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 4, Problem 4.19P
Interpretation Introduction

(a)

Interpretation:

The addition product of the given reaction is to be predicted.

Concept introduction:

Markovnikov’s rule states that the addition of HX to the alkene takes place in such a manner that the attachment of hydrogen atom takes place on the carbon atom having more number of hydrogen atoms.

Interpretation Introduction

(b)

Interpretation:

The addition product of the given reaction is to be predicted.

Concept introduction:

Markovnikov’s rule states that the addition of HX to the alkene takes place in such a manner that the attachment of hydrogen atom takes place on the carbon atom having more number of hydrogen atoms.

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Name and draw structural formulas for the two possible products of each alkene addition reaction. Use Markovnikov's rule to predict which is the major product.
(1) Write a complete chemical equation showing reactants, products, and catalysts needed (if any) for the following reaction and (2) Draw and name the organic compound found in every reaction. (a) Complete hydrogenation of 2-Methylhexa-1,5-diene (b) Complete halogenation (Br2) of 3-Ethyl-2,2-dimethylhept-3-ene (c) Reaction of (4E)-2.4-Dimethylhexa-1,4-diene with a mole of water (d) Reaction of cis-3,3-Dimethyl-4-propylocta-1,5-diene with two mole of HBr (e) Reaction of trans-1-Bromo-3-chlorocyclopentane with potassium hydroxide (f) Formation of Gilman reagent using isopropyl bromide (g) Ozonolysis of 3,3-Dimethyloct-4-yne (h) Complete halogenation (Cl2) of 3-Ethyl-5-methyl-1,6,8-decatriyne (i) Partial hydrogenation using Lindlar's Catalyst 2,2,5,5-Tetramethylhex-3-yne (i) Reaction of 3.4-Dimethylcyclodecyne with sodium amide
Ketene, H2C=C=O, is an important industrial chemical. Predict the products that would be formed when ketene reacts with **hint: Markovnikov addition occurs. (a) ethanol (b) acetic acid (c) ethylamine.
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