Organic Chemistry
Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
Question
Book Icon
Chapter 10, Problem 10.41AP
Interpretation Introduction

(a)

Interpretation:

The structure of seven-carbon tertiary alcohol which yields a single alkene after acid-catalyzed dehydration is to be stated.

Concept introduction:

The dehydration of alcohol in the presence of acid catalyst results in the formation of an alkene with the removal of one molecule of water. Dehydration of alcohol is a type of β- elimination reaction, in which beta hydrogen is eliminated from the alcohol molecule. If all beta hydrogen in alcohol is equivalent, then only single alkene will be the major product.

Interpretation Introduction

(b)

Interpretation:

The structure of alcohol that, after acid-catalyzed dehydration yields an alkene and after the ozonolysis followed with (CH3)2S, gives only benzaldehyde is to be stated.

Concept introduction:

The dehydration of alcohol in the presence of acid catalyst results in the formation of an alkene with the removal of one molecule of water. Dehydration of alcohol is a type of β- elimination reaction, in which beta hydrogen is eliminated from the alcohol molecule. If all beta hydrogen in alcohol is equivalent, then only single alkene will be the major product.

Interpretation Introduction

(c)

Interpretation:

The structure of alcohol that gives the same product when it reacts with KMnO4 as it obtained from the ozonolysis of trans3,6dimethyl4octene followed by treatment with H2O2 is to be stated.

Concept introduction:

Potassium permanganate (KMnO4) is a useful oxidizing agent, which can oxidize primary alcohol to carboxylic acid in the presence of basic solution but not used in secondary alcohol to ketones because ketones react further with alkaline permanganate solution. The oxidative ozonolysis of alkene also produces a carboxylic acid.

Blurred answer
Students have asked these similar questions
Calculating the pH at equivalence of a titration 3/5 Izabella A chemist titrates 120.0 mL of a 0.7191M dimethylamine ((CH3)2NH) solution with 0.5501 M HBr solution at 25 °C. Calculate the pH at equivalence. The pk of dimethylamine is 3.27. Round your answer to 2 decimal places. Note for advanced students: you may assume the total volume of the solution equals the initial volume plus the volume of HBr solution added. pH = ☐ ✓ 18 Ar Bo
Alcohols can be synthesized using an acid-catalyzed hydration of an alkene. An alkene is combined with aqueous acid (e.. sulfuric acid in water). The reaction mechanism typically involves a carbocation intermediate. > 3rd attempt 3343 10 8 Draw arrows to show the reaction between the alkene and hydronium ion. that 2nd attempt Feedback 1st attempt تعمال Ju See Periodic Table See Hint F D Ju See Periodic Table See Hint
Draw the simplified curved arrow mechanism for the reaction of acetone and CHgLi to give the major product. 4th attempt Π Draw the simplified curved arrow mechanism T 3rd attempt Feedback Ju See Periodic Table See Hint H -H H -I H F See Periodic Table See Hint

Chapter 10 Solutions

Organic Chemistry

Knowledge Booster
Background pattern image
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Text book image
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Text book image
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Text book image
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Text book image
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY