ORGANIC CHEMISTRY
ORGANIC CHEMISTRY
6th Edition
ISBN: 9781266633973
Author: SMITH
Publisher: MCG
Question
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Chapter 21.8, Problem 16P
Interpretation Introduction

(a)

Interpretation: The product that is formed by the reaction of the given compound with LDA in the presence of THF solution at low temperature, followed by CH3CH2I is to be identified.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as SN2 reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

The bulky base like LDA always abstracts the proton from the side of less substituted Catom.

Interpretation Introduction

(b)

Interpretation: The product that is formed by the reaction of the given compound with LDA in the presence of THF solution at low temperature, followed by CH3CH2I is to be identified.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as SN2 reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

The bulky base like LDA always abstracts the proton from the side of less substituted Catom.

Interpretation Introduction

(c)

Interpretation: The product that is formed by the reaction of the given compound with LDA in the presence of THF solution at low temperature, followed by CH3CH2I is to be identified.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as SN2 reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

The bulky base like LDA always abstracts the proton from the side of less substituted Catom.

Interpretation Introduction

(d)

Interpretation: The product that is formed by the reaction of the given compound with LDA in the presence of THF solution at low temperature, followed by CH3CH2I is to be identified.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as SN2 reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

The bulky base like LDA always abstracts the proton from the side of less substituted Catom.

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Instructions: Complete the questions in the space provided. Show all your work 1. You are trying to determine the rate law expression for a reaction that you are completing at 25°C. You measure the initial reaction rate and the starting concentrations of the reactions for 4 trials. BrO³¯ (aq) + 5Br¯ (aq) + 6H* (aq) → 3Br₂ (l) + 3H2O (l) Initial rate Trial [BrO3] [H*] [Br] (mol/L) (mol/L) | (mol/L) (mol/L.s) 1 0.10 0.10 0.10 8.0 2 0.20 0.10 0.10 16 3 0.10 0.20 0.10 16 4 0.10 0.10 0.20 32 a. Based on the above data what is the rate law expression? b. Solve for the value of k (make sure to include proper units) 2. The proposed reaction mechanism is as follows: i. ii. BrО¸¯ (aq) + H+ (aq) → HBrO3 (aq) HBrO³ (aq) + H* (aq) → H₂BrO3* (aq) iii. H₂BrO³* (aq) + Br¯ (aq) → Br₂O₂ (aq) + H2O (l) [Fast] [Medium] [Slow] iv. Br₂O₂ (aq) + 4H*(aq) + 4Br‍(aq) → 3Br₂ (l) + H2O (l) [Fast] Evaluate the validity of this proposed reaction. Justify your answer.
е. Д CH3 D*, D20
C. NaOMe, Br Br

Chapter 21 Solutions

ORGANIC CHEMISTRY

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