Organic Chemistry
Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
bartleby

Concept explainers

Question
Book Icon
Chapter 13, Problem 20P
Interpretation Introduction

Interpretation:

The products formed when 1,3-butadiene reacts with the given reagents are to be determined.

Concept introduction:

Hydrogenation with platinum as a catalyst is a reducing agent and can be used to convert unsaturated carbohydrates to saturated hydrocarbons.

Potassium permanganate oxidizes hydrocarbons to carbon dioxide. Also hot alkaline KMnO4 oxidatively cleaves alkenes to form carboxylic acids.

Alkenes react with halides and undergo substitution reaction where halides replace the double bonds. The product stereochemistry is dependent on the stereochemistry of the reactant alkene.

Conjugated dienes undergo both 1,2- and 1,4-electrophilic addition.

The 1,2 – addition to a diene is the addition of electrophile to the carbon designated as 1 and the nucleophile to the carbon designated as 2 as shown below. But the positions of carbons as 1 and 2 are not according to the IUPAC numbering of the molecule but as a conjugated diene. The mechanism is similar with 1,4-addition.

The mechanism of 1,2 addition and 1,4-addition of hydro halogenation is given below.

Organic Chemistry, Chapter 13, Problem 20P , additional homework tip  1

Organic Chemistry, Chapter 13, Problem 20P , additional homework tip  2

Blurred answer
Students have asked these similar questions
Which compound does not exist? (a) 1,2,3,4,5,6,7-octaheptaene (b) cis-2-butane (c) trans-3-hexene (d) 1-propene (e) cis-4-decene
Write the reagent or draw structures of the starting material or organic product(s) in the following reactions. If more than one product is formed, identify the major product where possible. (a) (b) HO OH OH H2SO4 ? Cl₂ ? FeCl3
Write an equation to show the proton transfer between each alkene or cycloalkene and HCl. Where two carbocations are possible, show each. (a) CH,CH,CH=CHCH, (b) 2-Pentene Cyclohexene

Chapter 13 Solutions

Organic Chemistry

Knowledge Booster
Background pattern image
Chemistry
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
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