ORGANIC CHEMISTRY TEXT PACKAGED - 2 YE
ORGANIC CHEMISTRY TEXT PACKAGED - 2 YE
10th Edition
ISBN: 9781260024241
Author: Carey
Publisher: MCG/CREATE
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Chapter 6, Problem 41DSP
Interpretation Introduction

Interpretation:

A compound that undergoes substitution by SN1 mechanism at the fastest rate is to be determined.

Concept introduction:

For SN1 reactions, the rate determining step is the formation of the intermediate carbocation.

The order of stability of carbocations is: primary < secondary < tertiary

More stable carbocations are formed faster than less stable carbocations. Thus, tertiary alkyl halides react fastest while primary alkyl halides react slowest for SN1 reactions

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These problems differ from those in earlier chapters in that they directly test your knowledge of core material rather than using a descriptive passage to extend the material or introduce new ideas. The number of factors that contribute to nucleophilic substitution can be daunting. The really major ones, though, are few and readily applied to specific reactions by using the SN1 and SN2 mechanisms to guide your analysis.What is the major product of the reaction shown?
In the chemical reaction between 2-chloro-2-methyl-propane and ethanolic silver nitrate solution, a precipitate is definitely formed. Using the skeletal structures of the molecules, write out the skeletal structure of each reaction (don't include the mechanism). Identify what the nucleophile is in each type of reaction, especially within this SN1 reaction. Explain the reactivity of each electrophile/substrate in terms of whether they are tertiary, secondary, primary, etc. for each reaction. Include the overall chemical reaction.
State the characteristic of the SN2 and SN1 mechanism towards alkyl halide compounds based onmolecularity, reaction rate constant, formation of product(s), reactivity of alkyl halides and thestrength of nucleophile.
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