-->
Navigation
Problems in Organic Chemistry

Problems in Organic Chemistry

Now pay Easier and Secure using Paypal
Price:

Read more

Dr. K. Singh

( With Solutions ) for IIT JEE Main and Advanced 


www.e-books.vip
Purchase Now !
Just with Paypal



Book Details
 Price
 3.00
 Pages
 518 p
 File Size 
 98,517 KB
 File Type
 PDF format
 ISBN
 978-81-265-5582-6
 978-81-265-8216-7 (ebk)
 Copyright©   
 2015 by Wiley India Pvt. Ltd.,
 4435-36/7, Ansari Road, Daryaganj,
 New Delhi-110002.

About the Author
Dr K. Singh has done his post-graduation in Chemistry with special
paper in Organic Chemistry and his PhD in Water Pollution from Veer
Kunwar Singh University, Ara, Bihar. He is an accomplished faculty in
Chemistry, imparting quality education to JEE aspirants across north
India. He has a vast teaching experience of more than 19 years and has
taught more than 60,000 students. He has churned out thousands of
successful students in JEE, many of whom attained top hundred ranks
and studied in institutes of their choice. Many of these students are
doing exceedingly well in the fi eld of research and in corporate sector.
He is one of the very few faculties from Bihar who had the privilege
of teaching at Kota in early days. He then went on to establish the fi rst
Coaching Institute at Patna, Bihar, which is based on Kota teaching
pattern. As a leading educationist of Patna, he very successfully stopped
the migration of the students from Bihar to Kota.
Dr K. Singh is a member of American Chemical Society and has
been conferred with many awards. Some of which are: “Bharat Gaurav Award” by World Economic Progress Society; Rashtriya Siksha Ratna Award” by I.E.D.R.A. and “Bhojpuri Academy
Samman” by Govt. of Bihar. He has also participated in the “National Conference on Excellence in Higher Education”. His name is counted among the most successful and respected faculty in the world of JEE coaching.

Preface
Organic Chemistry is understood by reading the textbook, listening to lectures and memorizing name reactions with reagents. But perhaps most importantly, it is learnt by doing, that is, solving problems. It is not uncommon for students who have performed below expectation in JEE to explain that they honestly thought they understood the text and lectures.
The diffi culty, however, lies in applying, generalizing, and extending the specifi c reactions and mechanisms they have “memorized” to the solution of a very broad array of related problems. In doing so, students will begin to “internalize”
Organic Chemistry to develop an intuitive feel for, and appreciation of, the underlying logic of the subject. Acquiring that level of skill requires but goes far beyond rote learning. It is the ultimate process by which one learns to manipulate the myriad of reactions and, in time, gains a predictive power that will facilitate solving new problems.
Mastering Organic Chemistry is challenging. It demands memorization, but then requires application of those facts to solve real problems. It features a highly logical structural hierarchy and builds upon a cumulative learning process. The requisite investment in time and effort, however, can lead to the development of a sense of self-confi dence in the subject, an intellectually satisfying experience, indeed. Many excellent textbooks are available to explain the theory of Organic Chemistry; all provide extensive exercises. Better performing students, however, consistently ask for additional exercises. It is the purpose of this book, then, to provide supplementary problems and their solutions that reinforce and extend those textbook exercises.
This book has reached its destination in fi ve years; three years used in collection of problems chapter-wise and two years for correction/eliminating errors. I have designed this book in such a manner that it will be useful for JEE aspiring students. If you go through previous years’ JEE problems, you will fi nd that objective type questions have subjective nature, that is why it was decided to write an objective pattern book in a subjective way. The beauty of this book is in the
solutions, which are at par with international level treatment. Each and every question has detailed solution with reaction sequence, bond cleavage and formation of products. The book has separate chapters for Substitution and Elimination reaction and Carbonyl alpha-Substitution and Carbonyl Condensation reactions, because JEE has always been framing problems from these chapters.
Arrangement is according to classical functional group organization, with each group typically divided into Reactions, Conversions and Mechanisms. To emphasize the vertical integration of the subject, problems in later chapters heavily draw upon and integrate reactions learned in earlier chapters.
It is desirable, but impossible, to write a problem book that is completely text-independent. Most problems will follow a similar developmental sequence, progressing from alkane/alkene/alkyne to aromatic to aldehyde/ketone to carboxylic acid to enol/enolate to amine chemistry. But within the earlier domains, placement of the basics, stereochemistry, SN/E mechanisms, and other functional groups varies considerably. The sequence is important because it establishes the
concepts and reactions that can be utilized in subsequent problems. It is the intent of this problem book to follow a consensus sequence that complements a broad array of Organic Chemistry textbooks. Consequently, instructors utilizing a specifi c textbook may on some occasion offer their students guidance on the corresponding problem book chapter and select problems for practice.
I acknowledge the blessings and support of my mother Smt. Tileshwari Devi, father Shri Triveni Singh, wife Mrs. Sarika Singh and sons, Aayushman and Shauryaman.
I would like to thank Dr. Sarika Mehta Jain for her unconditional support to make this an error-free book. She spent a lot of time on this book, and solved each and every problem to ensure authentic and error free solutions. I can say without any hesitation that she is the mother of this book, without her support this book would have never reached to my students, readers and teachers. I also sincerely thank all the members of Wiley India team and especially Paras Bansal, Anjali Chadha and Seema Sajwan in bringing out this book in such a nice form. It is all made possible by the grace of
God Almighty. I devote this book to the feet of God.
At the end, constructive criticism and valuable suggestions from the readers are most welcome to make the book more useful.
Dr. K. Singh


Table of Contents
1 THE BASICS 1
PROBLEMS 1
1.1 Hybridization, Molecular Formula and Physical Properties 1
1.2 Acids and Bases 4
1.3 Resonance 7
1.4 Reaction Basics 8
SOLUTIONS 9

2 STEREOCHEMISTRY 31
PROBLEMS 31
General 31
2.1 Elements of Symmetry 31
2.2 Chiral Molecules 36
2.3 Number and Types of Stereoisomers 37
2.4 Nomenclature 41
2.5 R- and S- Confi guration 42
2.6 Optical Activity 43
2.7 Miscellaneous 44
Reactions 44
2.8 Stereochemistry of Reactions 44
SOLUTIONS 46
General 46
Reactions 67

3 ALKANES AND CYCLOALKANES 73
PROBLEMS 73
Alkanes 73
3.1 General 73
3.2 Nomenclature 73
3.3 Conformational Analysis 74
Cycloalkanes 74
3.4 General 74
3.5 Nomenclature 75
3.6 Conformational Analysis 76
SOLUTIONS 78
Alkanes 78
Cycloalkanes 84

4 ALKENES AND CARBOCATIONS 99
PROBLEMS 99
4.1 General 99
4.2 Reactions 100
4.3 Conversions 105
4.4 Mechanisms 107
SOLUTIONS 109

5 ALKYNES 141
PROBLEMS 141
5.1 Reactions 141
5.2 Conversions 142
5.3 Mechanisms 143
SOLUTIONS 145

6 SUBSTITUTION AND ELIMINATION REACTIONS 159
PROBLEMS 159
6.1 General 159
6.2 Reactions 161
6.3 Conversions 163
6.4 Mechanisms 164
SOLUTIONS 167

7 ALKYL HALIDES AND RADICALS 195
PROBLEMS 195
7.1 Reactions 195
7.2 Conversions 195
7.3 Mechanisms 196
SOLUTIONS 197

8 ALCOHOLS AND ETHERS 205
PROBLEMS 205
Alcohols 205
8.1 Reactions 205
8.2 Conversions 207
8.3 Mechanisms 208
Ethers 209
8.4 Reactions 209
8.5 Conversions 210
8.6 Mechanisms 210
SOLUTIONS 212
Alcohols 212
Ethers 225

9 CONJUGATED SYSTEMS 233
PROBLEMS 233
9.1 Reactions 233
9.2 Conversions 234
9.3 Mechanisms 235
SOLUTIONS 237

10 AROMATIC COMPOUNDS 245
PROBLEMS 245
10.1 General 245
10.2 Reactions 247
10.3 Conversions 252
10.4 Mechanisms 254
SOLUTIONS 257

11 ALDEHYDES AND KETONES 299
PROBLEMS 299
11.1 General 299
11.2 Reactions 299
11.3 Conversions 306
11.4 Mechanisms 309
SOLUTIONS 316

12 CARBOXYLIC ACIDS AND THEIR DERIVATIVES 371
PROBLEMS 371
Carboxylic Acids 371
12.1 General 371
12.2 Reactions 371
12.3 Conversions 373
12.4 Mechanisms 374
Carboxylic Acid Derivatives 375
12.5 Reactions 375
12.6 Conversions 378
12.7 Mechanisms 380
SOLUTIONS 383
Carboxylic Acids 383
Carboxylic Acid Derivatives 399

13 CARBONYL SUBSTITUTION AND CONDENSATION REACTIONS 423
PROBLEMS 423
Carbonyl α-Substitution and Enolates 423
13.1 Reactions 423
13.2 Conversions 424
13.3 Mechanisms 425
Carbonyl Condensation 426
13.4 Reactions 426
13.5 Conversions 427
13.6 Mechanisms 427
SOLUTIONS 430
Carbonyl α-Substitution and Enolates 430
Carbonyl Condensation 439

14 AMINES 453
PROBLEMS 453
14.1 Reactions 453
14.2 Conversions 454
14.3 Mechanisms 456
SOLUTIONS 459

15 BIOMOLECULES AND POLYMERS 475
PROBLEMS 475
Carbohydrates 475
15.1 General 475
15.2 Reactions 475
15.3 Mechanisms 476
Amino Acids 477
15.4 General 477
15.5 Mechanism 478
Polymers 478
15.6 General 478
15.7 Mechanisms 480
SOLUTIONS 481
Carbohydrates 481
Amino Acids 493
Polymers 497


Bookscreen
www.e-books.vip

Other Wiley Editorial Offices:
John Wiley & Sons, Inc. 111 River Street, Hoboken, NJ 07030, USA
Wiley-VCH Verlag GmbH, Pappellaee 3, D-69469 Weinheim, Germany
John Wiley & Sons Australia Ltd, 42 McDougall Street, Milton, Queensland 4064, Australia
John Wiley & Sons (Asia) Pte Ltd, 1 Fusionpolis Walk #07-01 Solaris, South Tower Singapore 138628
John Wiley & Sons Canada Ltd, 22 Worcester Road, Etobicoke, Ontario, Canada, M9W 1L1

0