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Written in accordance with the latest MHT-CET Paper Pattern which includes topics based on Std. XII Sc.

and relevant chapters of Std. XI Sc. (Maharashtra State Board)

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MHT-CET TRIUMPH

CHEMISTRY

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Salient Features
 Includes chapters of Std. XII and relevant chapters of Std. XI as per latest

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MHT-CET Syllabus
 Exhaustive subtopic wise coverage of MCQs
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 Quick Review provided for all the chapters
 Important Formulae and Shortcuts provided for relevant chapters
 Exhaustive coverage of various competitive exam questions
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 Includes MCQs from JEE (Main), NEET (UG) 2015, 2016 and 2017
 Includes MCQs upto MHT-CET 2018
 Includes MHT-CET 2019 Question paper (6th May, Afternoon) along with Answer
Key.
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 Evaluation Test provided at the end of each chapter


 Two Model Question Papers with answers provided at the end of the book
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Scan the adjacent QR code or visit www.targetpublications.org/tp12760


to download Hints for relevant questions, Evaluation Test and
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MHT-CET 2019 Question Paper in PDF format.


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Printed at: Prabodhan Prakashan Pvt. Ltd., Navi Mumbai

© Target Publications Pvt. Ltd.


No part of this book may be reproduced or transmitted in any form or by any means, C.D. ROM/Audio Video Cassettes or electronic, mechanical
including photocopying; recording or by any information storage and retrieval system without permission in writing from the Publisher.

P.O. No. 173751

TEID: 12760
Preface
“Triumph Chemistry” is a complete and thorough guide to prepare students for MHT-CET examination. The
content of this book is based on the Maharashtra State Board Syllabus. This book includes chapters of Std. XII Sc.
and selected chapters of Std. XI Sc. curriculum as per latest MHT-CET Paper Pattern. Quick Review which
summarizes the important concepts of the entire chapter is provided for all the chapters. Formulae that form a

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vital part of MCQ solving are provided for relevant chapters.
MCQs in each chapter are divided into three sections:

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Classical Thinking: consists of straight forward questions including knowledge based questions.

Critical Thinking: consists of questions that require understanding of the concept.

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Competitive Thinking: consists of questions from various competitive examinations like JEE, NEET (UG),
MHT CET, KCET, GUJ CET, AP-EAMCET (Engineering, Medical), TS-EAMCET (Engineering, Medical),
Assam CEE, BCECE, WB JEE, etc.
Additional chapter Organic Reaction has been provided which includes MCQs based on various organic

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chemistry concepts.
An Evaluation Test has been provided at the end of each chapter and two Model Question Papers (as per MHT
O
CET pattern) to assess the level of preparation of the student on a competitive level.
MHT-CET 2019 Question Paper (6th May, Afternoon) along with Answer Key have been included.
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Hints have been provided in downloadable format to relevant MCQs, evaluation test and
MHT-CET 2019 Question Paper.
In order to understand how chemistry plays an important role in our day to day life, we have made an attempt to
illustrate the same in the form of images/visuals in the related chapters.
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The journey to create a complete book is strewn with triumphs, failures and near misses. If you think we’ve nearly
missed something or want to applaud us for our triumphs, we’d love to hear from you.
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Please write to us at : mail@targetpublications.org

Best of luck to all the aspirants!

Yours faithfully
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Authors
Edition: First
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Disclaimer
This reference book is transformative work based on textual contents published by the Maharashtra State Board of Secondary and Higher Secondary Education, Pune. We the
publishers are making this reference book which constitutes as fair use of textual contents which are transformed by adding and elaborating, with a view to simplify the same to
enable the students to understand, memorize and reproduce the same in examinations.
This work is purely inspired upon the course work as prescribed by the Maharashtra State Board of Secondary and Higher Secondary Education, Pune. Every care has been taken
in the publication of this reference book by the Authors while creating the contents. The Authors and the Publishers shall not be responsible for any loss or damages caused to any
person on account of errors or omissions which might have crept in or disagreement of any third party on the point of view expressed in the reference book.
© reserved with the Publisher for all the contents created by our Authors.
No copyright is claimed in the textual contents which are presented as part of fair dealing with a view to provide best supplementary study material for the benefit of students.
MHT-CET PAPER PATTERN

• There will be three papers of Multiple Choice Questions (MCQs) in ‘Mathematics’, ‘Physics and
Chemistry’ and ‘Biology’ of 100 marks each.

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• Duration of each paper will be 90 minutes.
• Questions will be based on the syllabus prescribed by Maharashtra State Board of Secondary and Higher
Secondary Education with approximately 20% weightage given to Std. XI and 80% weightage will be given

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to Std. XII curriculum.
• Difficulty level of questions will be at par with JEE (Main) for Mathematics, Physics, Chemistry and at par
with NEET for Biology.

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• There will be no negative marking.
• Questions will be mainly application based.
• Details of the papers are as given below:
Approximate No. of Multiple Choice
Mark(s) Per Total

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Paper Subject Questions (MCQs) based on
Question Marks
Std. XI Std. XII
Paper I

Paper II
Mathematics
Physics
Chemistry
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10
10
10
40
40
40
2

1
100

100
C
Biology (Botany) 10 40
Paper III 1 100
Biology (Zoology) 10 40

• Questions will be set on


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i. the entire syllabus of Physics, Chemistry, Mathematics and Biology subjects of Std. XII, and
ii. chapters / units from Std. XI curriculum as mentioned below:
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Sr. No. Subject Chapters / Units of Std. XI


Measurements, Scalars and Vectors, Force, Friction in solids and liquids,
1 Physics Refraction of Light, Ray optics, Magnetic effect of electric current,
Magnetism.
Some basic concepts of chemistry, States of matter: Gases and liquids,
Redox reactions, Surface chemistry, Nature of chemical bond, Hydrogen,
2 Chemistry
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s-Block elements (Alkali and alkaline earth metals), Basic principles and
techniques in organic chemistry, Alkanes.
Trigonometric functions, Trigonometric functions of Compound Angles,
3 Mathematics Factorization Formulae, Straight Line, Circle and Conics, Sets, Relations
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and Functions, Probability, Sequences and series.


Biology
Diversity in organisms, Biochemistry of cell, Plant Water Relations and
Section I – Botany
4 Mineral Nutrition, Plant Growth and Development.
Organization of Cell, Animal tissues, Human Nutrition, Human
Section II – Zoology
Respiration.
CONTENT
Textbook
Sr. No. Chapter Chapter Name Page No.

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No.
Std. XI

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1 1 Some Basic Concepts of Chemistry 1
2 2 States of Matter (Gases and Liquids) 14
3 5 Redox Reactions 36

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4 7 Surface Chemistry 46
5 8 Nature of Chemical Bond 61
6 9 Hydrogen 80
7 10 s-Block Elements 94

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8 12 Basic Principles and Techniques in Organic Chemistry 107
9 13 Alkanes 130

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11
1
2
Solid State
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Solutions and Colligative Properties


143
163
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12 3 Chemical Thermodynamics and Energetics 191
13 4 Electrochemistry 216
14 5 Chemical Kinetics 244
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15 6 General Principles and Processes of Isolation of Elements 264


16 7 p-Block Elements 282
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17 8 d and f-Block Elements 306


18 9 Coordination Compounds 323
19 10 Halogen Derivatives of Alkanes and Arenes 344
20 11 Alcohols, Phenols and Ethers 375
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21 12 Aldehydes, Ketones and Carboxylic Acids 409


22 13 Compounds Containing Nitrogen 439
23 14 Biomolecules 457
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24 15 Polymers 473
25 16 Chemistry in Everyday Life 491
Organic Reactions 501
Model Question Paper - I 509
Model Question Paper - II 513
MHT-CET 2019 Question Paper 517

Note: Questions of standard XI are indicated by ‘*’ in each Model Question Paper.
Textbook Chapter 12: Aldehydes, Ketones and
Chapter No. Carboxylic Acids

12 Aldehydes, Ketones and Carboxylic Acids

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Subtopics

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12.0 Introduction
How does nail polish remover work?
12.1 Structure of carbonyl functional group

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12.2 Aldehydes and ketones
12.3 Nomenclature of aldehydes and ketones
12.4 Methods of preparation of aldehydes and
ketones

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12.5 Physical properties of aldehydes and ketones
12.6 Chemical properties of aldehydes and ketones
12.7 Uses of aldehydes and ketones
12.8
12.9
Carboxylic acids
Nomenclature of carboxylic acids
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C
12.10 Structure of carboxyl group
12.11 Methods of preparation of carboxylic acids
12.12 Physical properties of carboxylic acids
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12.13 Chemical properties of carboxylic acids


12.14 Uses of carboxylic acids
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Actually there is no chemical reaction in the working


of a nail polish remover. The process works on the
principle of like dissolves like. The nail polish
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remover is just the organic solvent that is used as an


ingredient in the nail polish. The hardened organic
nail polish is dissolved by the nail polish remover
(which is also organic). Generally the remover
contains acetone.

409
MHT-CET Triumph Chemistry (MCQs)

Quick Review

Aldehydes
 Preparation of Aldehydes: Reactions of Aldehydes:
i. For aliphatic and aromatic aldehydes:

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R OH
K2Cr2O7 + dil.H2SO4 HCN
a. RCH2  OH + [O] C
(or) Cu / 573 K
Primary alcohol H CN

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Aldehyde cyanohydrin

dry distillation R OH
b. (RCOO)2Ca + (HCOO)2Ca 
NaHSO3
C

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Calcium Calcium
carboxylate formate H SO3Na
Aldehyde sodium bisulphite
O R OH
NH3
H2 C
c. R C  Cl H NH2
Acid chloride Pd – BaSO4

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Aldehyde ammonia
R  CHO R R
(i) SnCl2 + HCl Aldehyde (i) RMgBr/ether
d. RCN C
(ii) H3O+ where, R is alkyl (ii) H+/H2O

ii.
Nitrile

For aliphatic aldehydes:


Oor aryl group
NH2OH
H
Secondary alcohol

R  CH = N  OH
OH
C
Aldoxime
dil. H2SO4 + HgSO4
a. HC  CH NH2.NH2
Acetylene 333 K R  CH= N  NH2
Aldehyde hydrazone
C6H5NHNH2
RCH=NNHC6H5
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(i) O3 Aldehyde phenylhydrazone


b. RCH=CHR
(ii) H2O, Zn H2/Pd
Alkene R  CH2OH
Alcohol
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Zn –Hg + conc. HCl


R  CH3
(i) (DIBAL-H)  Alkane
c. RCN
(ii) H3O+
Nitrile i) NH2  NH2
ii) KOH, ethylene glycol
R  R + N2
Alkane
iii. For aromatic aldehydes: 453473 K
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(i) CrO2Cl2 / CS2 K2Cr2O7/dil.H2SO4


(ii) H2O R  COOH
CH3 Carboxylic acid
a. (i) CrO3 + (CH3CO)2O CH3CHO NaOX
CH3COONa + CHX3
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(ii) H3O+ Acetaldehyde


Sodium acetate Haloform
Toluene
(i) Cl2/hv
(ii) H2O / 373 K

b. CO, HCl
Anhydrous AlCl3 / CuCl
Benzene

410
Chapter 12: Aldehydes, Ketones and
Carboxylic Acids

Ketones
 Preparation of Ketones: Reactions of Ketones:

i. For aliphatic and aromatic ketones:

OH OH

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K2Cr2O7 + dil.H2SO4 HCN
a. R  CH  R R  C  R
Secondary alcohol (or) Cu / 573 K

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CN
Ketone cyanohydrin
dry distillation
b. (RCOO)2Ca

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R OH
NaHSO3
C
(R)2Cd R SO3Na
c. R  COCl O
Acyl chloride Ketone sodium bisulphite
R  C  R
ii. For aliphatic ketones: Simple or R

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mixed ketone (i) RMgX
dil. H2SO4 + HgSO4 R  C  OH
a. R  C  CH where R and R (ii) H+/H2O
333 K are alkyl or aryl
Alkyne R

b. R  C = C  R
(i) O3
(ii) H2O, Zn
O
group

NH2OH
Tertiary alcohol

R
C
Alkene
R  C = N  OH
Ketoxime
iii. For aromatic ketones:
NH2.NH2
R  C = N  NH2
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Anhydrous AlCl3
C6H6 + R  COCl
Benzene Acid chloride
R
Ketone hydrazone
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C6H5NHNH2
RC = NNHC6H5

R
Ketone phenyl hydrazone
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NaBH4
R  CHOH R
Secondary alcohol
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Zn  Hg + conc. HCl
R  CH2  R
Alkane

i) NH2  NH2
R  CH2 R
ii) KOH / ethylene Alkane
glycol, 453437 K

411
MHT-CET Triumph Chemistry (MCQs)

Carboxylic acids
 Preparation of Carboxylic acids: Reactions of Carboxylic acids:

i. For aliphatic and aromatic carboxylic acids:

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a.
+ 
RCN H or OH RCONH2 H+ or OH Na RCOONa
Alkyl H2O/ Amide Heat
cyanide Sodium salt
of carboxylic acid

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H2O

b. RCOCl (i) aq. NaOH,  NaOH


Acid chloride RCOONa

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(ii) dil. HCl Sodium salt
of carboxylic acid
RCOOH
H2O Carboxylic NaHCO3 (or)
c. RCOOR RCOONa
Ester
acid
Na2CO3
where, R is alkyl Sodium salt
of carboxylic acid

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or aryl group
CO2 + RMgX (i) dry ether
d. Dry ice (ii) H3O+ PCl3 (or) PCl5
Alkyl Mg- halide RCOCl
(or) SOCl2
Acid chloride
ii. For aliphatic carboxylic acids:
RCH2OH
Alcohol
K2Cr2O7/
dil. H2SO4
RCHO
Aldehyde
K2Cr2O7/
dil. H2SO4
O ROH,
Conc. H2SO4/413K
R  COOR
Ester
C
iii. For aromatic carboxylic acids:
R P2O5/
(i) KMnO4 KOH/ (RCO)2O
(ii) H3O+ Acid anhydride
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Alkylbenzene

NH3
RCONH2
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Amide

(i) LiAlH4/ether
R  CH2  OH
(ii) H3O+
Alcohol
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NaOH + CaO
RR
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Heat Alkane

(i) X2/
Red phosphorus
R CHX COOH
(ii) H2O
-Halocarboxylic acid

412
Chapter 12: Aldehydes, Ketones and
Carboxylic Acids
7. The compound CH3CHO is _______.
Classical Thinking (A) acetaldehyde (B) acetic acid
(C) acetal (D) acetone
12.0 Introduction 8. H3C – C – CH2 – CH3 is a/an _______.
1. Which of the following functional groups is
O

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common to aldehydes, ketones and carboxylic
(A) symmetrical ketone
acids?
(B) unsymmetrical ketone
(A) CHO (B) CO (C) ester

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(C) COO (D) CH2 (D) aldehyde
12.1 Structure of carbonyl functional group 12.3 Nomenclature of aldehydes and ketones
R

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2. Hybridization of oxygen in C = O is 9. -carbon is that carbon atom _______.
_______. R (A) which has functional group
(A) sp (B) sp2 (B) which is attached to functional carbon
(C) sp3 (D) sp3d atom
(C) which has 2 alkyl groups
3. Which of the following statements is (D) which is attached to four different groups

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CORRECT about carbonyl group? 10. Number of -H atoms in propionaldehyde
(A) The carbonyl carbon is sp hybridized. is/are _______.
(B) The carbonyl carbon is sp3 hybridized. (A) one (B) two
(C) The three groups attached to the
O
carbonyl carbon lie in the same plane.
(D) The three groups attached to the
11.
(C) three (D) four
Common name of CH3CH2COCH(CH3)2
is _______.
C
carbonyl carbon lie in the different (A) ethyl isopropyl ketone
(B) isopentyl ketone
planes.
(C) ethyl propyl ketone
R
4. In the compound C = O the carbonyl (D) propyl ethyl ketone
R
E

carbon is joined to other atoms by _______. 12. According to IUPAC system, acetaldehyde is
called as _______.
(A) two sigma and one pi bonds (A) methanal (B) ethanone
PL

(B) three sigma and one pi bonds (C) propanal (D) ethanal
(C) one sigma and two pi bonds 13. According to IUPAC system, dimethyl ketone
(D) two sigma and two pi bonds is known as _______.
12.2 Aldehydes and ketones (A) acetone (B) ethanone
(C) ethanal (D) propanone
5. Aldehydes are the first oxidation products of
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CH3
_______. O
(A) any type of alcohol 14. IUPAC name of the compound CH3 C C
is _______. H
(B) tertiary alcohols
H
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(C) primary alcohols (A) 2-methylpropan-2-al


(D) secondary alcohols (B) 2-methylpropan-2-one
6. Aldehydic group can occur _______. (C) 2-methylpropanal
(D) 1-methylpropan-1-al
(A) any where in the carbon chain
(B) in the middle of the carbon chain 15. IUPAC name of CH3CH2COCH3 is _______.
(A) butan-2-al
(C) only at the second carbon atom of the (B) butan-1-al
chain (C) butan-1-one
(D) only at the terminal carbon of the chain (D) butan-2-one
413
MHT-CET Triumph Chemistry (MCQs)
16. The IUPAC name of diethyl ketone is _______. 25. A reagent that is required to convert methyl
(A) butanone (B) pentan-2-one cyanide into acetaldehyde is _______.
(C) pentan-3-one (D) butan-2-one (A) ethyl magnesium chloride
17. Methyl n-propyl ketone has IUPAC (B) methyl magnesium chloride
nomenclature as _______. (C) acetyl chloride
(A) pentan-2-one (B) butan-2-one (D) SnCl2/HCl

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(C) pentan-3-one (D) butan-3-one
26. The reagent used in Gatterman-Koch aldehyde
18. The IUPAC name of -methyl butyraldehyde synthesis is _______.

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is _______. (A) Pd/BaSO4, quinoline
(A) pentanal
(B) alkaline KMnO4
(B) 3-methylbutanal
(C) acidic KMnO4

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(C) 2-methylbutanal
(D) CO + HCl/ AlCl3 O
(D) methylbutanal
12.4 Methods of preparation of aldehydes O C–R
and ketones
27. + R – C – Cl 
Anhydrous AlCl3
+ HCl
19. Formaldehyde is obtained on a commercial

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scale by the oxidation of _______. is an example of _______.
(A) methanol (B) ethanol
(C) ethylene (D) formic acid (A) Friedel-Craft’s alkylation
O (B) Friedel-Craft’s acylation
20. Which of the following compounds on (C) Cannizzaro reaction
alkaline hydrolysis gives ketone?
(D) Claisen condensation
(A) Vicinal dihalide
O O
C
(B) Terminal geminal dihalide
(C) Non-terminal geminal dihalide 28.
C – Cl C–H
(D) Non-terminal vicinal dihalide
 H2
Pd  BaSO4 ,
+ HCl
21. The compound that yields only ketonic quinoline
compound/s on ozonolysis is _______.
E

is an example of _______.
(A) but-2-ene
(B) pent-2-ene (A) Clemmensen reduction
(C) 2,3-dimethylbut-2-ene (B) Rosenmund reduction
PL

(D) 2-methylbut-2-ene (C) Wolff-Kishner reduction


(D) Wurtz reduction
22. Acetaldehyde is formed by the hydration of
_______. 29. The product of the reaction between
(A) methanol (B) methyl cyanide diethylcadmium and acetyl chloride is
(C) acetylene (D) ethylene _______.
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23. Propyne on hydration with dilute H2SO4 in (A) CH3COCH3 (B) C2H5COC2H5
presence of HgSO4 gives _______. (C) C2H5COCH3 (D) CH3COC2H5
(A) propanal
SA

30. Acetaldehyde is NOT obtained in which of the


(B) ethyl hydrogen sulphate
(C) acetone following reactions?
(D) acetaldehyde (A) CH2 = CH  CH2  CH = CH2  i) O3
ii) Zn,H 2 O


24. (HCOO)2Ca   A+B. Compounds A and B (B) CH3CH  i) O3

ii) Zn,H 2 O
are _______ respectively.
(A) acetaldehyde and calcium carbonate o
(C) HC  CH + H2O 
HgSO 4 ,60 C

(B) formaldehyde and calcium carbonate H 2SO 4

(C) acetaldehyde and calcium hydroxide


(D) CH3COCl + H2 
Pd-BaSO 4

(D) formaldehyde and carbon dioxide Quinoline

414
Chapter 12: Aldehydes, Ketones and
Carboxylic Acids
12.5 Physical properties of aldehydes and 40. Ethane can be obtained from acetaldehyde in
ketones one step by _______.
(A) Na  Hg + water
31. Which of the following will be in gaseous
(B) Zn  Hg + conc. HCl
state, if room temperature is 25 ºC?
(C) acidified K2Cr2O7
(A) Formaldehyde (B) Butanone
(D) LiAlH4 + ether
(C) Acetone (D) Formalin

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41. Ethyl methyl ketone can be reduced to
32. Formalin is _______. n-butane by _______.
(A) 40% formic acid (A) Etard reaction

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(B) 40% formaldehyde (B) Wolff-Kishner reduction
(C) 10% formic acid (C) Stephen reaction
(D) 10% formaldehyde (D) Friedel-Craft acylation

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33. Which aldehyde is insoluble in H2O? 42. Conversion of acetone into 2,3-dimethylbutane-
(A) Propanal (B) Ethanal 2,3-diol can be achieved by _______.
(C) Butanal (D) Heptanal (A) Zn-Hg/HCl
12.6 Chemical properties of aldehydes and (B) Wolff-Kishner reduction
ketones (C) Fe/Hg/H2O

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(D) Mg/C6H6/dil. HCl
34. Which of the following is the mechanism of
43. Which of the following compounds will NOT
representative reactions of carbonyl
give the positive test for Tollen’s reagent?
compounds?
(A) Nucleophilic substitution
(B) Electrophilic substitution
(C) Nucleophilic addition
O (A) Propanone
(B) Propanal
(C) Ethanal
(D) Both (B) and (C)
C
(D) Electrophilic addition
44. Acetaldehyde on warming with Fehling
35. Acetaldehyde and acetone react with HCN to solution gives a red precipitate of _______.
form corresponding _______. (A) elemental copper
(A) cyanides (B) nitriles (B) cuprous oxide
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(C) cyanohydrins (D) hydrides (C) cupric oxide


36. Which of the following will give the addition (D) mixture of all of the above
product with NaHSO3? 45. Which of the following does NOT turn Schiff
PL

(A) CH3OH (B) CH3COOH reagent to pink?


(C) CH3COCH3 (D) CH3CH2Cl (A) Formaldehyde
(B) Propanal
R OR (C) Acetone
37. Compounds of general formula, C (D) Acetaldehyde
are called _______. R OR
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46. Which of the following can be used to


(A) diesters (B) acid anhydrides
differentiate between ethanal and propanal?
(C) hemiacetals (D) ketals
(A) Ammoniacal AgNO3
38. When acetone reacts with ammonia at room (B) Fehling solution
SA

temperature, it gives _______. (C) I2 in presence of base


(A) triacetone amine (B) diacetone amine (D) Schiff reagent
(C) methyl tetramine (D) acetaldehyde
47. In the formation of an aldol, -carbon atom of
39. The main product formed when acetaldehyde one aldehyde molecule attaches to _______ of
is treated with phenylhydrazine is _______. another aldehyde molecule.
(A) CH3CH2NHC6H4NH2 (A) -hydrogen atom
(B) CH3CH = N  NH  C6H5 (B) -carbon atom
(C) H2NCH2CH2CH2C6H4NH2 (C) carbonyl carbon atom
(D) CH3CH = N  CH2  C6H5 (D) -carbon atom
415
MHT-CET Triumph Chemistry (MCQs)
48. Formaldehyde on heating with strong solution 56. Hexanoic acid is _______.
of KOH gives potassium formate and methyl (A) n-caproic acid
alcohol, the reaction is called as _______. (B) valeric acid
(A) Cannizzaro reaction
(C) stearic acid
(B) Wurtz’s reaction
(D) palmitic acid
(C) Wolff-Kishner reaction

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(D) Clemmensen’s reduction 57. IUPAC name for isobutyric acid is _______.
49. Cannizzaro reaction does NOT take place with (A) 2-methylpropanoic acid

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_______. (B) butanoic acid
(A) (CH3)3CCHO (B) CH3CHO (C) butanol
(D) dimethylethanoic acid

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(C) CHO (D) CHO
O 58. IUPAC name of CH3 CH2 CH COOH
is _______.
50. Acetals are _______. NH2
(A) ketones (A) 2-amino-2-ethylethanoic acid
(B) diethers (B) 3-aminobutanoic acid

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(C) aldehyde (C) 2-aminobutanoic acid
(D) hydroxy aldehydes
(D) -aminopropanoic acid
12.7 Uses of aldehydes and ketones

51.
O
Which of the following is used for silvering
mirrors?
(A) Benzaldehyde (B) Benzoic acid
59. IUPAC name of H3C

is _______.
CH CH

CH3 CH3
CH2 COOH

(A) 3,4-dimethylpentanoic acid


C
(C) Formaldehyde (D) Formic acid
(B) 2,3-dimethylpentanoic acid
52. Which of the following is used in perfumery (C) dimethylpentanoic acid
and dye industry? (D) 1,1-dimethyl-2-methylbutanoic acid
(A) Benzyl alcohol (B) Benzylamine
E

(C) Benzoic acid (D) Benzaldehyde 12.10 Structure of carboxyl group

12.8 Carboxylic acids 60. The C – C = O and O = C – O bond angle in


PL

carboxylic acid is _______.


53. A carboxyl group can be considered as (A) 120 (B) 90
combination of _______.
(A) a carbonyl group and ether group (C) 150 (D) 100
(B) a keto group and an ester group 12.11 Methods of preparation of carboxylic
(C) a carbonyl group and hydroxyl group acids
M

(D) an aldehyde group and alkyl group


61. 2-Methylbutanoic acid can be prepared in a
12.9 Nomenclature of carboxylic acids single step from _______.
(A) CH3
SA

54. The common name of carboxylic fatty acids is


derived from _______. CH3 C OH
(A) the name of parent alkanes
(B) the name of corresponding aldehydes CH3
(C) the name of their original sources (B) CH3CH2CH2CHO
(D) the name of alkyl group present in it
(C) CH3CH2 – C = O
55. IUPAC name of valeric acid is _______.
(A) pentanoic acid (B) pentenoic acid CH3
(C) propanoic acid (D) ethanoic acid (D) CH3CH2CH(CH3)CHO
416
Chapter 12: Aldehydes, Ketones and
Carboxylic Acids
62. Which of the following compounds on boiling 70. Which class of compounds shows H-bonding
with alkaline KMnO4 and subsequent even more than in alcohols?
acidification will NOT give benzoic acid? (A) Phenols
(A) Benzyl alcohol (B) Acetophenone (B) Carboxylic acids
(C) Anisole (D) Toluene (C) Ethers
(D) Aldehydes
63. Hydrolysis of R – C  N will give _______.

T
(A) R – C – OH (B) R – C – H 12.13 Chemical properties of carboxylic acids
O O
O O

N
(C) R – C – R (D) R – C – O – R 71. R – C – OH + NaHCO3  R – C – ONa
+ H2O + CO2
O O The above reaction is showing the _______

TE
64. Hydrolysis of acetamide gives _______. property of carboxylic acid.
(A) acetone (B) acetaldehyde (A) acidic (B) basic
(C) acetic acid (D) ethylamine (C) oxidizing (D) reducing

65. Carbon dioxide can be converted into acetic 72. In CH3COOH and HCOOH, HCOOH will be
acid by the action of _______. _______.

N
(A) CH3CHO / LiAlH4 (A) less acidic (B) equally acidic
(C) more acidic (D) basic
(B) C2H5MgBr / H3O+
(C) CH3MgBr / H3O+ 73. In the formation of ester from carboxylic acid,

66.
(D) sodium formate

O O
O the bond broken is _______.
(A) C – OH
(B) C = O
(C) O – H
C
C – Cl C – OH (D) Both (A) and (B)
+ H2O  + HCl 74. Acetic acid reacts with PCl5 to give _______.
(A) acetyl chloride (B) acetyl amide
The above reaction is carried out in the (C) acetic anhydride (D) acetal
E

presence of _______.
(A) pyridine (B) benzene 75. Acetyl chloride CANNOT be obtained by
(C) dextrine (D) quinoline treating acetic acid with _______.
PL

(A) CHCl3 (B) SOCl2


67. Ph-COOC2H5 on heating with dil. H2SO4
produces _______. (C) PCl3 (D) PCl5
(A) benzoic acid and ethyl alcohol 76. Reaction between an acid and alcohol will
(B) benzene and ethyl alcohol give a/an _______.
(C) benzenediazonium chloride and ethyl (A) higher C containing acid
M

alcohol (B) secondary alcohol


(D) benzoic acid and methyl alcohol (C) alkane
(D) ester
12.12 Physical properties of carboxylic acids
77. When acetic acid is heated with P2O5 it gives
SA

68. Lower aliphatic carboxylic acids are _______. _______.


(A) coloured liquids (B) colourless liquids (A) acetyl oxide
(C) wax like solids (D) gases (B) acetic anhydride
69. Lower carboxylic acids are soluble in water (C) acetyl oxime
due to _______. (D) acetyl amide
(A) low molecular weight 78. Carboxylic acid reacts with ammonia resulting
(B) hydrogen bonding in the formation of _______.
(C) dissociation into ions (A) amine (B) imine
(D) easy hydrolysis (C) oxime (D) amide
417
MHT-CET Triumph Chemistry (MCQs)
79. Reduction of carboxylic acid gives _______.
(A) secondary alcohol with hydrogen in Critical Thinking
presence of palladium
(B) primary alcohol with LiAlH4 12.0 Introduction
(C) aldehyde with LiAlH4
1. General formula of simple aliphatic saturated
(D) primary alcohol with K2Cr2O7 aldehydes and ketones is _______.

T
80. CH3CH2 – C – ONa + NaOH 
CaO

 A+B; (A) CnH2n + 2O (B) CnH2nO
(C) CnH2n+1O (D) CnH2nO2
O

N
A and B are respectively _______. 2. Which of the following are carbonyl
(A) ethane and sodium carbonate compounds?
(B) methane and sodium carbonate (A) Aldehydes and ketones

TE
(B) Carboxylic acids and esters
(C) n-propane and sodium carbonate
(C) Acid anhydrides
(D) n-butane and sodium carbonate
(D) All of these
81. The reaction 3. Acetone is the first member of the
CH3COOH + Cl2  Re d P
 ClCH2COOH + HCl homologous series of ketone, whereas
is called _______. pentan-2-one is _______ member of the

N
(A) Hell-Volhard-Zelinsky reaction homologous series of ketone.
(B) Fischer reaction (A) 5th (B) 2nd
rd
(C) Rosenmund reaction (C) 3 (D) 4th

82.
(D) Friedel Craft’s reaction
Nitration of benzoic acid gives _______.
(A) 3-nitrobenzoic acid
O 4.
12.1 Structure of carbonyl functional group
Ethanal has _______.
(A) 6 bonds and 1 bond
C
(B) 2-nitrobenzoic acid
(B) 6 bonds and 2 bonds
(C) 2,3-dinitrobenzoic acid
(C) 5 bonds and 1 bond
(D) 2,4-dinitrobenzoic acid
(D) 5 bonds and 2 bonds
12.14 Uses of carboxylic acids
12.2 Aldehydes and ketones
E

83. Formic acid is used in _______.


5. Which of the following is a mixed ketone?
(A) rubber industries (A) Acetone
(B) the manufacture of leather
PL

(B) Benzophenone
(C) textile industries (C) Diethyl ketone
(D) all of these (D) Ethyl n-propyl ketone
Miscellaneous 12.3 Nomenclature of aldehydes and ketones
84. Urotropine is a _______. 6. The IUPAC name of ethyl isopropyl ketone is
M

(A) primary amine _______.


(B) secondary amine (A) 4-methylpentan-3-one
(C) tertiary amine (B) 1,1-dimethylbutan-2-one
(D) quaternary ammonium salt (C) 2-methylpentan-3-one
SA

(D) 4,4-dimethylbutan-3-one
85. Diacetone alcohol on heating gives _______.
(A) acetone (B) mesityl oxide 7. The IUPAC name of
(C) diacetone amine (D) acetoxime CH3 CH CO CH CH2CH3 is _______.
86. If acetaldehyde is treated with Benedict or CH3 CH3
Fehling solution, the change that occurs in the (A) 1,4-dimethylpentanone
system is _______. (B) 2,4-dimethylpentan-3-one
(A) Ag+  Ag (B) Cu+2  Cu (C) 3,5-dimethylhexan-4-one
(C) Cu+2  Cu+ (D) Na+  Na (D) 2,4-dimethylhexan-3-one
418
Chapter 12: Aldehydes, Ketones and
Carboxylic Acids
8. IUPAC name of H5C2 CH CH C2H5 15. Formaldehyde CANNOT be prepared by
_______.
is _______. CHO CH3 (A) oxidation of methanol
(A) 2-ethyl-3-methylpentanal (B) Rosenmund’s method
(B) 4-methylhexanal (C) dehydrogenation of methanol
(C) 3-ethyl-2-methylpentanal (D) ozonolysis of ethylene

T
(D) 3,3-diethylpropanal
16. The reagent one would choose to transform
9. The IUPAC name of (CH3)2C(OH)CH2COCH3 CH3CH2COCl into CH3CH2COCH3 is _______.

N
is _______.
(A) CH3MgI (B) (CH3)2Cd
(A) 4-hydroxy-4-methylpentan-2-one
(B) 2-hydroxy-2-methylpentan-4-one (C) (CH3O)2Mg (D) CH3Cl
(C) diacetone alcohol 17. The reagent used to prepare benzaldehyde by

TE
(D) 4-hydroxy-4-methyl-2-oxopentane Stephen reaction is _______.
12.4 Methods of preparation of aldehydes (A) CO + HCl/AlCl3
and ketones (B) SnCl2/dil.HCl
10. A ketone can be prepared by which of the (C) CrO2Cl2/CS2
following processes? (D) Pd/BaSO4/ quinoline

N
(A) Hydration of alkene 12.5 Physical properties of aldehydes and
(B) Oxidation of secondary alcohol. ketones
(C) Reduction of acid.

11.
(D) Hydrolysis of a cyanide.
Slow and partial oxidation of pentan-1-ol
gives _______.
(A) n-butyraldehyde (B) n-glyceraldehyde
O 18. Which of the following forces explain the
boiling point of aldehydes and ketones?
(A) Hydrogen bonding
(B) van der Waal’s
C
(C) n-valeraldehyde (D) n-crotonaldehyde (C) Dipole-dipole attraction
12. Choose the pair in which both the members (D) Dipole-dipole repulsion
give acetone in one step only:
(A) (CH3COO)2Ca, CH3C  CH 19. Which of the following statements is
WRONG?
E

(B) (C2H5COO)2Ca, (CH3)2C=CH2


(C) CH3C  CH, (CH3)2CHCl (A) The polar character of the C=O group
(D) (CH3)2CHCl, (CH3)2C=CH2 gives rise to intermolecular attraction
called dipole-dipole attractions.
PL

13. To synthesize acetone from Grignard reagent


(B) The lower aldehydes and ketones are
(CH3MgI), which of the following is used?
soluble in water.
(A) Benzonitrile (B) Pent-3-ennitrile
(C) Formonitrile (D) Acetonitrile (C) The boiling points of aldehydes and
ketones are lower than those of nonpolar
14. In Gattermann-Koch reaction; alkanes of comparable molecular weight.
M

(D) Aldehydes and ketones are incapable of


+ CO + DCl  
AlCl3

forming intermolecular hydrogen


The product formed is _______. bonding with themselves.
CHO CDO
SA

12.6 Chemical properties of aldehydes and


ketones
(A) (B)
20. Least reactive towards nucleophilic addition is
_______.
CHO CHO
(A) CH2 = O (B) H – C – C2H5
D
(C) (D) O
(C) CH3  C  C2H5 (D) CH3 – C  H
D O O
419
MHT-CET Triumph Chemistry (MCQs)
21. The general order of reactivity of carbonyl – O
O
compounds for nucleophilic addition reactions
is _______. (C) CH3 C CH2 C–H
(A) H2C=O>RCHO>ArCHO>R2C=O>Ar2C=O
(B) ArCHO>Ar2C=O>RCHO>R2C=O>H2C=O H
(C) Ar2C=O>R2C=O>ArCHO>RCHO>H2C=O (D) All of these

T
(D) H2C=O>R2C=O>Ar2C=O>RCHO>ArCHO CHO
22. Among the following compounds, which one 27. + conc. NaOH 
Heat
 P;

N
will react with acetone to give a product that CHO
contains carbon-nitrogen double bond? P is _______.
(A) C6H5NHC6H5 CH(OH)2
(A)

TE
(B) (CH3)3N
CH(OH)2
(C)
(B) O
N
|
H CH2OH
(C)

N
(D) C6H5NHNH2
COO
23. Pentan-2-one differs from pentan-3-one, in COO–
that _______. O (D)
(A) pentan-3-one does not react with
NaHSO3 COO–
(B) pentan-2-one gives iodoform test 28. Which of the following statements is WRONG?
C
(C) pentan-3-one gives iodoform test (A) Acetone gives iodoform reaction.
(D) pentan-2-one does not react with (B) Acetone gives diacetone amine on
NaHSO3 treatment with ammonia.
(C) Acetone gives crotonaldehyde on aldol
24. The reagent that can be used to distinguish condensation.
E

acetophenone and benzophenone is _______. (D) All of these.


(A) 2,4-dinitrophenylhydrazine
(B) aqueous NaHSO3 12.8 Carboxylic acids
PL

(C) Benedict’s reagent 29. Monocarboxylic acids are generally known as


(D) I2 and NaOH fatty acids because _______.
(A) they are solids at room temperature
25. The compound formed when propionaldehyde (B) they are immiscible in water
reacts with dil. NaOH solution is _______. (C) their esters are widely present in animal
(A) CH3CH2COOCH2CH2CH3 and vegetable fats and were previously
M

(B) CH3CH2CHOHCH(CH3)CHO obtained from their esters


(C) CH3CH2CHOHCH2CH2CHO (D) they are derived from monohydric alcohols
(D) CH3CH2COCH2CH2CHO
 12.9 Nomenclature of carboxylic acids
CH3 – CHO  OH
 CH3CH(OH)CH2CHO
SA

26.
In the aldol condensation of acetaldehyde 30. CH3(CH2)4COOH is commonly known as _____.
represented above, which of the following (A) n-caproic acid (B) palmitic acid
intermediate species are obtained? (C) valeric acid (D) mellitic acid
– 31. The IUPAC name of -methylpropionic acid
O
is _______.
(A) CH2 C H (A) 2-propanoic acid
O (B) 2-butanoic acid
(C) 2-methylpropanoic acid

(B) CH2 C H (D) 2-methylbutanoic acid
420
Chapter 12: Aldehydes, Ketones and
Carboxylic Acids
32. IUPAC name of dimethylacetic acid is _______. 12.12 Physical properties of carboxylic
(A) 1,1-dimethylethanoic acid acids
(B) 2,2-dimethylethanoic acid
(C) 2-methylpropanoic acid 39. When acetic acid is dissolved in benzene, its
(D) 2,2-dimethylpropanoic acid molecular mass _______.
(A) decreases
33. The IUPAC name of the following compound (B) increases

T
is _______. (C) either increases or decreases
Br (D) suffers no change

N
H3C CH CH COOH 12.13 Chemical properties of carboxylic acids
CH3 40. Which of the following reactions is showing
(A) 2-bromo-3-methylbutanoic acid the acidic property of carboxylic acid?

TE
(B) 2-methyl-3-bromopropanoic acid
O
(C) 3-bromo-2-methylbutanoic acid
(D) 1-bromo-2-methylbutanoic acid (A) 2R – C – OH + 2Na
2R – C – ONa + H2
34. IUPAC name of CH2CH2COOH is
_______. O O

N
(A) propylbenzoic acid
(B) 3-benzenepropanoic acid (B) R – C – OH + NaOH
(C) 3-phenylpropanoic acid R – C –ONa +H2O
(D) 3-phenylbutanoic acid O
12.11 Methods of preparation of carboxylic
acids (C)
O
2R – C – OH + Na2CO3
O
C
35. Which of the following methods will NOT 2R–CONa+H2O+CO2
yield a carboxylic acid?
(D) All of these O
(A) Hydrolysis of a nitrile by boiling with
dilute acid. 41. Which of the following acids has the smallest
(B) Oxidation of an aldehyde with acidified dissociation constant?
E

K2Cr2O7. (A) CH3CHFCOOH


(C) Oxidation of primary alcohol with (B) FCH2CH2COOH
acidified K2Cr2O7. (C) BrCH2CH2COOH
PL

(D) Heating a tertiary alcohol with aqueous (D) CH3CHBrCOOH


KMnO4 solution.
42. Which of the following is the CORRECT
36. When benzyl alcohol is oxidised with order of increasing strengths of carboxylic
acidified KMnO4, the product obtained is acids?
_______. (A) CH2FCOOH < CH3COOH <
M

(A) benzaldehyde (B) benzoic acid CH2ClCOOH < CCl3COOH


(C) benzophenone (D) benzidine (B) CH3COOH < CH2ClCOOH <
37. Which of the following undergoes hydrolysis CH2FCOOH < CCl3COOH
when dissolved in water to give carboxylic (C) CH2ClCOOH < CH2FCOOH <
SA

acid? CCl3COOH < CH3COOH


(A) CH3COONa (B) CH3CONH2 (D) CCl3COOH < CH2ClCOOH <
(C) Both (A) and (B) (D) C6H5CH3 CH2FCOOH < CH3COOH
38. Dry ice + A  2,3-Dimethylbutanoic acid. 43. The compound formed when 3,5-dinitrobenzoic
In this reaction ‘A’ is _______. acid reacts with thionyl chloride is _______.
(A) CH3C(CH3)CH2MgBr (A) 3,5-dinitrobenzene
(B) CH3CH(CH3)CH(CH3)MgBr (B) 3,5-dinitrobenzene chloride
(C) CH3CH(C2H5)CH2MgBr (C) 3,5-dinitrobenzene thionyl chloride
(D) C2H5CH2MgBr (D) 3,5-dinitrobenzoyl chloride
421
MHT-CET Triumph Chemistry (MCQs)
44. Which of the following compounds gives 50. CH2 = CH  (CH2)5COOH 
Peroxide
 Z
HBr
Aspirin on reacting with acetic anhydride in
presence of H2SO4? where Z is _______.
OH (A) CH3 – CH(Br) – (CH2)5COOH
CHO
(B) BrCH2  (CH2)6COOH
OH COOH (C) CH2 = CH  (CH2)5  CH2OH
(A) (B)
(D) C6H5COOH

T
51. Mesityl oxide is an example of _______.
CHO COOH
(C) (D) (A) polymer

N
COOH (B) ,-unsaturated alcohol
(C) ,-unsaturated ketone
(D) ,-unsaturated acid

TE
NH2 52. The product obtained by dry distillation of
45. Treatment of benzoic acid with Cl2/FeCl3 will calcium formate reacts with ammonia to yield
give _______. _______.
(A) p-chlorobenzoic acid (A) formamide
(B) o-chlorobenzoic acid (B) acetamide

N
(C) 2,4-dichlorobenzoic acid (C) acetaldehyde ammonia
(D) m-chlorobenzoic acid (D) urotropine

Miscellaneous 53. End product in the following reaction

46. Benzyl phenyl ketone is _______.


(A) C6H5COC6H5
(B) C6H5–CO–CO–C6H5
O (CH3)3C  CHO + CH3CH2CHO

is _______.

OH 
 A H
 H2O
+
 B 
NaBH 4
C
C
(C) C6H5CH2–CO–C6H5 (A) (CH3)3C – C = CHCH2CH2OH
(D) C6H5CH2–CO–CH2–C6H5
CH3
47. C6H6 
CH3CH 2 COCl
AlCl3
 ketone 
NH 2 .NH 2
base,Δ
 product. (B) (CH3)3C  CH2  CH2OH
Here the product is _______. (C) (CH3)3C – CH2CH2CH2OH
E

(A) Ph – CHCH2CH3 (D) (CH3)3C  CH = C  CH2OH

OH CH3
PL

(B) Ph – CH2CH2CH3 54. Which of the following is INCORRECT?


(C) Ph – COCH2CH3 (A) FeCl3 is used to detect phenols.
(D) Ph – COOCH2CH3 (B) Fehlings solution is used in the detection
of glucose.
48. Which of the following compounds neither
(C) Tollen’s reagent is used in the detection
forms semicarbazone nor oxime?
M

of unsaturation.
(A) H – C – H
(D) Iodoform reaction is used in the
O detection of methyl ketones.
(B) CH3 – C  NH  CH3
55. Addition of alcohols to aldehydes in presence
SA

O of anhydrous acids yield _______.


(C) CH3  C  CH2Cl (A) carboxylic acids (B) ethers
(C) cyclic ethers (D) acetals
O
(D) CH3  CH  CHO 56. An organic compound X on treatment with
acidified K2Cr2O7 gives a compound Y which
CH3 reacts with I2 and sodium carbonate to form
49. Acetic acid dissolved in benzene shows a tri-iodomethane. The compound X is _______.
molecular mass of _______. (A) CH3OH (B) CH3  CO  CH3
(A) 30 (B) 60 (C) 120 (D) 240 (C) CH3CHO (D) CH3 CH(OH)CH3
422
Chapter 12: Aldehydes, Ketones and
Carboxylic Acids
8. Name the compound
Competitive Thinking CH3CH(C2H5)CH(CHO)CH3. [MH CET 2010]
(A) 2-Ethylbutan-3-ol
12.0 Introduction (B) 2,3-Dimethylpentanal
1. Which of the following compounds does NOT (C) 3-Ethylbutan-2-al
contain an OH group? [CPMT 1982] (D) 2-Ethylbutanal

T
(A) Phenol 9. The IUPAC name of the following compound
(B) Carboxylic acid is _______.

N
(C) Aldehydes O OH
(D) Alcohols
2. What is the compound called if remaining two

TE
valencies of a carbonyl group are satisfied by
two alkyl groups? [CPMT 1990] [TS EAMCET (Med.) 2015]
(A) 4-hydroxy-5-methylhexan-2-one
(A) Aldehyde (B) Ketone
(B) 2-oxo-5-methylhexan-4-ol
(C) Acid (D) Acid chloride
(C) 3-hydroxy-2-methylhexan-5-one
12.1 Structure of carbonyl functional group (D) 5-oxo-2-methylhexan-5-one

N
3. In aldehydes and ketones, carbon of carbonyl 10. The IUPAC name of CH3 – CO – (CH2)2 – CH3
group is _______. is ________. [MH CET 2013]
[MP PMT 1995; RPET 1999, 2000] (A) pentan-2-one
3
(A) sp hybridized
(B) sp2 hybridized
(C) sp hybridized
O (B) pentan-3-one
(C) 3-methylbutan-2-one
(D) 3-methylpentanal
C
(D) unhybridized 11. The IUPAC name of the compound
4. The enolic form of acetone contains _______. [NEET(UG) 2017]
[IIT 1990] O O
(A) 9 sigma bonds, 1 pi bond and 2 lone pairs HC
E

(B) 8 sigma bonds, 2 pi bonds and 2 lone pairs


is _______.
(C) 10 sigma bonds, 1 pi bond and 1lone pair
(D) 9 sigma bonds, 2 pi bonds and 1 lone pair
PL

(A) 5-formylhex-2-en-3-one
12.2 Aldehydes and ketones (B) 5-methyl-4-oxohex-2-en-5-al
(C) 3-keto-2-methylhex-5-enal
5. Which is a mixed ketone? [BCECE 2015]
(A) Propanone (D) 3-keto-2-methylhex-4-enal
(B) Butanone 12.4 Methods of preparation of aldehydes
M

(C) Pentan-3-one and ketones


(D) None of these
12. Isopropyl alcohol on oxidation gives _______.
12.3 Nomenclature of aldehydes and ketones [RPMT 1997; BHU 1997]
SA

(A) acetone (B) acetaldehyde


6. IUPAC name of CH3COCH3 is _______.
(C) ether (D) ethylene
[MP PET 1991]
(A) acetone (B) propan-2-one 13. Oxidation of this gives ethyl methyl ketone:
(C) dimethyl ketone (D) propanal [BCECE 2014]
OR
7. The IUPAC name of crotonaldehyde is _______. This is oxidised to prepare ethyl methyl
[MH CET 2009] ketone: [BCECE 2015]
(A) 3-hydroxybutanal (B) but-2-enal (A) Propan-2-ol (B) Butan-1-ol
(C) but-1-enal (D) but-3-enal (C) Butan-2-ol (D) t-Butyl alcohol
423
MHT-CET Triumph Chemistry (MCQs)
14. Treating ethylidene dichloride with aqueous (A) CH3COCH3
KOH, we get _______. [MP PMT 1986] (B) CH3CHO
CH2 CH2 (C) HCHO + CaCO3
(A) CH3  CHO (B) (D) CH3CHO + CaCO3
OH OH
21. Pentan-3-one can be obtained by dry
(C) HCHO (D) CHO

T
distillation of _______. [MH CET 2013]
CHO (A) calcium acetate and calcium formate
(B) calcium propionate

N
15. O3 reacts with CH2 = CH2 to form ozonide. On
hydrolysis it forms _______. (C) calcium acetate
[MP PET 1986, 90] (D) calcium propionate and calcium formate
(A) ethylene oxide

TE
22. When calcium formate and calcium propionate
(B) HCHO
are dry distilled, _______ is obtained.
(C) ethylene glycol
[MH CET 2004]
(D) ethyl alcohol
(A) acetone (B) propionaldehyde
16. CH3 on reductive ozonolysis yields (C) crotonaldehyde (D) acetaldehyde

N
23. By combining the two calcium salts of
[Orissa JEE 2005]
carboxylic acids, we are preparing butan-2-one.
(A) 6-oxoheptanal
Find the CORRECT pair from the following:
(B) 6-oxoheptanoic acid
(C)
(D)
6-hydroxyheptanal
3-hydroxypentanal
O [MH CET 2005]
(A) Calcium formate + Calcium propanoate
(B) Calcium acetate + Calcium propanoate
(C) Calcium acetate + Calcium acetate
C
17. Which of the following gases, when passed
through a warm dilute solution of H2SO4 in (D) Calcium formate + Calcium acetate
presence of HgSO4, gives acetaldehyde?
[MH CET 1999] 24. What is the product obtained when calcium
(A) CH4 (B) C2H2 acetate reacts with calcium propionate?
E

(C) C2H4 (D) C2H6 [MH CET 2008]


(A) formaldehyde
18. When but-1-yne is treated with aqueous
H2SO4 in presence of HgSO4, the major (B) acetaldehyde
PL

product is ________. [Assam CEE 2015] (C) acetone


(A) CH3  CH2  CH2  CHO (D) ethyl methyl ketone
(B) CH3  CH2  CO  CH3
25. RCN + 2(H) 
(i)SnCl /dil HCl
2
RCHO + NH4Cl
(C) CH3  CH2  CH = CH2 (ii) H 3 O 

(D) CH3  CH2  CH2  CH2  OH this reaction is known as _______.


M

19. Dry distillation of (CH3COO)2Ca produces [MH CET 2015]


________. [BCECE 2015] (A) Etard reaction
(B) Stephen reaction
(A) CH3COOH (B) CH3CHO
(C) Hell-Vohlard-Zelinsky reaction
SA

(C) (CH3)2CO (D) CH3COOCH3


(D) Balz-Schiemann reaction
20. On heating calcium acetate and calcium
formate, the product formed is _______. 26. Which of the following compound gives a
ketone with Grignard reagent?
[DPMT 1984; EAMCET 1985;
MP PMT 1996, 92; KCET 1990; [CPMT 1988; MP PET 1997]
CPMT 1979, 82, 84; BIT 1992; RPET 2000] (A) Formaldehyde
OR (B) Ethyl alcohol
(CH3COO)2Ca + (HCOO)2Ca mixture upon (C) Methyl cyanide
heating gives ________. [BCECE 2014] (D) Methyl iodide
424
Chapter 12: Aldehydes, Ketones and
Carboxylic Acids
27. The major product obtained in the following (C) Friedel  Craft acylation with propionyl
reaction is_______. [JEE (Main) 2017] chloride followed by catalytic
O hydrogenation
O (D) Friedel – Craft acylation with propionyl
chloride followed by reduction with

DIBAL-H
? LiAlH4

T
33. What is the product (X) of the following
COOH reaction?

N
OH OH O
H 2 / Pd  BaSO 4
C2H5 – C – Cl 
Quinoline
 X + HCl
(A) (B)
CHO CHO

TE
[Assam CEE 2015]
CHO (A) C2H5OH (B) CH3COOH
COOH
(C) C2H5CHO (D) CH3COCH3
(C) CHO (D) CHO 34. Which of the following compounds when
treated with dibenzylcadmium yields benzyl
methyl ketone? [MHT CET 2016]

N
COOH CHO
(A) Acetone
28. What is the reagent used in Etard reaction? (B) Acetaldehyde
[MHT CET 2016] (C) Acetic acid
(A) Chromyl chloride
(B) Ethanoyl chloride
(C) SnCl2 and HCl
O (D) Acetyl chloride
12.5 Physical properties of aldehydes and
ketones
(D) Cadmium chloride
C
29. C6H6 + CO + HCl  Anhydrous AlCl3
 X ; 35. Which compound is soluble in H2O?
Compound X is _______. [DPMT 1979, 83] [RPMT 1997]
(A) C6H5CH3 (B) C6H5CH2Cl (A) HCHO (B) CH3CHO
E

(C) C6H5CHO (D) C6H5COOH (C) CH3COCH3 (D) All


30. Acetophenone is prepared from _______. 12.6 Chemical properties of aldehydes and
[CPMT 2003] ketones
PL

(A) Rosenmund reaction


(B) Sandmeyer reaction 36. Which one is most reactive towards
nucleophilic addition reaction? [AIPMT 2014]
(C) Wurtz reaction
(D) Friedel Craft reaction CHO COCH3

31. Which one of the following compounds is (A) (B)


M

prepared in the laboratory from benzene by a


substitution reaction? [EAMCET 2003] CHO CHO
(A) Glyoxal
(B) Cyclohexane
SA

(C) (D)
(C) Acetophenone
(D) Hexabromocyclohexane
CH3 NO2
32. Benzene can be conveniently converted into
n-propylbenzene by _______.[MH CET 2014] 37. Which of the followings is the most reactive
(A) Friedel – Craft alkylation with n-propyl towards addition reaction of hydrogen cyanide
chloride to form corresponding cyanohydrin?
(B) Friedel – Craft acylation with propionyl [MHT CET 2018]
chloride followed by Wolff-Kishner (A) Acetone (B) Formaldehyde
reduction (C) Acetaldehyde (D) Diethylketone
425
MHT-CET Triumph Chemistry (MCQs)
38. The CORRECT order of reactivity of 45. Aldehydes or ketones when treated with
aldehydes and ketones towards hydrogen C6H5 – NH – NH2, the product formed is
cyanide is _______. [MH CET 2015] _______. [MHT CET 2017]
(A) CH3COCH3 > CH3CHO > HCHO (A) semicarbazone (B) phenylhydrazone
(B) CH3COCH3 > HCHO > CH3CHO (C) hydrazone (D) oxime
(C) CH3CHO > CH3COCH3 > HCHO 46. Aldehydes and ketones can be reduced to

T
(D) HCHO > CH3CHO > CH3COCH3 corresponding hydrocarbons by _______.
39. From which of the following, tertiary butyl [Roorkee 1995; Kerala PMT 2004]
alcohol is obtained by the action of methyl (A) refluxing with water

N
magnesium iodide? [MP CET 2000] (B) refluxing with strong acid
(A) HCHO (B) CH3CHO (C) refluxing with soda amalgam and water
(C) CH3COCH3 (D) CO2 (D) refluxing with zinc amalgam and conc. HCl

TE
40. Which one of the following is an acetal? 47. During Clemmensen’s reduction, the C = O
[TS EAMCET (Engg.) 2015] group is converted into _______ group.
OR OH [MH CET 2006]
R  CH R  CH (A) carboxyl (B) aldehydic
(A) (B) (C) methylene (D) alcoholic

N
OR OR
48. The reagent used in Wolff-Kishner reduction
R OH R OR is _______. [MHT CET 2016]
(C) (D)
(A) NH2  NH2 and KOH in ethylene glycol
C C

41.
R OR R
When ethanal reacts with CH3MgBr and
OR
O
C2H5OH /dry HCl, the products formed are
(B) Zn  Hg/conc.HCl
(C) NaBH4
(D) Na  Hg/H2O
2CH3  C  CH3  Mg /Hg
 Product.
C
49.
_______. [DCE 2003] H

(A) ethyl alcohol and propan-2-ol O


(B) ethane and hemi-acetal Product in the reaction is _______.
(C) propan-2-ol and acetal [RPMT 2003]
CH3 CH
E

(D) propane and methyl acetate 3

42. Formaldehyde reacts with ammonia to give (A) H3C C C CH3


_______. [AIIMS 1982; NCERT 1987;
PL

MP PET 1990, 91, 2000; OH OH


CPMT 1978, 82, 86, 97; MP PMT 1989, 96] (B) CH3
CH3 C O C
(A) hexamethylene tetramine
(B) formaldehyde ammonia O
O
(C) formalin
(C) CH3 CH
C CH
C CH3
(D) methylamine
M

OH OH
43. A [O]
B 
NH 2 OH
 (CH3)2C = NOH
Identify A. [MH CET 2002] OH OH
O
SA

(D) CH3 C C CH3


(A) CH3 – C – CH3 (B) CH3OH
OH OH
OH 50. Which of the following reagents distinguishes
(C) CH3 – CH – CH3 (D) C2H5OH between aldehyde and ketone?
[KCET 1993; CPMT 1994, 97;
44. Acetaldehyde reacts with phenyl hydrazine, MP PET 1995; MP PMT 1996;
the type is ________. [MH CET 2004] RPMT 1997, 99]
(A) elimination (B) condensation (A) Fehling solution (B) H2SO4 solution
(C) hydrolysis (D) addition (C) NaHSO3 (D) NH3
426
Chapter 12: Aldehydes, Ketones and
Carboxylic Acids

51. The solution of Fehling B contains ________. (B) CH3  C  CH3


[GUJ CET 2014]
(A) alkaline sodium potassium citrate O
(B) acidified Rochelle salt (C) C2H5  CH  C2H5
(C) alkaline sodium potassium tartarate
(D) acidified sodium potassium citrate OH

T
52. Tollen’s reagent is _______.
(D) CH3  C  C2H5
[MP PET 1995; MP PMT 2002;
O

N
KCET 2002]
(A) ammoniacal cuprous chloride 60. Which of the following compounds will give
(B) ammoniacal cuprous oxide positive iodoform test? [MHT CET 2017]
(C) ammoniacal silver bromide (A) Isopropyl alcohol

TE
(D) ammoniacal silver nitrate (B) Propionaldehyde
53. When acetaldehyde is heated with Tollen’s (C) Ethylphenyl ketone
reagent which of the following is obtained? (D) Benzyl alcohol
[CPMT 1989; MP PET/PMT 1988; 61. Which of the reagent is used to convert
DPMT 1983; CBSE PMT 1988] 2-butanone into propanoic acid? [IIT 2005]
+

N
(A) Methyl alcohol (B) Silver acetate (A) NaOH , I2 / H (B) Tollen’s reagent
(C) Silver mirror (D) Formaldehyde +
(C) Fehling solution (D) NaOH , NaI / H
54. Which of the following compounds will give
62. When acetaldehyde is reacted with very dilute
positive test with Tollen’s reagent?
[CBSE 1994; Kurukshetra CEE 1998;

(A) Acetamide
AFMC 2002; CPMT 1997]
(B) Acetaldehyde
O sodium hydroxide, _______ is obtained.

(A) aldol
[MH CET 2003]
(B) ethyl alcohol
(C) ketol (D) glyoxal
C
(C) Acetic acid (D) Acetone
55. Schiff’s reagent is _______. [MH CET 2001] 63. , -Unsaturated aldehyde is formed in the
(A) ammoniacal silver nitrate sequence: [RPMT 2003]
(B) resorcinol solution in dilute HCl (A) HCHO  KOH(aq.)

(C) alkaline CuSO4 stabilised by Roschelle salt
E


(B) CH3CHO  dil.KOH
 A  B
(D) rosaaniline solution in water decolourised (C) CCl3CHO  KOH(aq.)

by SO2
(D) CH3COOC2H5  KOH(aq.)

PL

56. Schiff reagent loses its colour by passing


_______. [MH CET 2007] 64. Which of the following gives condensation
(A) SO2 (B) N2 (C) O2 (D) SO3 product with NH2OH, but does NOT undergo
aldol condensation? [MH CET 2011]
57. Schiff reagent gives pink colour with _______. (A) Methanal (B) Acetaldehyde
[EAMCET 1980; DPMT 1981; CPMT 1989; (C) Methanol (D) Acetone
Bihar MEE 1997; MP PMT 2000]
M

(A) aldehydes (B) ethers 65. Of the following, which is the product formed
(C) ketones (D) carboxylic acid when cyclohexanone undergoes aldol
condensation followed by heating?
58. Which of the following will give yellow
[NEET (UG) 2017]
SA

precipitate with I2/NaOH? [IIT 1997]


(A) ICH2COCH2CH3
(A) (B)
(B) CH3COOCOCH3
(C) CH3CONH2 OH
O
(D) CH3CH(OH)CH2CH3
59. Which of the following compounds does NOT O
undergo haloform reaction?[MHT CET 2018]
(C) (D)
(A) CH3  CH  CH
OO OH
OH
427
MHT-CET Triumph Chemistry (MCQs)
66. Consider the reactions: 72. This does NOT undergo aldol condensation:
Silver mirror
[Ag(NH3 ) 2 ] [BCECE 2015]
i. X 
Cu
 A 

573 K
observed
OH  / 
(A) HCHO
(C2H6O) 
OH / 
 Y (B) CH3CHO
O (C) CH3COCH3
(D) CH3CH2CH2CHO

T
NH2  NH  C  NH2
ii. A Z 73. X 
Ozonolysis
( Reductive)
Y+Z
Identify A, X, Y and Z. [NEET (UG) 2017] Y can be obtained by Etard’s reaction. Z undergoes

N
(A) A-Methoxymethane, X-Ethanol, disproportionation reaction with concentrated
Y-Ethanoic acid, Z-Semicarbazide alkali. X could be _______. [KCET 2014]
(B) A-Ethanal, X-Ethanol, Y-But-2-enal,
C  CH
Z-Semicarbazone

TE
(A)
(C) A- Ethanol, X-Acetaldehyde,
Y-Butanone, Z-Hydrazone
(D) A-Methoxymethane, X-Ethanoic acid, CH = CH2
Y-Acetate ion, Z-Hydrazine (B)
67. Cannizzaro reaction is given by _______.

N
[MH CET 2008] CH = CH  CH3
(A) formaldehyde (B) acetone (C)
(C) acetaldehyde (D) butanal CH3

68. An example for a molecule undergoing both


oxidation and reduction simultaneously in
Cannizzaro reaction is _______.
O (D)
CH = C
CH3

12.8 Carboxylic acids


C
[MH CET 2006]
(A) benzyl alcohol (B) benzene 74. The general formula CnH2nO2 could be for
(C) benzaldehyde (D) acetaldehyde open chain _______. [AIEEE 2003]
69. A mixture of benzaldehyde and formaldehyde (A) diketones (B) carboxylic acids
E

when treated with 50% NaOH yields _______. (C) diols (D) dialdehydes
[MH CET 2015]
75. Which compound is known as oil of winter
(A) sodium benzoate and sodium formate
green? [MP PET/PMT 1998; CPMT 2002]
(B) sodium formate and benzyl alcohol
PL

(A) Phenyl benzoate (B) Phenyl salicylate


(C) sodium benzoate and methyl alcohol
(D) benzyl alcohol and methyl alcohol (C) Phenyl acetate (D) Methyl salicylate

70. Cannizzaro reaction is NOT shown by 76. Which of the followings is a tricarboxylic
_______. [MH CET 2009] acid? [MHT CET 2018;
(A) HCHO (B) C6H5CHO Similar in MHT CET 2016]
M

(C) CCl3CHO (D) CH3CHO (A) Citric acid


(B) Malonic acid
71. m-Nitrobenzaldehyde, on reaction with (C) Succinic acid
aqueous concentrated NaOH solution at room (D) Malic acid
SA

temperature, gives ________.


[Assam CEE 2015] 12.9 Nomenclature of carboxylic acids
(A) sodium m-nitrobenzoate and 77. The name of the compound having the
m-nitrobenzyl alcohol structure ClCH2CH2COOH is _______.
(B) m-hydroxybenzaldehyde and [MP PET 1993]
m-nitrobenzyl alcohol (A) 3-chloropropanoic acid
(C) m-nitrobenzyl alcohol and
(B) 2-chloropropanoic acid
m-hydroxybenzyl alcohol
(C) 2-chloroethanoic acid
(D) sodium m-nitrobenzoate and
(D) chlorosuccinic acid
m-hydroxybenzyl alcohol
428
Chapter 12: Aldehydes, Ketones and
Carboxylic Acids
78. Some carboxylic acids and their IUPAC names 85. Toluene is oxidised to benzoic acid by
are given below. Which of the following is NOT _______. [BHU 2004; CPMT 1985]
CORRECTLY matched? [PMT(Kerala) 2010] (A) acidified KMnO4
Carboxylic acids IUPAC names (B) acidified K2Cr2O7
(A) Formic acid Methanoic acid (C) H2SO4
(B) Acetic acid Ethanoic acid (D) both (A) and (B)

T
(C) Isobutyric acid 2-Methylbutanoic acid 86. A compound ‘D’ on hydrolysis, formed
(D) n-Butyric acid Butanoic acid acetamide which on further hydrolysis gives
acetic acid and NH3. The compound ‘D’ is

N
79. CH3  CH  CH2  CH  COOH
_______. [MH CET 2000]
| |
(A) CH3C  N (B) C2H5I
C2H5 CH3
(C) C2H5OH (D) C2H5ONa
IUPAC name of the compound is _______.

TE
[MH CET 2005] 87. When Grignard reagent is treated with dry ice,
(A) 2,2-diethylpentanoic acid the product obtained is _______.
(B) 2-methyl,4-ethylpentanoic acid [MH CET 2008]
(C) 2,4-dimethylhexanoic acid (A) aldehyde (B) acid
(D) 4-ethyl-2-methylpentanoic acid (C) ester (D) ketone

N
80. IUPAC name of CH3COOC2H5 is _______. 88. C6H5MgBr 
(i) CO 2
P. In the reaction,
(ii) H 2 O
[MH CET 2002] product P is _______. [CBSE PMT 2002]
(A) ethyl acetate (B) ethyl ethanoate
(C) ethoxyethane (D) ethyl methyl ester
12.11 Methods of preparation of carboxylic
acids
O (A) CHO (B) COOH
C
81. Acetic acid is obtained when _______. OH
[NCERT 1975; CPMT 1977] (C) (D) C6H5  C  C6H5
(A) methyl alcohol is oxidised with
potassium permanganate O
E

(B) calcium acetate is distilled in the 89. The acid formed when n-propyl magnesium
presence of calcium formate bromide is treated with carbon dioxide is
(C) acetaldehyde is oxidised with potassium _______.[CPMT 1982, 84, 86; Pb. PMT 1998]
PL

dichromate and sulphuric acid (A) C3H7COOH (B) C2H5COOH


(D) glycerol is heated with sulphuric acid (C) C3H8COOH (D) C2H8COOH
82. Acetic acid will be obtained on oxidation of 90. Which of the following carboxylic acids
_______. [J & K CET 2005] CANNOT be prepared using Grignard reagent?
(A) ethanol (B) propanal [MH CET 2004]
M

(C) methanal (D) glyoxal (A) Methanoic acid (B) Ethanoic acid
(C) Propanoic acid (D) Butyric acid
83. Tertiary alcohols (3) having atleast four carbon
atoms upon drastic oxidation yield carboxylic 91. Alkaline hydrolysis of an ester is called
SA

acid with _______. [MH CET 2004] _______. [BCECE 2015]


(A) one carbon atom less (A) neutralization (B) esterification
(B) two carbon atoms less (C) polymerization (D) saponification
(C) three carbon atoms less 12.12 Physical properties of carboxylic
(D) the same carbon atom acids
84. Aryl aldehyde on oxidation gives _______. 92. What is the % of acetic acid present in vinegar?
[DPMT 2004] [CPMT 1974, 75; MH CET 2003; AFMC 2004]
(A) esters (B) carboxylic acid (A) 6  8 % (B) 70  80 %
(C) ketones (D) alcohols (C) 10  15 % (D) 90  100 %
429
MHT-CET Triumph Chemistry (MCQs)
93. Glacial acetic acid is obtained by _______. 100. Which of the following order of acidic strength
[KCET 2002] is NOT CORRECT? [GUJ CET 2015]
(A) distilling vinegar (A) Cl3CCOOH > Cl2CHCOOH >
(B) crystallizing, separating and melting ClCH2COOH
acetic acid (B) CH3CH2CHCOOH > CH3CHCH2COOH
(C) treating vinegar with dehydrating agent
Cl Cl

T
(D) chemically separating acetic acid
12.13 Chemical properties of carboxylic acids > CH2CH2CH2COOH
94. Which of the following compounds will react

N
Cl
with NaHCO3 solution to give sodium salt and
carbon dioxide? (C) HCOOH > CH3COOH > C6H5COOH
[CBSE PMT 1999; BHU 1983, 2002] (D) CH3COOH > CH3CH2COOH >

TE
(A) Phenol (B) n-Hexanol (CH3)2CHCOOH
(C) Acetic acid (D) Acetic anhydride 101. The acid strength of the following carboxylic
95. When propionic acid is treated with aqueous acids increases in the order _______.
sodium bicarbonate, CO2 is liberated. The C of CO2 HCOOH, CH3COOH, CH3CH2COOH,
comes from _______. [Assam CEE 2015] CH3CH2CH2COOH [Assam CEE 2015]
(A) methyl group (A) HCOOH < CH3COOH <

N
(B) methylene group CH3CH2COOH < CH3CH2CH2COOH
(C) carboxylic acid group (B) CH3CH2CH2COOH < CH3CH2COOH <
(D) bicarbonate CH3COOH < HCOOH
96. What is the main reason for the fact that
carboxylic acids can undergo ionization?
[MNR 1993; Pb. PMT 2004]
O (C) HCOOH < CH3CH2COOH< CH3COOH

(D) CH3COOH < CH3CH2COOH <


< CH3CH2CH2COOH
C
(A) Absence of -hydrogen CH3CH2CH2COOH < HCOOH
(B) Resonance stabilization of the
carboxylate ion 102. Consider the acidity of the carboxylic acids
(C) High reactivity of -hydrogen i. PhCOOH
(D) Hydrogen bonding ii. o-NO2C6H4COOH
E

97. Acetic acid is weak acid than sulphuric acid iii. p-NO2C6H4COOH
because _______. [CPMT 2003] iv. m-NO2C6H4COOH
(A) it decompose on increasing temperature Which of the following order is CORRECT?
PL

(B) it has less degree of ionisation [AIEEE 2004]


(C) it has – COOH group (A) ii > iv > i > iii (B) ii > iv > iii > i
(D) it has less number of H+ ion (C) i > ii > iii > iv (D) ii > iii > iv > i
98. Which of the following compounds is most 103. The CORRECT order of acidic strengths for
acidic in nature? [MH CET 2015] the following carboxylic acids is _______.
M

(A) 4-Chlorobutanoic acid


(B) 3-Chlorobutanoic acid COOH COOH
(C) 2-Chlorobutanoic acid
(D) Butanoic acid
SA

99. Which of the following is the CORRECT O


I II
order of acidic strength? [GUJ CET 2014]
(A) CH3COOH > ClCH2COOH > COOH
Cl2CHCOOH > Cl3CCOOH
(B) Cl3CCOOH > Cl2CHCOOH > O
ClCH2COOH > CH3COOH
(C) CH3COOH > Cl3CCOOH > III [NEET P-II 2016]
Cl2CHCOOH > ClCH2COOH
(D) CH3COOH > ClCH2COOH > (A) II > I > III (B) I > II > III
Cl3CCOOH > Cl2CHCOOH (C) II > III > I (D) III > II > I

430
Chapter 12: Aldehydes, Ketones and
Carboxylic Acids
104. Laboratory method for the preparation of 112. CH3COOH  P2 O5 / 
?
acetyl chloride is _______. [RPMT 2003]

C2 H5OH
 A + CH3COOH. A is ________.
(A) CH3COOH + SOCl2  CH3COCl
[MH CET 2008]
(B) CH3COOH + PCl3  CH3COCl (A) ethyl formate (B) methyl acetate
(C) CH3COONa + PCl3  CH3COCl (C) methyl formate (D) ethyl acetate
(D) CH3COCH3 + PCl3  CH3COCl

T
113. Acetic acid reacts with ammonia at 110 C to
105. When formic acid reacts with PCl5, it forms form _______. [MP PET 1991]
_______. [MNR 1982] (A) acetamide

N
(A) formyl chloride (B) formamide
(B) acetyl chloride (C) ammonium cyanate
(C) methyl chloride (D) urea
(D) propionyl chloride

TE
114. Hydrolysis of an ester gives a carboxylic acid
106. Heating a mixture of ethyl alcohol and acetic which on Kolbe’s electrolysis yields ethane.
acid in the presence of conc. H2SO4 produces a The ester is _______.
fruity smelling compound. This reaction is
[EAMCET 1997; Manipal PMT 2001]
called ________. [AIIMS 1996]
(A) ethyl methanoate
(A) neutralization
(B) methyl ethanoate

N
(B) ester hydrolysis
(C) propylamine
(C) esterification
(D) ethylamine
(D) Williamson’s synthesis
115. Which reaction is used for the preparation of
of carboxylic acids into esters?

(A) C2H5OH
O
107. Which reagent will bring about the conversion

[CBSE PMT 2000]


 Bromoacetic acid?
[MP PET/PMT 1998; MP PET 2004]
(A) Kolbe’s Reaction
C
(B) Dry HCl + C2H5OH (B) Reimer-Tiemann Reaction
(C) LiAlH4 (C) Hell-Volhard-Zelinsky Reaction
(D) Al(OC2H5)3 (D) Perkin’s Reaction

108. Methyl acetate can be formed from ethanoic 12.14 Uses of carboxylic acids
E

acid and _______. [MH CET 2010] 116. Vinegar obtained from cane sugar contains
(A) ethyl alcohol (B) acetic anhydride _______.
(C) methanol (D) acetyl chloride [CPMT 1980; DPMT 1982; KCET 1992;
PL

109. Which of the following carboxylic acids is the MP PMT 1994; AIIMS 1999]
most reactive towards esterification? (A) citric acid (B) lactic acid
[MHT CET 2018] (C) acetic acid (D) palmitic acid
(A) (CH3)3CCOOH
(B) (CH3)2CHCOOH Miscellaneous
M

(C) CH3CH2COOH 117. The fatty acid which shows reducing property
(D) (C2H5)2CHCOOH is _______. [Kerala CET 2000]
110. Esterification is studied by _______. (A) acetic acid (B) ethanoic acid
[MH CET 2007] (C) oxalic acid (D) formic acid
SA

(A) chemical analysis 118. Predict the product ‘B’ in the sequence of
(B) tracers
reaction, HC  CH 
30% H2SO4
A 
NaOH
 B.
(C) thermodynamic method HgSO4

(D) none of these [CBSE PMT 2001]


(A) CH3COONa
111. Acetic anhydride is obtained from acetyl
(B) CH3COOH
chloride by the reaction of _______.
(C) CH3CHO
[CPMT 1985, 93]
(A) P2O5 (B) H2SO4
(D) CH3  CH  CH2CHO
(C) CH3COONa (D) CH3COOH OH
431
MHT-CET Triumph Chemistry (MCQs)
119. In which of the following reactions, HBr
A
KCN +
H3O
propanone gives propane? [MH CET 2003] 128. B  C 
(i)Br2 / Re d P
(ii) H 2 O
 D
(A) Williamson’s synthesis
(B) Clemmensen’s synthesis Identify the compound ‘D’ in the above
(C) Cannizzaro reaction mentioned series of reactions. [MH CET 2014]
(D) Wurtz reaction O

T
120. Among the given compounds, the most  C  Br
(A)
susceptible to nucleophilic attack at the
carbonyl group is _______. [IIT 1997]

N
(A) MeCOCl (B) MeCHO O
(C) MeCOOMe (D) MeCOOCOMe
(B)  C  OH
121. Which of the following has the most acidic Br

TE
hydrogen? [IIT 2000] O
(A) 3-Hexanone (B) 2,4-Hexanedione
(C) 2,5-Hexanedione (D) 2,3-Hexanedione (C) Br   C  OH
122. Which of the following is optically active?
[BHU 1997] Br O

N
(A) Ethylene glycol (B) Oxalic acid
(C) Glycerol (D) Tartaric acid (D)  C  OH
123. Which of the reagent gets added across the
O 129. The product D in the following reaction is
double bond of acetaldehyde?
_______.
[MH CET 2011]
 (A)   (B) 
H2O
(A) Tollen’s reagent CH3 
KCN NH3
 (C)

(B) Hydroxylamine   (D)
C
(C) Hydrogenation using Ni/H2 [MP PET 1997]
(D) Phenylhydrazine (A) CH3CH2NH2 (B) CH3CN
124. Which is most reactive of the following? (C) HCONH2 (D) CH3CONH2
[J & K CET 2005] 130. CH3CONH2 
NaNO2 /HCl
 X; X is _______.
E

(A) Ethyl acetate [Pb. CET 2003]


(B) Acetic anhydride 
(C) Acetamide (A) CH3COOH (B) CH 3CO N H 3Cl
PL

(D) Acetyl chloride (C) CH3NH2 (D) CH3CHO


125. Which of the following has fruity odour? 131. The CORRECT sequence of reagents for the
[MH CET 2004] following conversion will be _______.
(A) Aniline (B) Ethyl alcohol [JEE (Main) 2017]
(C) Ethyl acetate (D) Acetaldehyde O HO CH3
M


126. Acetonitrile 
H
H2O
 A 
 H 2O
 B.
B is _______. [MH CET 2006]
HO CH3
(A) acetic anhydride (B) acetaldehyde
SA

CHO CH3
(C) acetic acid (D) acetanilide
(A) [Ag(NH3)2]+OH–, H+/CH3OH, CH3MgBr
127. In the reaction,
(B) CH3MgBr, H+/CH3OH, [Ag(NH3)2]+OH–
CH3COOH  LiAlH 4
A 
PCl5
 B 
Alc.KOH
 C. (C) CH3MgBr, [Ag(NH3)2]+OH–, H+/CH3OH
The product C is ________. (D) [Ag(NH3)2]+OH–, CH3MgBr, H+/CH3OH
[JEE (Main) 2014]
(A) acetaldehyde 132. Acetic acid is manufactured by the
(B) acetylene fermentation of _______. [CPMT 1985]
(C) ethylene (A) ethanol (B) methanol
(D) acetyl chloride (C) ethanal (D) methanal
432
Chapter 12: Aldehydes, Ketones and
Carboxylic Acids

1% Hg
+2
 O 139. In the following sequence of reactions
133. C2H2   A  B, B is _______. 
H 2SO 4
CH3  Br 
KCN
 A 
H 3O
 B 
LiAIH 4
C,
[CBSE PMT 1991; BHU 1995]
(A) an acid (B) an aldehyde the end product C is _______.
(C) a ketone (D) ethanol [CBSE PMT (Prelims) 2012]
(A) acetone (B) methane

T
134. In the reaction,
(C) acetaldehyde (D) ethyl alcohol
NaOH HCl
C6H5OH  A 
CO2
 B  C
140 C, (4  7 atm ) 140. The CORRECT statement regarding a carbonyl

N
Product C is _______. [Pb. CET 2001] compound with a hydrogen atom on its
(A) benzoic acid alpha-carbon, is _______. [NEET P-I 2016]
(B) salicylaldehyde (A) A carbonyl compound with a hydrogen

TE
(C) chlorobenzene atom on its alpha-carbon rapidly
(D) salicylic acid equilibrates with its corresponding enol
and this process is known as
135. Sodium phenoxide when heated with CO2 carbonylation.
under pressure at 125 C yields a product (B) A carbonyl compound with a hydrogen
which on acetylation produces C. atom on its alpha-carbon rapidly

N
ONa + CO2  125  C H equilibrates with its corresponding enol
 B 
5 Atm
C Ac2 O
and this process is known as keto-enol
tautomerism.
The major product C would be _______.

OCOCH3
[JEE (Main) 2014]
OH
O (C) A carbonyl compound with a hydrogen
atom on its alpha-carbon never
equilibrates with its corresponding enol.
(D) A carbonyl compound with a hydrogen
C
COOH COCH3 atom on its alpha-carbon rapidly
(A) (B) equilibrates with its corresponding enol
and this process is known as aldehyde-
COCH3 ketone equilibration.
E

OH OCOCH3 141. An isomer A of C6H13Cl on hydrolysis by


(C) (D) moist silver oxide gives B. The compound B
COOCH3 on oxidation gives C. The compound C on
PL

COOH esterification with ethyl alcohol gives


ethyl-2,2-dimethyl butanoate. Which of the
136. The distinguishing test between methanoic following is A? [MH CET 2001]
acid and ethanoic acid is _______. Cl
[KCET 2015]
(A)
M

(A) litmus test C2H5  C  C2H5


(B) Tollen’s test
CH3
(C) esterification test
CH3
(D) sodium bicarbonate test
SA

137. Which one of the following compounds forms (B) C2H5  C  CH2  Cl
a red coloured solution on treatment with
neutral FeCl3 solution? [EAMCET 2003] CH3
(A) CH3COCH3 (B) CH3OCH3 (C) (CH3)2 CH  CH2  CH2  Cl
(C) CH3CH2OH (D) CH3COOH CH3
138. Paraldehyde is _______. [BCECE 2014] (D) (CH3)2 CH  C  Cl
(A) vinegar (B) 40% HCHO
(C) (CH3CHO)3 (D) C6H5CHO CH3
433
MHT-CET Triumph Chemistry (MCQs)
142. Which of the following gives iodoform on 148. Among the following compounds, the one(s)
heating with a solution of I2 containing Na2CO3? that gives (give) effervescence with aqueous
[CPMT 1976; DPMT 1981; MP PMT 1990] NaHCO3 solution is (are) _______.
(A) Ethyl alcohol (CH3CO)2O CH3COOH PhOH CH3COCHO
(B) Acetone I II III IV
(C) Ethyl alcohol and acetone [WB JEEM 2014]

T
(D) Methyl alcohol (A) I and II (B) I and III
(C) only II (D) I and IV
143. The end product in the following sequence of

N
reaction is _______. 149. Which of the following acid does NOT have
 O COOH group? [GUJ CET 2015]
HC  CH 
1% HgSO 4
A 
CH3MgX
 B  ?
20% H 2SO 4
(A) Ethanoic acid (B) Picric acid
[Bihar CEE 2002] (C) Benzoic acid (D) Salicylic acid

TE
(A) acetic acid (B) isopropyl alcohol
150. What is the formula of Acrolein?
(C) acetone (D) ethanol [GUJ CET 2015]
144. CH3 H (A) CH2 = CH – CHO
(B) CH2 = CH  CN
A 
HCN
 B  
HCl
 CH3 – C – C – COOH (C) CH2 = CH – COOH

N
(D) CH2 = CH – CONH2
CH3 OH
151. The CORRECT structure of the product ‘A’
Which of the following is A in the series of formed in the reaction:
reactions?
(A) 3-Methylbutanal
(B) 2,3-Dimethylpropanal
(C) 2,2-Diethylpropanal
[MH CET 2001] O O

 
H 2 gas ,1( atmosphere)
Pd/carbon,ethanol
 A is _______.
C
(D) 2,2-Dimethylpropanal [NEET P-II 2016]
145. Identify the WRONG statement from the OH OH
following. [Tamil Nadu CET 2002]

(A) Salicylic acid is a monobasic acid. (A) (B)
E

(B) Methyl salicylate is an ester.


(C) Salicylic acid gives violet colour with O OH
neutral ferric chloride as well as brisk (C) (D)
PL

effervescence with sodium bicarbonate.


(D) Methyl salicylate does not occur in
natural oils.
152. Identify Z in the following reaction:
146. In the following sequence of reactions : 2 H3CCOCH3  i. Ba(OH)2
 Z

ii.  ,H
Toluene  KMnO4
 A 
SOCl2
 B H 2 / Pd
 C,
M

BaSO4
[TS EAMCET (Med.) 2015]
the product C is _______. [JEE (Main) 2015] (A) H3CCH2CO2H
(A) C6H5COOH (B) C6H5CH3 (B) 2 H3CCO2H
(C) C6H5CH2OH (D) C6H5CHO (C) H3CCOCH2CO2H
SA

(D) H3C – C = CHCOCH3


147. An organic compound "X" having molecular
formula C5H10O yields phenyl hydrazone and CH3
gives negative response to the iodoform test and
Tollen's test. It produces n-pentane on reduction. 153. CH3  CH2  COOH 
Cl2
Red P
 A 
alc.KOH
 B.
'X' could be _______. [AIPMT 2015] The product B is _______.[Assam CEE 2015]
(A) pentanal (A) CH3  CH2  CO  Cl
(B) pentan-2-one (B) CH3  CH2  CHO
(C) pentan-3-one (C) H2C = CH  COOH
(D) n-amyl alcohol (D) ClCH2  CH2  COOH
434
Chapter 12: Aldehydes, Ketones and
Carboxylic Acids
154. Iodoform can be prepared from all, EXCEPT 162. This does NOT convert a ketone to an alcohol:
________. [KCET 2015] [BCECE 2015]
(A) propan-2-ol (B) butan-2-one (A) Zn/Hg + HCl (B) H2/Raney Ni
(C) propan-1-ol (D) acetophenone (C) LiAlH4 (D) Na/Hg + H2O
P2 O5 H2O SOCl2
155. Acetic acid is treated with Ca(OH)2 and the 163. H3CCH2CO2H 
 X   Y  Z

T
product so obtained is subjected to dry Identify X, Y and Z.
distillation. The final product is _______. [TS EAMCET (Engg.) 2015]

N
[KCET 2015] (A) X : H2C = CHCO2H
(A) ethanol (B) propanal Y : HOCH2CHOHCO2H
(C) propanone (D) ethanal Z : HOH2CCHOHCOCl

TE
(B) X : (H3CCH2CO)2O
156. The IUPAC name of lactic acid is ________.
Y : H3CCH2CO2H
[BCECE 2014] Z : H3CCH2COCl
(A) 2-hydroxyethanoic acid (C) X : (H3CCO)2O
(B) 2-hydroxypropanoic acid Y : H3CCO2H

N
(C) 3-hydroxybutanoic acid Z : ClCH2COCl
(D) 2-hydroxybutanoic acid (D) X : (H3CCH2CO)2O
Y : H3CCO2H
157. This does NOT react with Na: [BCECE 2014]
(A) C2H5OH
OH
CH3 – CH – CH3
O Z : H3CCOCl
164. Reaction of a carbonyl compound with one of the
following reagents involves nucleophilic addition
C
(B) followed by elimination of water. The reagent is
(C) CH3 – O – CH3 _______. [AIPMT RE-TEST 2015]
(D) CH3COOH (A) hydrocyanic acid
(B) sodium hydrogen sulphite
158. This compound has one alcoholic and one
E

(C) a Grignard reagent


aldehydic functional group: [BCECE 2014]
(D) hydrazine in presence of feebly acidic
(A) Aldol
solution
PL

(B) Cyanohydrin
(C) Grignard reagent 165. Nitration of which among the following
compounds yields cyclonite?
(D) Acetoacetate
[MHT CET 2017]
159. How many C-atoms are there in isopropyl (A) Formaldehyde
propionate? [BCECE 2014]
M

(B) Benzaldehyde
(A) 5 (B) 4 (C) Urotropine
(C) 6 (D) 7 (D) Acetaldehyde-ammonia
SA

160. This does NOT react with Fehling’s solution: 166. An organic compound, C3H6O does NOT give
[BCECE 2015] a precipitate with 2,4-Dinitrophenylhydrazine
(A) CH3CHO (B) (CH3)2CO reagent and does NOT react with metallic
sodium. It could be _______.
(C) HCHO (D) HCOOH
[VITEEE 2005]
161. The number of isomeric aldehydes for C5H10O (A) CH3 – CH2 – CHO
is ________. [BCECE 2015] (B) CH3 – CO – CH3
(A) 2 (B) 3 (C) CH2 = CH – CH2OH
(C) 5 (D) 4 (D) CH2 = CH – O – CH3
435
MHT-CET Triumph Chemistry (MCQs)

Answer Key

Classical Thinking
1. (B) 2. (B) 3. (C) 4. (B) 5. (C) 6. (D) 7. (A) 8. (B) 9. (B) 10. (B)

T
11. (A) 12. (D) 13. (D) 14. (C) 15. (D) 16. (C) 17. (A) 18. (C) 19. (A) 20. (C)
21. (C) 22. (C) 23. (C) 24. (B) 25. (D) 26. (D) 27. (B) 28. (B) 29. (D) 30. (A)

N
31. (A) 32. (B) 33. (D) 34. (C) 35. (C) 36. (C) 37. (D) 38. (B) 39. (B) 40. (B)
41. (B) 42. (D) 43. (A) 44. (B) 45. (C) 46. (C) 47. (C) 48. (A) 49. (B) 50. (B)
51. (C) 52. (D) 53. (C) 54. (C) 55. (A) 56. (A) 57. (A) 58. (C) 59. (A) 60. (A)

TE
61. (D) 62. (C) 63. (A) 64. (C) 65. (C) 66. (A) 67. (A) 68. (B) 69. (B) 70. (B)
71. (A) 72. (C) 73. (A) 74. (A) 75. (A) 76. (D) 77. (B) 78. (D) 79. (B) 80. (A)
81. (A) 82. (A) 83. (D) 84. (C) 85. (B) 86. (C)

Critical Thinking

N
1. (B) 2. (D) 3. (C) 4. (A) 5. (D) 6. (C) 7. (D) 8. (A) 9. (A) 10. (B)
11. (C) 12. (A) 13. (D) 14. (B) 15. (B) 16. (B) 17. (B) 18. (C) 19. (C) 20. (C)
21.
31.
41.
(A)
(C)
(C)
22.
32.
42.
(D)
(C)
(B)
23.
33.
43.
(B)
(C)
(D)
24.
34.
44.
(D)
(C)
(B)
O
25.
35.
45.
(B)
(D)
(D)
26.
36.
46.
(D)
(B)
(C)
27.
37.
47.
(C)
(C)
(B)
28.
38.
48.
(C)
(B)
(B)
29.
39.
49.
(C)
(B)
(C)
30.
40.
50.
(A)
(D)
(B)
C
51. (C) 52. (D) 53. (D) 54. (C) 55. (D) 56. (D)

Competitive Thinking
E

1. (C) 2. (B) 3. (B) 4. (A) 5. (B) 6. (B) 7. (B) 8. (B) 9. (A) 10. (A)
11. (D) 12. (A) 13. (C) 14. (A) 15. (B) 16. (A) 17. (B) 18. (B) 19. (C) 20. (D)
21. (B) 22. (B) 23. (B) 24. (D) 25. (B) 26. (C) 27. (B) 28. (A) 29. (C) 30. (D)
PL

31. (C) 32. (B) 33. (C) 34. (D) 35. (D) 36. (D) 37. (B) 38. (D) 39. (C) 40. (A)
41. (C) 42. (A) 43. (C) 44. (B) 45. (B) 46. (D) 47. (C) 48. (A) 49. (A) 50. (A)
51. (C) 52. (D) 53. (C) 54. (B) 55. (D) 56. (A) 57. (A) 58. (D) 59. (C) 60. (A)
61. (A) 62. (A) 63. (B) 64. (A) 65. (A) 66. (B) 67. (A) 68. (C) 69. (B) 70. (D)
M

71. (A) 72. (A) 73. (B) 74. (B) 75. (D) 76. (A) 77. (A) 78. (C) 79. (C) 80. (B)
81. (C) 82. (A) 83. (B) 84. (B) 85. (D) 86. (A) 87. (B) 88. (B) 89. (A) 90. (A)
91. (D) 92. (A) 93. (B) 94. (C) 95. (D) 96. (B) 97. (B) 98. (C) 99. (B) 100. (C)
SA

101. (B) 102. (D) 103. (C) 104. (A) 105. (A) 106. (C) 107. (B) 108. (C) 109. (C) 110. (B)
111. (C) 112. (D) 113. (A) 114. (B) 115. (C) 116. (C) 117. (D) 118. (D) 119. (B) 120. (A)
121. (B) 122. (D) 123. (C) 124. (D) 125. (C) 126. (A) 127. (C) 128. (B) 129. (D) 130. (A)
131. (A) 132. (A) 133. (A) 134. (D) 135. (A) 136. (B) 137. (D) 138. (C) 139. (D) 140. (B)
141. (B) 142. (C) 143. (C) 144. (D) 145. (D) 146. (D) 147. (C) 148. (A) 149. (B) 150. (A)
151. (C) 152. (D) 153. (C) 154. (C) 155. (C) 156. (B) 157. (C) 158. (A) 159. (C) 160. (B)
161. (D) 162. (A) 163. (B) 164. (D) 165. (C) 166. (D)

436
Chapter 12: Aldehydes, Ketones and
Carboxylic Acids

Evaluation Test

1. Tautomerism is NOT exhibited by _______. 7. A mixture of benzaldehyde and formaldehyde


on heating with aqueous NaOH solution gives
(A) O O _______.

T
(A) benzyl alcohol and sodium formate
O (B) sodium benzoate and methyl alcohol
(B) C2H5  C  C(CH3)3 (C) sodium benzoate and sodium formate

N
O (D) benzyl alcohol and methyl alcohol

(C) 8. CH3 CHO + H  CHO 


dil.NaOH
 A   B,
HCN

TE
Heat H 3O

O O the structure of compound B is _______.


(A) CH2 = CH  CH  COOH
(D) O O
OH
2. Fehling solution is a mixture of two solutions. (B) CH2 = CH  CH  OH

N
While one solution contains CuSO4, the other
contains _______. CN
(A) CH(OH)COOK (B) COONa (C) CH3  CH2  CH  COOH

(C)
|
CH(OH)COOK
COOH (D)
|
COONa
CH(OH)COONa
O (D)
OH
CH3  CH  COOH
|
C
|
COOH CH(OH)COOK OH
3. Benzaldehyde reacts with methylamine to give 9. The increasing order of the rate of HCN
_______. addition to compounds (i) – (iv) is_______.
(A) C6H5NH2 (B) C6H5CH2NH2 (i) HCHO
E

(C) C6H5CH = NCH3 (D) C6H5CONH2 (ii) CH3  CO  CH3


4. The best oxidising agent for oxidation of (iii) PhCOCH3
PL

CH3  CH = CH  CHO to (iv) PhCOPh


CH3  CH = CH  COOH is _______. (A) (i) < (ii) < (iii) < (iv)
(A) Conc. HNO3 (B) (iv) < (ii) < (iii) < (i)
(B) Alkaline KMnO4 (C) (iv) < (iii) < (ii) < (i)
(C) Acidified K2Cr2O7 (D) (iii) < (iv) < (ii) < (i)
(D) Ag(NH 3 ) 2
M

10. In a reaction, involving ring substitution of


5. The acid produced (A) in the sequence given C6H5Y, the major product is meta isomer. The
below is: group Y can be _______.
H O (A) NH2 (B) COOH
C2H5I 
alc.KOH
 X 
Br2
 Y 
KCN
 Z A
SA

3
CCl4

(A) Succinic acid (B) Malonic acid (C) CH3 (D) Cl
(C) Oxalic acid (D) Maleic acid 11. Identify Z.

6. Ozonolysis of C7H14 gave CH3COONH4  
 X 
P2 O5
 Y 
H 2 O/ H
Z
2-methyl-3-pentanone. The alkene is _______.
(A) CH3  CH2  CO  NH2
(A) 2-ethyl-3-methylbut-1-ene
(B) 3-ethyl-2-methylbut-3-ene (B) CH3  CN
(C) 2,5-diethyl-3,4-dimethylhex-3-ene (C) (CH3CO)2O
(D) 3-ethyl-2-methylbut-1-ene (D) CH3  COOH

437
MHT-CET Triumph Chemistry (MCQs)

12. Phenol 


Zn dust
X 
CH3Cl
Y 19. Which of the following reagents react
Anhydrous AlCl3
differently with HCHO, CH3CHO and

Alk.KMnO4
Z CH3COCH3?
The product Z is _______. (A) HCN (B) NH2NH2
(A) benzaldehyde (B) benzoic acid (C) NH2OH (D) NH3
(C) benzene (D) toluene

T
13. When CH2 = CH  COOH is reduced with Answers to Evaluation Test
LiAlH4, the compound obtained will be

N
1. (A) 2. (D) 3. (C) 4. (D)
_______. 5. (A) 6. (A) 7. (A) 8. (A)
(A) CH3  CH2  COOH 9. (C) 10. (B) 11. (D) 12. (B)
(B) CH2 = CH  CH2  OH 13. (B) 14. (B) 15. (D) 16. (B)

TE
(C) CH3  CH2  CH2  OH 17. (B) 18. (C) 19. (D)
(D) CH3  CH2  CHO
14. Among the following acids which has the
lowest pKa value?

N
(A) CH3  COOH
(B) H  COOH
(C) (CH3)2CH  COOH

15.
(D) CH3  CH2  COOH
O
Which of the following compound is resistant
to nucleophilic attack by hydroxyl ion?
C
(A) Methyl acetate
(B) Acetonitrile
(C) Acetamide
(D) Diethyl ether
E

16. Saponification of ethyl benzoate with caustic


soda as alkali, gives _______.
PL

(A) benzyl alcohol, ethanoic acid


(B) sodium benzoate, ethanol
(C) benzoic acid, sodium ethoxide
(D) phenol, ethanoic acid
M

17. The smallest ketone and its next homologue are


reacted with NH2OH to form oxime, _______.
(A) two different oximes are formed
(B) three different oximes are formed
SA

(C) two oximes are optically active


(D) all oximes are optically active
18. Which of the following combination of
aldehydes gives cross Cannizzaro reaction?
(A) CH3CHO, HCHO
(B) C6H5CHO, CH3CHO
(C) C6H5CHO, HCHO
(D) All of the these
438

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