ORGANIC CHEM PRINT STUDY GDE & SSM
ORGANIC CHEM PRINT STUDY GDE & SSM
4th Edition
ISBN: 9781119810650
Author: Klein
Publisher: WILEY
Question
Book Icon
Chapter 16.5, Problem 2LTS
Interpretation Introduction

Interpretation:

For the given reaction, the products and in which predominated product are needed to be determined.

Concept introduction:

Dienes undergoes addition reactions with HBr as similar to simple alkenes addition with HBr .

The allylic carbocation is formed as an intermediate by the addition of proton in the HBr

The Br (nucleophilic) can attacks in either of the two resonance stabilized carbocation’s in the in the allylic intermediate.

There are four carbons for addition of proton in a conjugated diene, but addition of proton at C1 and C4 carbons only form the allylic carbocation. The nucleophile can attack two positions of allylic carbocation. If it is C2 carbon, then the it is called 1,2 addition of HBr and if it is C4 carbon then it is called 1,4-addition of HBr .

Symmetrical diene like butadiene will produce only two products. Because the intermediates allylic carbocation formed are same.

The 1,2-adduct is kinetic product, because of the proximity of C2 carbon to attack by Br .

The 1,4-adduct is thermodynamic product, because the more substituted double bond is more stable.

To determine: the products and in which predominated product for the given reaction.

Blurred answer
Students have asked these similar questions
LIOT S How would you make 200. mL of a 0.5 M solution of CuSO4 5H2O from solid copper (II) sulfate? View Rubric
Steps and explantions please
Match the denticity to the ligand. Water monodentate ✓ C₂O2 bidentate H₂NCH₂NHCH2NH2 bidentate x EDTA hexadentate Question 12 Partially correct Mark 2 out of 2 Flag question Provide the required information for the coordination compound shown below: Na NC-Ag-CN] Number of ligands: 20 Coordination number: 2✔ Geometry: linear Oxidation state of transition metal ion: +3 x in 12 correct out of 2 question Provide the required information for the coordination compound shown below. Na NC-Ag-CN] Number of ligands: 20 Coordination number: 2 Geometry: linear 0 Oxidation state of transition metal ion: +3X
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