(i) · carboxylic acid and its derivatives, reduction, oxidation, structural identification, name...

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All rights reserved. No part of this publication may be reproduced, stored in a databaseor retrieval system, or transmitted in any form or by any means, electronic, mechanical,photocopying, recording, or otherwise, without the prior written Permission of the writter.

First Indian Print: September 2016

This edition is manufactured in Indian and is authorized for sale only in India, Bangladesh,Pakistan, Nepal, Sri Lanka & Maldeves.

Printed & Distributed by:Udaan Classes Pvt. Ltd.Rainbow building, Patna &Madhur SatyapushpaShubhash Nagar, Kota9122057123

Price: Rs. 500/-

Copyright © 2015 by Ajnish Gupta

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PrefaceThe guiding principle in writing this book was to create a set of Test papers for students-A test paper that presents the material in a way that they learn to solve all thequestions of Organic Chemistry in conceptual and sequencial way.In Test paper we mixed all our teaching experience of 12 years along with theoraticaland experimental knowledge to generate a series of test paper for all students to reasontheir way to a solution rather than memorize a multitude of facts, hoping they don’t runout of memory.This Test paper covers 24 papers with all type of questions which can give you a clearcutpicture of subject that you must know before examination. Each paper includes 10 SingleCorrect Question (SCQ), 7 Multiple Correct Question (MCQ), 5 Assertion & Reason(A/R), 2 Match the Column (MTC), 2 Comprehension (2 × 2 Questions) & 2 Integer i.e.30 Questions in each paper. Student can judge their preparation level by practicing inone hour time duration and filling in omr sheet.Organic chemistry is very easy and conceptual subject and need proper understandingof the basics and stretegy to solve the questions in corret manner.This Test paper will prepare your right mindset for learning Organic Chemistry. Thismindset is essentially the one that focuses you on a small number of straight forward,fundamental concepts and helps you to apply them in different ways to solve the varietyof problems you face in organic chemistry.In this book balance has to be achieved between the number of questions and the qualityof the questions, especially because it is relatively easy to frame a very large number ofmultiple-choice questions and theory of the subject.The questions in this book have been selected keeping three things in mind.First- the questions are such that they really test the understanding of the subject.Second- the questions cover all concepts.Third- the number of questions has been kept large enough to offer meaningful practiceto the students.We would like to thank the editors and production staff for their efforts in bringing outthe book. Suggestions from readers for the improvement of the book are welcome.

Ajnish Kumar Gupta & Bharti [email protected]

9122057123

mailto:[email protected]

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AcknowledgementWe are thankful to all the teachers who taught us during the concept building session ofour life specially Dr. Nizamuddin sir, senior Chandra Vijay Rao and Dr. Vijay PratimaMittal madam.We have written this book to remove the fever of organic chemistry from mind ofstudents.We particularly want to thank many wonderful and talented students whom we havetaught over the years who in turn taught us how to be a good teacher and how we canhelp others.We want to make this book as user friendly as possible, and we will appreciate anycomments that will help us to achieve this goal in future editions.Finally, this edition has been presented before you with efforts to make it error free. Anythat remain are our responsibility; if you find any, please let us know so they can becorrected in future printing.

Ajnish Gupta & Bharti GuptaProfessors of Organic [email protected]

09122057123

mailto:[email protected]

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Table of ContentsS.No. Test

1. Basic understanding of Organic chemistry & IUPAC Nomenclature :

2. Basic understanding of Organic chemistry & IUPAC Nomenclature :

3. Concept of isomerism in Organic chemistry :

4. Concept of isomerism in Organic chemistry :

5. Electronic effect & their application in Organic chemistry :

6. Electronic effect & their application in Organic chemistry :

7. Hydrocarbon (alkane, alkene, alkyne, benzene) & derivatives ofbenzene :

8. Hydrocarbon (alkane, alkene, alkyne, benzene) & derivatives ofbenzene :

9. Hydrocarbon derivatives of sp3 C- Alkyl halide, Alcohol, Ether &Amines :

10. Hydrocarbon derivatives of sp3 C- Alkyl halide, Alcohol, Ether &Amines :

11. Hydrocarbon derivatives of sp2 C- Aldehyde, Ketone, Carboxylicacid & derivative :

12. Hydrocarbon derivatives of sp2 C- Aldehyde, Ketone, Carboxylicacid & derivative :

13. Reduction, Oxidation, Structural identification & name reactions :

14. Reduction, Oxidation, Structural identification & name reactions :

15. Bio molecules- Carbohydrate, Amino acids, Polymer andChemistry in everyday life :

16. Bio molecules- Carbohydrate, Amino acids, Polymer andChemistry in everyday life :

17. Basic understanding of organic chemistry & IUPAC nomenclature,concept of isomerism, electronic effect & their application inorganic chemistry :

Page

1-10

11-20

21-30

31-40

41-50

51-60

61-70

71-80

81-90

91-100

101-110

111-120

121-130

131-140

141-148

149-158

159-168

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S.No. Test

18. Basic understanding of organic chemistry & IUPACnomenclature, concept of isomerism, electronic effect & theirapplication in organic chemistry :

19. Hydrocarbons (Alkane, Alkene, Alkyne, Benzene) & derivativesof benzene, derivatives of sp3 C- alkyl halide, alcohol, ether,amines :

20. Hydrocarbons (Alkane, Alkene, Alkyne, Benzene) & derivativesof benzene, derivatives of sp3 C- alkyl halide, alcohol, ether,amines :

21. Hydrocarbon derivatives of sp 2 C- Aldehyd e, Ketone,Carboxylic acid and its derivatives, reduction, oxidation,structural identification, name reactions, Bio molecules-Carbohydrades, Amino acids, Polymer & Chemistry in everydaylife :

22. Hydrocarbon derivatives of sp 2 C- Aldehyd e, Ketone,Carboxylic acid and its derivatives, reduction, oxidation,structural identification, name reactions, Bio molecules-Carbohydrades, Amino acids, Polymer & Chemistry in everydaylife :

23. Complete Organic Chemistry- For world of competitions :

24. Complete Organic Chemistry- For world of competitions :

Page

169-178

179-188

189-198

199-208

209-218

219-228

229-238

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www. .co.in

i <+ks dgha l s l h[ kksa ; gha l s

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DedicationDedicated to all those students who are in fever of OrganicChemistry.

1

www. .co.inOrganic Chemistry is easy at

General Instructions:

1. For each correct answer in Section-I, you will be awarded 4 marksand for wrong answer, one mark will be deducted.

2. For each correct answer in Section-II, you will be awarded 4 marks.It may be noted that there is no negative marking for wronganswer.

3. For each correct answer in Section-III, you will be awarded 4 marksand for wrong answer, one mark will be deducted.

4. For each correct answer in Section-IV, you will be awarded 4 marks.It may be noted that there is no negative marking for wronganswer.

5. For each correct answer in Section-V, you will be awarded 4 marksand for wrong answer, one mark will be deducted.

6. For each correct answer in Section-VI, you will be awarded 4 marks.It may be noted that there is no negative marking for wronganswer.

Organic Chemistry means Ajnish Sir

Time: 1Hour Test-01 Maximum Marks:120

Basic understanding of Organic chemistry & IUPAC Nomenclature

2


1. Functional group present in damascenone (compound responsible for smell of rose) is

Damascenone

O

(A) Ether (B) Ester (C) Ketone (D) Alcohol2. The compound which is not homologue of malonic acid is

(A) Oxalic acid (B) Acetic acid (C) Succinic acid (D) Adipic acid3. Total number of primary carbon present in cyclic structure of glucose is

OHHO O

HO OHOH

Glucose

(A) 6 (B) 3 (C) 2 (D) 14. Which among the following is a saturated molecule.

(A) Allyl alcohol (B) Vinyl chloride (C) Acetone (D) Chloroform5. Which compound have same hybridization for each carbon as that of benzene.

(A) Cumene (B) Cinnamic acid (C) Aspirin (D) Acetanilide6. Which molecule is not planner in shape

(A) Cyclooctatetraene (B) Cyclobutadiene (C) Naphthalene (D) Anthracene7. Which among the following is not aromatic compound.

(A)N

N

(B) NOH

NO

H

(C)NN

NO

2H NH

NH

(D)

SECTION-ISingle Correct Questions

This section has 10 questions. Each question has 4 choices (A), (B), (C) and (D) for itsanswer, out of which ONLY ONE is correct.

Space for rough work

3



SECTION-II

This section has 7 questions. Each question has 4 choices (A), (B), (C) and (D) for its answer,out of which ONE or MORE is /are correct.

Multiple Correct Questions

11. Which among the following compound have Degree of unsaturation 4.

(A) (B) (C) (D)

12. Which functional group(s) have higher priority than nitrile in IUPAC system of nomenclature.(A) Sulphonic acid (B) Ketone (C) Alcohol (D) Ester

13. Which among the following have correct IUPAC name

(A)Et

2-Ethylbutane

(B) CNOH2-Hydroxy-2-methylbutane nitrile

(C)3SO H

Butane-2-sulphonic acid

(D)COOH

Cyclohexanoic acid

8. Which compound have maximum angle strain.

(A)OOOOOOOOOOOOOOOOOOOO

(B)O

(C)O

(D)O

9. Which compound is called as Iso-octane.

(A) (B) (C) (D)

10. Which among the following compound is consider as spiro compound.

(A) (B) (C) (D)

4



14. Which among the following have correct numbering for substituents.

(A)COOH

3OCOCH

165

43

2 (B)

O

N1

H

212

34

(C)1 2

(D)1 2

345

6

15. Which among the following compounds exist at room temperature.

(A)O

(B)O

(C)O

(D)

16. Which statement is/are correct.

(A) Hybridization is a mathematical approach to explain the shape of any atom.

(B) Huckel’s rule is a mathematical approach to explain aromatic compound.

(C) Hybridization of carbon in ketone (CH2=C=O) is sp2 & sp.

(D) Phenanthrene is an aromatic compound.

17. The compound(s) which have fruity smell is/are.

(A)3OCOCH

COOH (B)OH

COOPh

(C)

OH

3HNCOCH(D) 3COOCH

OH

5



This section has 5 questions. Each question has 5 choice (A), (B), (C), (D) & (E) out of whichONLY ONE is correct.(A) Statement-1 is true, Statement-2 is true and statement-2 is a correct explanation for

statement 1.(B) Statement-1 is true, Statement-2 is true and statement-2 is not correct explanation for

statement 1.(C) Statement-1 is true and Statement-2 is false.(D) Statement-1 is false, Statement-2 is true.(E) Both Statement-1 and Statement-2 is false.

Assertion/Reasion type Questions

18. Statement-1: Tertiary alcohol is that alcohol in which –OH group is attached with tertiary C.

Statement-2: Tertiary amine is that amine in which –NH2 group is attached with tertiary C.

19. Statement-1: Butane and decane are homologue.

Statement-2: Homologue have same nature are chemical reaction.

20. Statement-1: The correct name for the compound Br

is 1-Bromo-2-(methylethyl) cyclobutane

Statement-2: In disubstituted cyclic compounds numbering is given by alphabetical order.

21. Statement-1: Hybridization of carbon in allene with molecular formula C3H4 are sp & sp2.

Statement-2: Molecular formula C3H4 have double bond equivalent (DBE) 2.

22. Statement-1: Tropolone O

OH is an aromatic compound.

Statement-2: Tropolone is a polar molecule.

SECTION-III

6



23. Match the compound written in Column-I with its nature written in Column-II :-Column - I Column - II

(A)

HO

NH

Serotonin

2NH (P) Aromatic

(B)3CH

O 3CH

Cis Jasmone of jasmine

(Q) Aliphatic

(C) ONH

NH

Uracil

O

(R) Homocyclic

(D)

OHHO O

HO OHOH

Glucose

(S) Heterocyclic

(T) Saturated

This section has 2 questions. Each question contains statements given in two columns,which have to be matched. The statements in Column-I are labelled A, B, C and D, whilethe statements in Column-II are labelled P, Q, R, S and T. Any given statement in Column-I can have correct matching with ONE OR MORE statement(s) in Column-II.

Matrix-Match Type Questions

SECTION-IV

7



This section has 2 paragraphs. Based upon each paragraph, there are 2 questions. Eachquestion has 4 choices (A), (B), (C) and (D), out of which ONLY ONE is correct.

Comprehension type Questions

SECTION-V

Paragraph for Question Nos. 25-26Tropone is an organic compound with some importance in organic chemistry as an non-benzenoidaromatic. The compound consists of a ring of seven carbon atoms with three conjugated alkenegroups and a ketone group. The related compound tropolone has an additional alcohol (or an enol)group next to the ketone. The tropone moiety can be found in bimolecules such as colchiecine,stipitatic acid & hinokitiol. Tropone has been known since 1951 and is also called cycloheptatrienyliumoxide. The name tropolone was coined by Dewar in 1945 in connection to perceived aromaticproperties.

25. The IUPAC name of Tropolone is(A) Cycloheptene (B) 2-Hydroxycyclohepta-2,4,6-trien-1-one(C) 2-Hydroxy-2,4,6-heptene (D) Cyclohepta-2,4,6-trien-1-one

26. Degree of unsaturation in tropone is(A) 4 (B) 5 (C) 6 (D) 3

24. Match the compounds written in Column-I with their name in Column-II :-Column - I Column - II

(A)

COOHO

O (P) 2-Ethanoyloxybenzene carboxylic acid

(B)

COOHO

O(Q) 2-Methoxycarbonylbenzene carboxylic acid

(C)

COOH

2NH(R) 3-Methylaminobenzene carboxylic acid

(D)

COOH

NH

(S) 3-Aminomethylbenzene carboxylic acid

8



Integer type Questions

SECTION-VI

This section has 2 questions. The answer to each of the questions is a single digit integer,ranging from 0 to 9.

29. How many of the indicated carbon have correct hybridization

(I)

sp2

(II)

sp2

(III)

sp2

2 2CH =C=CHsp2

(IV) 2 2CH =C=C=CH

sp2

(V)

sp2

(VI)

sp2

(VII)

sp2

(VIII)

O

(IX)

Osp2

NH2

30. How many of the compound exist at room temperature.

(I)

(II)

O

(III)

O

(IV)

O

(V)

(VI) (VII)

(VIII)

(IX)

Paragraph for Question Nos. 27-28

Salicylic acid is a monohydroxybenzoic acid, a type of phenolic acid and a β-hydroxy acid . It has theformula C7H6O3. This colourless crystalline organic acid is widely used in organic synthesis andfunctions as a plant hormone. It is derived from the metabolism of salicin. In addition to being animportant active metabolite of aspirin, which acts in parts as a prodrug to salicyclic acid, it is probablybest known for its use as a key ingredient in topical anti-acne products. The salts and esters of salicylicacid are known as salicylates.

27. IUPAC name of Salicylic acid is(A) o-Hydroxybenzoic acid (B) 2-Hydroxybenzene(C) 2-Carboxyphenol (D) 2-Hydroxybenzene carboxylic acid

28. Hybridization of carbon in Aspirin is(A) sp2 (B) sp2 & sp3 (C) sp & sp2 (D) sp, sp2 & sp3

9


1. A B C D 2. A B C D3. A B C D 4. A B C D5. A B C D 6. A B C D7. A B C D 8. A B C D9. A B C D 10. A B C D11. A B C D 12. A B C D13. A B C D 14. A B C D15. A B C D 16. A B C D17. A B C D 18. A B C D E19. A B C D E 20. A B C D E21. A B C D E 22. A B C D E23. (A) P Q R S T 24. (A) P Q R S T

(B) P Q R S T (B) P Q R S T(C) P Q R S T (C) P Q R S T(D) P Q R S T (D) P Q R S T

25. A B C D 26. A B C D27. A B C D 28. A B C D29. 0 1 2 3 4 5 6 7 8 9 30. 0 1 2 3 4 5 6 7 8 9


Objective Response Sheet (ORS)

TEST-01

Student’s Name :Father’s Name :Mob No :Batch :

IMPORTANT: Before starting to attempt the paper, read all theinstructions carefully given in the test paper.

Fully darken the bubble with ball point pen as shown: A B D

10


1. A B D 2. A C D3. A B D 4. A B C D5. A C D 6. B C D7. A B C D 8. B C D9. B C D 10. A B D11. D 12. A B C D13. A B C D 14. D15. A B C D 16. D17. A B C DB B 18. A B C D E19. A C D E 20. A B C D E21. A C D E 22. A C D E23. (A) P Q R S TS 24. (A) P Q R S T

(B) P Q R SQ T (B) P R S TQ(C) P Q R S TS (C) P R S TQ(D) P Q R S TRQ (D) P R S TQ

25. A C D 26. A C D27. A B C D 28. A C D29. 0 1 2 3 4 5 6 7 8 9 30. 0 1 2 3 4 5 6 7 8 9


Objective Response Sheet (ORS)

TEST-01

Answer Key

IMPORTANT: Before starting to attempt the paper, read all theinstructions carefully given in the test paper.

Fully darken the bubble with ball point pen as shown: A B D

(i) · carboxylic acid and its derivatives, reduction, oxidation, structural identification, name...

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