Organic Chemistry Study Guide and Solutions
Organic Chemistry Study Guide and Solutions
6th Edition
ISBN: 9781936221868
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 5, Problem 5.25P
Interpretation Introduction

Interpretation:

Thereason as to why hydrogen and not bromine is abstracted from hydrogen bromide by the free radical reactant is to be stated.

Concept introduction:

The bond dissociation energy is denoted by ΔH°. It is the energy required to break the bond between two atoms in the chemical reaction. In other words, it describes the strength of a bond in the chemical reaction. The breaking of a bond takes place by the absorption of energy.

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1) The carbon-oxygen double bond present in aldehydes and ketones is very polar. What does this mean and how does it arise? 2) The carbon-oxygen double bond is readily attacked by nucleophiles like cyanide ions or ammonia.           (i) What do you understand by the term nucleophile?           (ii) Which part of the carbon-oxygen double bond is attractive to nucleophiles? 3) Why is there a difference between aldehydes and ketones in their response to oxidizing agents such as potassium dichromate(VI) solution acidified with dilute sulfuric acid?
a) Consider the reaction of HBr with ethylene and propylene. At roomtemperature the reaction of propylene with HBr is much faster than thereaction with ethylene.Using reaction energy diagrams and your knowledge of carbocationstability explain why this is so. b) Xylene (dimethylbenzene) is a commonly used chemical in the printingindustry and as a cleaning solvent for oily waste. It is also used whenpreparing histological samples to remove waxes from biological samples.Draw the three possible structures for this compound and give the UPACnames for each. Define which structures are ortho, meta, and para.
The reaction is a nucleophilic substitution, A is OH- and B is an alkyl bromide. Give the reaction mechanism and explain your reasoning.
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