Organic Chemistry, 12e Study Guide/Student Solutions Manual
Organic Chemistry, 12e Study Guide/Student Solutions Manual
12th Edition
ISBN: 9781119077329
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
Question
Book Icon
Chapter 19, Problem 49P
Interpretation Introduction

Interpretation:

Products A–E and queen substance for the given reaction chain are to be provided.

Concept introduction:

Grignard reagent reactions with carbonyl groups are treated as acid–base reactions.

The reaction of Grignard reagents with carbonyl groups yields secondary and tertiary alcohols. These reactions are two-step reactions. In the first step, nucleophilic addition of carbonyl group takes place because the Grignard reagent, being nucleophilic, uses its lone pair of electrons to form a bond with a carbon atom. This results in the formation of an alkoxide ion which remains associated with Mg2+ and X.

Organic Chemistry, 12e Study Guide/Student Solutions Manual, Chapter 19, Problem 49P , additional homework tip  1

In the second step, addition of aqueous HX causes the protonation of the alkoxide ion, which leads to the formation of the alcohol and MgX2.

Organic Chemistry, 12e Study Guide/Student Solutions Manual, Chapter 19, Problem 49P , additional homework tip  2

Hydrogenation of unsaturated compounds, such as alkenes and alkynes, is done with hydrogen and in the presence of a pure metal, like Platinum or Palladium.

Secondary and tertiary alcohols undergo elimination reactions, when they are treated with mineral acids and heat. Dehydration of alcohols via E1 elimination reaction.

Ozonolysis cleaves the cyclic bond of ring hydrocarbons and converts the ring structure to a straight chain. Dimethyl sulfide reduces the intermediate to form a final compound with two carbonyl groups.

Aldehydes react with dicarboxylic acids in the presence of weak bases like pyridine to give unsaturated carboxylic acids.

When methyl ketones react with halogen in excess of base, multiple halogenation occurs at the methyl group. The methyl trihalide groups become excessively acidic and leave the ketone to give carboxylate ion and a haloform. The reaction is called haloform reaction.

Blurred answer
Students have asked these similar questions
Don't used Ai solution
What is the  absorption spectrum of a solution of naphthalene in benzene , and the vibronic transitions responsible for the vibrational fine structure ?
3. Titanium(III) chloride can be used to catalyze the polymerization of ethylene. It is prepared by hydrogen reduction of Titanium(IV) chloride. Reaction of hydrogen gas with titanium(IV) chloride gas produces solid titanium(III) chloride and hydrogen chloride gas. (a) Write a BALANCED chemical reaction for the preparation of titanium(III) chloride (b) A 250 L reaction vessel at 325°C is filled with hydrogen gas to a pressure of 1.3 atm. Titanium(IV) chloride is then added to bring the total pressure to 3.00 atm. How many grams of titanium(III) chloride will be produced after completion of the reaction? (c) What will be the pressure of the resulting hydrogen chloride gas that is also produced?

Chapter 19 Solutions

Organic Chemistry, 12e Study Guide/Student Solutions Manual

Ch. 19 - Practice Problem 19.11 Outlined below is a...Ch. 19 - Prob. 12PPCh. 19 - Prob. 13PPCh. 19 - Prob. 14PPCh. 19 - Practice Problem 19.15 Starting with ketones and...Ch. 19 - Practice Problem 19.16 Assuming that dehydration...Ch. 19 - Practice Problem 19.17 What starting compound...Ch. 19 - Practice Problem 19.18 What experimental...Ch. 19 - Prob. 19PPCh. 19 - Practice Problem 19.20 When acrolein (propenal)...Ch. 19 - Prob. 21PPCh. 19 - PRACTICE PROBLEM 19.22 Qutline reasonable...Ch. 19 - Prob. 23PCh. 19 - Show all steps in the following syntheses. You may...Ch. 19 - Prob. 25PCh. 19 - Prob. 26PCh. 19 - Prob. 27PCh. 19 - 19.28 Show how the diketone at the right could be...Ch. 19 - Prob. 29PCh. 19 - 19.30 Write a detailed mechanism for the following...Ch. 19 - Prob. 31PCh. 19 - Prob. 32PCh. 19 - 19.33 Predict the products from each of the...Ch. 19 - Prob. 34PCh. 19 - Show how each of the following transformations...Ch. 19 - Prob. 36PCh. 19 - What reagents would you use to bring about each...Ch. 19 - Prob. 38PCh. 19 - Prob. 39PCh. 19 - 19.40 When the aldol reaction of acetaldehyde is...Ch. 19 - Prob. 41PCh. 19 - Prob. 42PCh. 19 - 19.43 The following reaction illustrates the...Ch. 19 - What is the structure of the cyclic compound that...Ch. 19 - Prob. 45PCh. 19 - Prob. 46PCh. 19 - Prob. 47PCh. 19 - Predict the products from the following reactions....Ch. 19 - Prob. 49PCh. 19 - Prob. 50PCh. 19 - Prob. 51PCh. 19 - Prob. 52PCh. 19 - Prob. 53PCh. 19 - The Perkin condensation is an aldol-type...Ch. 19 - 19.55 (a) Infrared spectroscopy provides an easy...Ch. 19 - Allowing acetone to react with 2 molar equivalents...Ch. 19 - (+) Fenchone is a terpenoid that can be isolated...Ch. 19 - Prob. 58PCh. 19 - Prob. 59PCh. 19 - 19.60 Develop a synthesis for the following...Ch. 19 - 19.61 Provide a mechanism for each of the...Ch. 19 - 19.62 (a) Deduce the structure of product A,...Ch. 19 - Prob. 63PCh. 19 - Prob. 1LGP
Knowledge Booster
Background pattern image
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
  • Text book image
    Organic Chemistry
    Chemistry
    ISBN:9781305080485
    Author:John E. McMurry
    Publisher:Cengage Learning
    Text book image
    Organic Chemistry
    Chemistry
    ISBN:9781305580350
    Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
    Publisher:Cengage Learning
    Text book image
    Introduction to General, Organic and Biochemistry
    Chemistry
    ISBN:9781285869759
    Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
    Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305080485
Author:John E. McMurry
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Text book image
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Cengage Learning