CARBOXYLIC ACID

Total No.of questions in Carboxylic Compound are -

Level # 1 .................................................................................... 50
Level # 2 ........................................ ......................................... 38
Level # 3 ........................................ ......................................... 19
Level # 4 ........................................ ......................................... 21

Total No. of questions ............................................................ 128

 LEVEL # 1
Questions Q.6 Hydrolysis of an ester gives acid A and alcohol
based on Preparation & Target course B. The acid reduces Fehling’s solution.
Oxidation of alcohol B gives acid A. The ester
Q.1 Which of the following products is formed is -
when adipic acid is heated - (A) Methyl formate (B) Ethyl formate
(C) Methyl acetate (D) Ethyl acetate
(A)
Q.7 Which one of the following on oxidation will
not give a carboxylic acid with the same
CH2 – CH2 number of carbon atoms -
(B) C=O
CH2 – CH2 (A) CH3COCH3 (B) CCl3.CH2CHO
(C) CH3CH2CH2OH (D) CH3CH2CHO

CH2 – CH2CO Q.8 Identify Z in the sequence

(C) O
(i) heat 
CH2 – CH2CO CH3COONH4    Y H
2O (H )
Z -
( ii) P2 O 5

(A) CH3CH2CONH2 (B) CH3CN

(C) CH3COOH (D) (CH3CO)2O
(D)
Q.9 When oxalic acid is heated, which one of the
Q.2 Malonic acid and succinic acid are distin- following is formed along with CO2 -
guished by - (A) Acetic acid (B) Glyceric acid
(A) Heating (B) NaHCO3 (C) Formic acid (D) None of these
(C) Both A & B (D) None of these
Q.10 W hich one of the following reacts with
Q.3 Hydrolysis of 1,1, 1-trichloro derivative (A) of Grignard reagent to form an addition product
alkane gives a molecule (B) on alkaline hy- which can be hydrolysed to a carboxylic
drolysis which produces red coloration with acid?
aqueous FeCl3. The compound (A) is - (A) O2 (B) CO 2
(A) CH3CH2CCl3 (B) CH3CCl3 (C) SO 2 (D) None
(C) CHCl3 (D) None
Q.11 A halogen compound ‘A’ on hydrolysis with
dilute alkali followed by acidification gives
Q.4 Which of the following is the best representation
acetic acid. The compound X is -
of the structure of the carboxylate ion -
(A) ClCH2CH2Cl (B) CH3CHCl2
– (C) ClCH2CHCl2 (D) CH3CCl3
O
(A) (B) R – C
O Q.12 Acetic acid is obtained when -
–
(A) Methyl alcohol is oxidised with
 potassium permangnate
O (B) Formaldehyde is oxidised with potassium
(C) R – C (D) None of these
dichloromate and sulphuric acid
O
 (C) Acetonitrile is hydrolysed with a dilute
mineral acid
Q.5 Which of the following compounds does not
have a carboxyl group - (D) Glycerol is heated with sulphuric acid
(A) Methanoic acid (B) Ethanoic acid
(C) Picric acid (D) Benzoic acid
Q.13 In Quick Vinegar Process, the aerial Q.20 The pKa values of the four carboxylic acids
oxidation of ethyl alcohol to acetic acid is are given below. Which of the following is the
brought about by - weakest acid ?
(A) Acetic (B) Maltase (A) 4.38 (B) 2.87
(C) Invertase (D) Mycoderma aceti (C) 1.26 (D) 0.64

Q.14 Sodium salt of formic acid on strong heating Q.21 Phenol is a weaker acid than acetic acid
followed by acidification gives- because -
(A) Formic acid (B) Oxalic acid (A) Phenoxide ion is better stabilized by
(C) Formaldehyde (D) Acetaldehyde resonance than acetate ion
(B) Acetate ion is better stabilized by reso-
Q.15 When malonic acid is heated, it gives - nance than phenoxide ion
(A) Formic acid (B) Oxalic acid (C) Phenol is less soluble in water than acetic
acid
(C) Acetic anhydride (D) Acetic acid
(D) Both phenoxide ion and acetate ion are
equally stable
Questions
based on Physical Properties
Q.22 Which of the following is the weakest acid ?
Q.16 The acid D obtained through the following (A) Cl3CCOOH (B) Cl2CHCOOH
sequence of reactions is - (C) ClCH2COOH (D) CH3COOH
Alc.KOH Br KCN H O
  A
C2H5Br 2
CCl
B  C 
3
 Q.23 Formic acid is a stronger acid than acetic
4 (excess)
acid. This is due to the fact that ?
(A) Succinic acid (B) Malonic acid
(C) Maleic acid (D) Oxalic acid (A) Formic acid is a reducing agent
(B) Formic acid molecule is of smaller size
Q.17 In the following reactions - (C) There is no alkyl group on -carbon in
formic acid
Δ
(i) CH3CH2ONa CO,
  A (D) Formic acid does not undergo associa-
under pressure
tion
H3PO 4
(ii) CH2 = CH2 + CO + H2O   B

under pressure Q.24 Which of the following dicarboxylic acids
A and B respectively are : contains the most acidic hydrogen ?
(A) CH3CH2COOH in both cases (A) Maleic acid (B) Fumaric acid
(B) CH3CH2CHO in both cases (C) Succinic acid (D) Malonic acid
(C) CH3CH2COOH, CH3CHO
(D) CH3CHO, CH3COOH Q.25 Increasing pKa of o, m- and p-nitrobenzoic
acid is ?
Q.18 Acetic acid exists as dimer in C6H6 due to- (A) p < m < o (B) o < m < p
(A) Condensation reaction (C) o < p < m (D) m < p < o
(B) Hydrogen bonding
Questions
(C) Presence of a carboxyl group based on Chemical Properties
(D) Presence of hydrogen at -carbon
Q.26 Amongst the acids,
Q.19 Carboxylic acid group can be detected by - (i) CH  CCOOH (ii) CH2 = CHCOOH and
(A) Sodium bisulphite test (iii) CH3CH2COOH, the acid strength follows
the sequence
(B) Fehling’s solution test
(A) (i) < (ii) > (iii) (B) (i) > (ii) > (iii)
(C) Tollen’s reagent
(C) (i) = (ii) = (iii) (D) (i) = (ii) > (iii)
(D) With NaHCO3
Q.27 The increasing order of acidity of  and Q.36 When a bee bites, it mainly injects into body-
-chlorobutyric acids is - (A) Formic acid (B) Acetic acid
(A)  <  <  (B)  <  <  (C) Carbonic acid (D) Hydrochloric acid
(C)  <  <  (D)  <  < 
Q.37 Carboxylic acids do not give the characterstic
properties of -
Q.28 Which of the following is a polyprotic acid -
(A) R – group (B) – COOH group
(A) Acetic acid (B) Benzoic acid (C) > C = O group (D) None is correct
(C) Salicylic acid (D) Oxalic acid
Q.38 In the molecule CH3CHCl – CH2COOH, Cl
atom is attached to -
Q.29 Which of the following acids combines the
properties of an aldehyde and an acid ? (A)  – Carbon atom (B) –Carbon atom
(C) –Carbon atom (D) –Carbon atom
(A) Benzoic acid (B) Acetic acid
(C) Formic acid (D) Oxalic acid Q.39 Which of the following test is not carried out
to examin the presence of –COOH groups -
Q.30 Formic acid reacts with PCl5 to form - (A) Litmus test
(A) Acetyl chloride (B) Sodium bicarbonate test
(B) Methyl chloride (C) Ester test
(D) Bromine water test
(C) Carbon monoxide and hydrogen chloride
(D) formyl chloride
Q.40 Reaction of a fat or oil with alkali is called -
Q.31 The Hell-Volhard Zelinsky reaction is used (A) Esterification (B) Saponification
for preparing a/an - (C) Etherification (D) Epoxidation
(A) -Haloacid (B) -Haloacid
(C) Acid halide (D) -Haloacid Q.41 Which of the following lacks chirality -
(A) 2-Hydroxy propanoic acid
Q.32 When excess of chlorine is passed through (B) 2-Aminopropanoic acid
acetic acid in presence of red phosphorus, it (C) 2,3-Butene-dioic acid
forms - (D) 2,3-Dihydroxy butanoic acid
(A) Acetyl chloride
(B) Chloral Q.42 (CH3)2C = CHCOCH3 can be oxidised to
(C) Trichloroacetic acid (CH3)2C = CHCOOH by -
(D) Methyl chloride (A) Chromic acid (B) NaOI
(C) Cu at 300 ºC (D) KMnO4
Q.33 Identify Z in the following reaction sequence Q.43 Select the compound which does not give
Mg Dry
 Y Cl
CH3I  X  2 Z -
 acetic acid on hydrolysis -
Ether ice RedP (A) CH3CCl3 (B) CH3CN
(A) CH3COOH (B) CH3MgI (C) CH3COCl (D) CH3CH2Cl
(C) CH3COCl (D) ClCH2COOH Q.44 The simplest dicarboxylic acid is -
(A) Vinegar acid (B) Carbolic acid
Q.34 Ethyl alcohol can be obtained in one step
(C) Oxalic acid (D) Succinic acid
from acetic acid by reduction with -
(A) Zinc and acetic acid
Q.45 The acid formed when propyl magnesium
(B) Lithium aluminium hydride
bromide is treated with CO2 is -
(C) HI and red phosphorus
(D) Nickel and hydrogen (A) CH3CH2COOH
(B) C3H7COOH
Q.35 Kolbe’s electrolysis of aqueous potassium (C) CH3CH2CH2CH2COOH
ethanoate leads to the formation of -
(D) None
(A) Ethene (B) Methane
(C) Ethane (D) Ethyne
Q.46 Which of the following skeleton gives the Q.48 The product A, B, C and D in the reaction
strongest acid if COOH is attached to the Heat Heat
A + B   H – COOH   C + D
H2 SO 4
free valency -
are given by the set -
C (A) CO, H2O, CO2, H2
| (B) CO2, H2O, CO, H2
(C) CO2, H2, CO, H2O
(A) C – C – (B) C – C – C –
(D) CO, H2, CO 2, H2O
(C) H – (D) C – C – Q.49 Ozonolysis of fatty acid is carried out to
ascertain -
red P
(A) Number of –OH group
Q.47 A  CH3COOH LiAlH
 4
 B. What (B) Number of – COOH group
HI
is not true for A and B - (C) Position of carbonyl group
(A) A is hydrocarbon of general formula (D) Position of double bond
CnH2n+2 while B belongs to alkanol
Q.50 Dry distillation of calcium acetate gives -
(B) A can be obtained by reducing CH3CH2Cl
(A) Acetaldehyde (B) Acetone
while B by its hydrolysis
(C) Ethane (D) Propanal
(C) A is alkene while B is alkanal
(D) A and B both belongs to different homolo-
gous series
 LEVEL # 2
Q.1 When crystalline oxalic acid is heated to 110º Q.7 Acetic acid vapours when passed over alu-
with ... a monocarboxylic acid containing one minium phosphate forms -
carbon atom is obtained - (A) CH3CHO (B) Ketene
(A) 1,2-Propane diol (B) Ethylene glycol (C) C2H6 (D) C2H4
(C) 1,2,3-Propane triol (D) Glyoxal
Q.8 The rate of esterfication of acetic acid with
Q.2 Ka will have the highest value for which of the methyl alcohol (I), ethyl alcohol (II) , isopro-
following acids. - pyl alcohol (III) and tert. butyl alcohol (IV)
(A) Fluoroacetic acid follows in the order -
(B) Trichloroacetic acid (A) I > II > III > IV (B) IV > III > II > I
(C) Trimethyl acetic acid (C) II > I > IV > III (D) III > IV > I > III
(D) Lactic acid
Q.9 Arrange the following compounds in decreas-
Q.3 The monomer of - ing order of acidity -
ClCH2CH2CH2COOH CH3CHClCH2COOH
I II
is a -
CH3CH2CHClCOOH
III
(A) Good reducing agent (A) I > II > III (B) III > II > I
(B) Dehydrating agent (C) I > III > II (D) III > I > II
(C) Dibasic acid
(D) Less acidic than C2H5COOH Q.10 Arrange OHCH2COOH ( I ), HOCH2CH2COOH (II)
and CH3COOH ( III ) in order of acidity -
(A) I > II > III (B) III > II > I
(C) I > III > II (D) II > III > I
Q.4 red
 P
 [ Product ]

Q.11 The rate of esterfication of HCOOH (I),
CH3COOH (II), (CH3)2CHCOOH (III) and
The product of the above reaction is -
(CH3)3CCOOH (IV) with ethanol follows in
(A) -Dibromo acid the order -
(B) ,’ - Dibromo acid
(A) IV > III > II > I (B) I > II > III > IV
(C) ,’,’’-Tribromo acid
(C) II > I > IV > III (D) III > IV > I > II
(D) No reaction takes place

Q.12 X and Y in the reaction sequence R – C  N

Q.5 HVZ reaction is specific for - 
H3 O
(A) Replacement of  - hydrogen    X  diazomethane
  Y, are given by
(B) Replacement of  - hydrogen the set -
(C) Replacement of  - carbons (A) Carboxamide , Carbonitrile
(D) Replacement of  - carbons (B) Carboxylic acid, Carbonitrile
(C) RCOOH, RCOOCH3
Q.6 Bifunctional organic compound is - (D) RCONH2, RCOCH3
(A) HCOOH (B) CH3COOH
(C) (CH3)2CO (D) HCHO
Q.13 In the electrolysis of the aqueous solution of Q.19 A compound with molecular formula C4H10O4
CH3CH2COONa, anion goes to anode the on acylation with acetic anhydride gives a
possibility of f ormation of f ollowing compound with molecular formula C12H18O8.
compounds takes place - How many hydroxyl groups are present in
(A) CH3 – CH2 – CH2 – CH3 the compound -
(B) CH2 = CH2, CH3 – CH3
(A) One (B) Two
(C) CH3CH2COOC2H5
(D) All the above (C) Three (D) Four

Q.14 W hich of the f ollowing organic acid Q.20 The carboxylic acid that does not undergo
decolourises bromine water as well as forms HVZ reaction is -
anhydride -
(A) CH3COOH
(A) HOOC – COOH
(B) HOOC – CH2 – COOH (B) (CH3)2CHCOOH
(C) CH3CH2CH2CH2COOH
(C) (D) (CH3)3C COOH

(D)
Q.21 The end product ‘C’ in the following sequence
of chemical reactions is

Q.15 The general formula of dicarboxylic acid is - CaCO

3 heat
CH 3 COOH    A  B
(A) (COOH)2
NH OH
2
(B) (CH2)n(COOH)2    C -
(C) (CH2)n–2 (COOH)2 (A) Acetaldehyde oxime
(D) (CH2)n–1 (COOH)2 (B) Formaldehyde oxime
(C) Methyl nitrate
Q.16 The product A, B and C in the reaction (D) Acetoxime
sequence
 NaOH
 A   B Q.22 Which of the following carboxylic acids
undergoes decarboxylation easily?
Heat
  C are - (A) C6H5 – CO – CH2 – COOH
360º C

(A) HCHO, HCOONa, CH3OH (B) C6H5 – CO – COOH

(B) HCHO, Na2CO 3, NaHCO3 (C) C6H5 – CH – COOH
(C) HCHO, HCOONa, (COONa)2
(D) HCHO, HCOONa, Na2CO 3 OH

(D) C6H5–CH–COOH
NaNO 2 / HCl
Q.17 CH2COOH   CH2COOH NH2
| |
X Y
glycine glycollic acid Cl2 Alc.KOH
Q.23  a   b
CH3CH2COOH 
Here X and Y respectively are - red P
(A) OH, NH2 (B) NH2, OH The compound b is -
(C) Cl, OH (D) None
(A) CH3CH2OH
(B) CH3CH2COCl
Q.18 The reagent used to step up in the homolo-
gous series of acids is - (C) CH2 = CHCOOH
(A) (CH3)2SO 4 (B) Diazomethane (D) CH3 – CHCl – COOH
(C) CH3NH2 (D) CH3 – C  N
Q.24 A compound undergoes the following se- Q.29 The only acid which contains a carboxylic
quence of reactions : group is -
Hydrolysis Cl /P
(A) Sulphanilic acid (B) Picric acid
C3H5N   C3H6O2 2 (C) Carbonic acid (D) Glycine
(a)
3 NH Q.30 Which of the following acid does not form
C3H5O2Cl   C3H7NO 2
anhydride -
(b) (c)
(A) Formic acid (B) Acetic acid
The compound C is -
(C) Propanoic acid (D) Phthalic acid
(A) 1-Nitropropane
(B) 2-Nitropropane
Q.31 In a set of the given reactions, acetic acid
(C) 2-Aminopropanoic acid
yields a product C -
(D) 2-Hydroxypropanamide
C H C H MgBr
 B 25
6 6
CH3COOH + PCl5  A   C
Ether
Anhy. AlCl3
Q.25 R – CH2 – CH2OH can be converted into
Product C would be -
RCH2CH2COOH. The correct sequence of
reagent is (A) CH3CH(OH)C2H5
(A) PBr3, KCN, H+ (B) CH3COC6H5
(B) PBr3, KCN, H2 (C) CH3CH(OH)C6H5
(C) KCN, H+ C2H5
(D) HCN, PBr3, H+ (D) CH3–C–(OH)C6H5

Q.26 The correct order of decreasing acid srength

Q.32 Lactic acid, CH3CH(OH)COOH molecule
of trichloroacetic acid (a), trifluoroacetic acid
shows -
(b), acetic acid (c), and formic acid (d) is -
(A) Geometrical isomerism
(A) a > b > c > d
(B) Metamerism
(B) a > c > b > d
(C) Optical isomerism
(C) b > a > d > c
(D) Tautomerism
(D) b > d > c > a

Q.33 In the given reaction final compound (C) is-

Q.27 Which of the following compounds will react
with NaHCO3 solution to give sodium salt O
(i)NaOH/  NaOH
and carbon dioxide - CO2Et     (B)  (C)
 (A)
(ii)H3 O
(A) Acetic acid
(B) n-Hexanol OH
(C) Phenol
(A) (B)
(D) Both (B) and (C) OHO
O

Q.28 Which of the following statements are false O

OH
about HCOOH - (C) (D)
(A) It is a stronger acid than CH3COOH OH O
(B) It forms formyl chloride with PCl 5
(C) It gives CO and H2O on heating with Q.34 Methyl malonic acid on heating to 160°C
conc. H2SO 4 yields -
(D) It reduces Tollen’s reagent (A) Formic acid (B) Propanoic acid
(C) CO + CO2 (D) Acetic acid
Q.35 Which of the following sets of reagents X & Q.37 Which of the following has the highest pKa
Y will convert propanoic acid into alanine (an value ?
amino acid) ?
O O
 (A) (B) NO2
O Br O NH3 OH OH
X Y
CH3–C–OH CH3–CH–C–OH CH3–CH–COO– + O O
NMe3
(C) (D) NC
X Y OH OH
(A) Br2 NaNH2
(B) Br2/P NaOH
Q.38 (A), (B) and (C) are three dicarboxylic acids
(C) Br2/P NH3 such that -
(D) Br2/HBr NaNH2

(a)  carboxylic acid + CO2 

Q.34 Formic acid and formaldehyde can be 

(b)  acid anhydride + H2O 
distinguished by treating with -

(c)  cyclic ketone + H2O + CO 2 
(A) Benedict’s solution
(B) Tollen’s reagent then :
(C) Fehling’s solution (a) (b) (c)
(D) NaHCO3 (A) adipic acid malonic acid succinic acid
(B) Malonic acid adipic acid succinic acid
(C) adipic acid succinic acid malonic acid
(B) Malonic acid succinic acid adipic acid
 LEVEL # 3
Statement based Questions Q.6 Statement I : Acetic acid does not give
haloform reaction.
Each of the questions given below consist Statement II : Acetic acid has no -hydrogen]
of Statement – I and Statement – II. Use the
following Key to choose the appropriate Passage based Questions
answer.
(A) If both Statement- I and Statement- II are Passage-I (Q. 7 to 9)
true, and Statement - II is the correct
explanation of Statement– I.
Carboxylic acids having at least one -hydrogen
(B) If both Statement - I and Statement - II
react with Cl 2 or Br 2 in the presence of
are true but Statement - II is not the
phosphorus (or a phosphorus halide) to give
correct explanation of Statement – I.
-halo acids. This reaction is known as Hell-
(C) If Statement - I is true but Statement - II
is false. Volhard-Zelinsky reaction (HVZ reaction),
(D) If Statement - I is false but Statement - II Br
is true. P / Br2
R–CH2–COOH  R–CH–COOH

Q.1 Statement I : Acetic acid does not give The HVZ reaction is limited to the formation of
haloform reaction. -chloro and -bromo acids and it is sometimes
awkward to carry out. The reagents (X2 and P)
Statement II : Acetic acid has no -hydrogen.
are noxious and the reaction time is often long
and the conditions of reaction are harsh.
Q.2 Statement I : Formic acid reduces mercuric
chloride solution.
Statement II : Formic acid has reducing Q.7 Which of the following carboxylic acids will
aldehydic group. not give HVZ reaction ?
CH3
Q.3 Statement I : (CH3)3C–COOH does not give
(A) CH3–COOH (B) CH 3–CH–COOH
HVZ reaction.
Statement II : I t does not hav e any
CH3
-hydrogen.
(C) CH3–CH2–COOH (D) CH3–C–COOH
Q.4 Statement I : Carboxylic acids hav e a CH3
carbonyl group but it does not give the test of
carbonyl group.
Statement II : Due to resonance, the bond Q.8 Which of the following will be obtained when
character of group is greatly reduced. acetic acid is subjected to HVZ reaction ?

Q.5 Statement I : Carboxylic acids Br

(A) BrCH2COOH (B) Br–C–COOH
 
 O  H
 ||  have a carbonyl group but it does
 R – C – OH 
  Br
not give the test of carbonyl group. (C) Br–C–COOH (D) All of these
Statement II : Due to resonance the double,
Br
O
bond character of C group is greatly

reduced.
 
Q.9 CH3–COOH Br
2 /P (A) NaCN (B)
  HOH/H
 O
The product (C) will be : COOH
Q.13 (CH2)4 

COOH COOH
(A) CH 2 Cyclohexanone
Adipic acid
COOH
(A) Right (B) Wrong
CH2–COOH
(B)
CH 2–COOH
CH2–COOH CH2–CO
Q.14 
CH2–CO  O + H2O
(C) O CH 2–COOH CH2–CO
CH 2–CO Succinic acid Succinic anhydride
CO (A) Right (B) Wrong
(D) CH3–CH O
CO
True/False
Passage-I (Q. 10 to 14)
Q.15 The IUPAC name of acetic acid is methanoic
Variety of products are obtained when dicarboxylic acid.
acids are heated. The nature of products depends on
the carbon chain length separating the two
carboxylic groups. Q.16 Hell-Volhard-Zelinsky reaction is given by
those acids which have -hydrogen.
(I) 1,2 and 1,3-dibasic acids on heating give mono-
carboxylic acid.
Q.17 All the C–O bond lengths in carboxylate ions
are identical.
(II) 1,4 and 1,5-dibasic acids on heating give
cyclic anhydride.
Q.18 Formic acid acts as a reducing agent while
acetic acid does not show this property.
(III) 1,6 and 1,7-dibasic acids give cyclic ketones.
Indicate whether the following reactions are right Match the following
or wrong.
Q.19 Match the Column
COOH
Q.10 200 C
 CO 2 + CO + H2O (A) Acetic acid (1) Soda lime (M) ClCH2COOH
COOH (B) Formic acid(2) Poisonous (N) Dicarboxylic acid
Oxalic acid
(C) Decarboxy- (3) Phosphorus (O) Soap
(A) Right (B) Wrong
lation
(D) Hell-Volhard (4) Kolbe’s (P) Fermentation of
COOH 
CH 3COOH  CO 2  -Zelinsky synthesis sugar
Q.11 CH2 
COOH Acetic acid reaction
Malonic acid (E) Oxalic acid (5) Saponification(Q) Carbon monoxide
(A) Right (B) Wrong (F) Electrolysis (6) Vinegar (R) Alkane
of CH3COOK
H–C–COOH (G)CH3COOC2H5 (7) Dehydration (S) Reducing acid
Q.12 
 CH2  CH – COOH  CO 2 + NaOH
H–C–COOH
Malaic acid Crotonic acid (H) Formic acid(8) Red ants (T) Ethane
(A) Right (B) Wrong + conc.
H2SO 4
 LEVEL # 4
(Question asked in previous AIEEE & IIT-JEE)

SECTION-A Q.5 The compound formed as a result of oxidation

of ethyl benzene by KMnO 4 is –
Q.1 End product of the following reaction is –
(A) benzophenone (B) acetophenone
(C) benzoic acid (D) benzyl alcohol
CH3CH2COOH

(A) CH3CHCOOH (B) Q.6 A liquid was mixed with ethanol and a drop of
OH concentrated H2SO4 was added. A compound
(C) CH2 = CHCOOH (D) with a fruity smell was formed. The liquid was :

(A) CH3OH (B) HCHO

Q.2 In the anion HCOO— the two carbon-oxygen (C) CH3COCH3 (D) CH3COOH
bonds are found to be of equal length. What is
the reason for it ?
SECTION-B
(A) The anion HCOO— has two resonating
structures Q.1 The major product of nitration of Benzoic acid
(B) The anion is obtained by removal of a proton is -
from the acid molecule (A) 3-Nitrobenzoic acid
(C) Electronic orbitals of carbon atom are (B) 4-Nitrobenzoic acid
hybridised (C) 2-Nitrobenzoic acid
(D) 2,4-Dinitrobenzoic acid
(D) The C=O bond is weaker than the C—O
bond Q.2 The organic product formed in the reaction

Q.3 Which one of the following does not have sp2 I LiAlH 4
hybridized carbon ? C6H5COOH  
II H O  2

(A) Acetone (B) Acetic acid (A) C6H5CH2OH

(C) Acetonitrile (D) Acetamide (B) C6H5COOH & CH4
(C) C6H5CH3 & CH3OH
(D) C6H5CH3 & CH4
Q.4 Consider the acidity of the carboxylic acids :
Q.3 Which of the following carboxylic acids undergo
decarboxylation easily –
(a) PhCOOH
(A) C6H5CO — CH2COOH
(b) o – NO2C6H4COOH
(B) C6H5COCOOH
(c) p – NO2C6H4COOH
(d) m – NO2C6H4COOH
Which of the following order is correct ?
(C) C6H5 — COOH
(A) a > b > c > d (B) b > d > c > a
(C) b > d > a > c (D) b > c > d > a (D) C6H5 CH2 — COOH
|
NH2
Q.4 The molecular weight of benzoic acid ;in benzene
as determined by depression in freezing point
method corresponds to –
(A) Ionization of benzoic acid Acidic
Q.9  
Hydrolysis
(B) Dimerisation of benzoic acid
(C) Trimerisation of benzoic acid
(D) Solvation of benzoic acid
Products formed by P & Q can be differentiated
by
Br2 NH3 ( alc.) (A) 2 & 4 DNP
Q.5 CH3CH2COOH  X    Y
Re d P (B) Lucas reagent (ZnCl2) conc. HCl
(C) NaHSO3
Y in the above reactions is- (D) Fehlings solution

(A) Lactic acid

(B) Ethylamine
Q.10 + X
(C) Propylamine
(D) Alanine

Q.6 When propionic acid is treated with aqueous

NaHCO3, CO2 is librated. The ‘C’ of CO2 comes (A) CH3COOH (B) BrCH2  COOH
from - (C) COOH (CH3CO)2O (D) (CH3CO)2O
|
(A) Methyl group
CHO
(B) Carboxylic acid group
(C) methylene group
Passage (Q.13 to Q.15)
(D) bicarbonate
In the following reaction sequence, products I,
J and L are formed. K represents a reagent.
Q.7 Benzoyl chloride is prepared from benzoic acid
by – 1. Mg / ether
1. NaBH . CO2
Hex-3-ynal  
4
 I 2   J
(A) Cl2, h (B) SO2Cl2 2. PBr3 3. H3O 
(C) SOCl2 (D) Cl2, H2O
K H
2
 Me Cl  L
Pd/BaSO4
Q.8 Which of the following acids has the smallest quinoline
dissociation constant ? O

(A) CH3CHFCOOH
(B) FCH2CH2COOH
Q.11 The structure of the product I is-
(C) BrCH2CH2COOH
(A) Me Br
(D) CH3CHBrCOOH
Me
(B)
Br

(C) Me Br

(D) Me Br
Q.12 The structures of compounds J and K,
respectively, are-

(A) Me COOH and SOCl2

OH
(B) Me and SO2Cl2
O

Me and SOCl2
(C)
COOH
Me COOH and CH3SO2Cl
(D)

Q.13 The structure of product L is-

(A) Me CHO

(B) Me
CHO
CHO
(C)
Me

(D) Me CHO
 ANSWER KEY
LEVEL # 1
Qus. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25
Ans. B A B B C A A C C B D C D B D A A B D A B D C A C
Qus. 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45 46 47 48 49 50
Ans. B D D C C D C D B C A C B D B C B D C B C C C D B

LEVEL # 2
Qus. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25
Ans. C B A D B A B A B A B C D C B C B B D D D A C C A
Qus. 26 27 28 29 30 31 32 33 34 35 36 37 38
Ans. C A B D A D C D B C D A D

LEVEL # 3

Q.No. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18
Ans. C A A A A C D D A A A B B A FALSE TRUE TRUE TRUE
Q.No. 19
Ans. A -6-P, B-8-S, C-1-R, D-3-M, E-2-N, F-4-T,G-5-O, H-7-Q

LEVEL # 4
SECTION-A
Q.No. 1 2 3 4 5 6
Ans. C A C B C D

SECTION-B

Q.No. 1 2 3 4 5 6 7 8 9 10 11 12 13
Ans. A A A B D D C C D D D A C