tosylate of (2R, 3S)-3-phenyl-2-butanol...Ch. 11.SE - Prob. 65APCh. 11.SE - Prob. 66APCh. 11.SE - Prob. 67APCh. 11.SE - Prob. 68APCh. 11.SE - Prob. 69APCh. 11.SE - (S)-2-Butanol slowly racemizes on standing in...Ch. 11.SE - Reaction of HBr with (R)-3-methyl-3-hexanol leads...Ch. 11.SE - Treatment of 1-bromo-2-deuterio-2-phenylethane...Ch. 11.SE - Prob. 73APCh. 11.SE - Prob. 74APCh. 11.SE - In light of your answer to Problem 11-74, explain...Ch. 11.SE - Prob. 76APCh. 11.SE - Compound X is optically inactive and has the...Ch. 11.SE - When a primary alcohol is treated with...Ch. 11.SE - Prob. 79APCh. 11.SE - Amines are converted into alkenes by a two-step...Ch. 11.SE - The antipsychotic drug flupentixol is prepared by...
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