ORGANIC CHEMISTRY (LL)-W/SOLN.>CUSTOM<
10th Edition
ISBN: 9781259972348
Author: Carey
Publisher: MCG CUSTOM
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Chapter 6, Problem 43DSP
Interpretation Introduction
Interpretation:
The reaction which takes place at the fastest rate is to be determined.
Concept Introduction:
In general,
Primary alkyl halides are less crowded at the site of substitution than secondary and tertiary alkyl halides, and thus, react faster in substitution by
Among the alkyl halides, alkyl iodides undergo nucleophilic substitution at the fastest rate while alkyl fluorides at the slowest rate.
The strength of nucleophilicity increases from top to bottom in a group.
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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.
Working Backwards Parte Deux.
a.First, identify which functional groups changed during the reaction. Did stereochemistry change too?
b. Based on your answers to A and B, what kind of reaction occurred here, SN1 or SN2?
c.Suggest reagents and solvent that could accomplish this reaction.
Chapter 6 Solutions
ORGANIC CHEMISTRY (LL)-W/SOLN.>CUSTOM<
Ch. 6.1 - Prob. 1PCh. 6.2 - 1-Bromo-3-chloropropane reacts with one molar...Ch. 6.3 - Prob. 3PCh. 6.3 - The Fischer projection for (+)-2-bromooctane is...Ch. 6.3 - Would you expect the 2-octanol formed by SN2...Ch. 6.3 - Prob. 6PCh. 6.4 - Prob. 7PCh. 6.4 - The first step in the synthesis of the...Ch. 6.6 - Prob. 9PCh. 6.6 - Prob. 10P
Ch. 6.7 - Prob. 11PCh. 6.8 - Prob. 12PCh. 6.9 - Diethyl ether (CH3CH2OCH2CH3) has a dielectric...Ch. 6.9 - Unlike protic solvent which solvate from complexes...Ch. 6.10 - Prob. 15PCh. 6.10 - Prob. 16PCh. 6.10 - The hydrolysis of sulfonate of 2-octanol is...Ch. 6.11 - Prob. 18PCh. 6 - Prob. 19PCh. 6 - Prob. 20PCh. 6 - Both of the following reactions involve...Ch. 6 - Prob. 22PCh. 6 - Prob. 23PCh. 6 - Sodium nitrite (NaNO2) reacted with 2-iodooctane...Ch. 6 - Prob. 25PCh. 6 - Prob. 26PCh. 6 - Prob. 27PCh. 6 - The reaction of 2,2-dimethyl-1-propanol with HBr...Ch. 6 - If the temperature is not kept below 25oC during...Ch. 6 - The reaction of cyclopentyl bromide with sodium...Ch. 6 - Prob. 31PCh. 6 - Prob. 32PCh. 6 - Write an equation, clearly showing the...Ch. 6 - Prob. 34PCh. 6 - Based on what we know about nucleophiles and...Ch. 6 - Prob. 36PCh. 6 - Prob. 37PCh. 6 - Prob. 38PCh. 6 - Prob. 39PCh. 6 - Prob. 40PCh. 6 - Prob. 41DSPCh. 6 - Prob. 42DSPCh. 6 - Prob. 43DSPCh. 6 - Prob. 44DSPCh. 6 - Prob. 45DSPCh. 6 - Prob. 46DSP
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