Professional Documents
Culture Documents
1. The hydrogen electrode is dipped in a solution of pH 3 at 25 o C . The potential of the cell would be (the value of 2.303 RT / F is
0.059 V) [KCET 1993,2005]
(a) 0.177 V (b) – 0.177 V
(c) 0.087 V (d) 0.059 V
SOLUTION.
Reduction potential of hydrogen electrode,
2 .303 RT 1
EH log
F [H ]
0.059 pH 0.059 3 0.177 V .
2. The standard electrode potentials of Zn2 / Zn and Ag / Ag are 0.763 V and 0.799 V respectively. The standard potential of the
cell is [KCET 1993]
(a) 1.56 V (b) 0.036 V
(c) – 1.562 V (d) 0.799 V
SOLUTION.
o
E cell E cathode
o
E anode
o
= 0 .799 (0 .763 ) 1 .562 V
3. The standard reduction potentials at 298 K for the following half reactions are given against each
Zn 2 (aq.) 2e ⇌ Zn(s) ; – 0.762
3
Cr (aq) 3e ⇌ Cr (s) ; – 0.740
2 H (aq) 2e ⇌ H 2 (g) ; 0.00
3 2
Fe (aq) e ⇌ Fe (aq) ; 0.770
Which is the strongest reducing agent
[IIT 1981; MP PET/PMT 1988; MP PMT 1989;
MH CET 2001]
(a) Zn(s) (b) Cr (s)
(c) H 2 (g) (d) Fe 2 (aq)
SOLUTION.
More negative is the reduction potential, higher will be the reducing property, i.e. the power to give up electrons.
4. When Zn piece is kept in CuSO 4 solution, the copper get precipitated due to standard potential of zinc is
[CPMT 1999]
(a) > copper (b) < copper
(c) > sulphate (d) < sulphate
SOLUTION.
Standard potential of Zinc < Copper.
5. Which of the following metal does not react with the solution of copper sulphate [CPMT 1999]
(a) Mg (b) Fe
(c) Zn (d) Ag
6. The number of molecules of ATP produced in the lipid metabolism of a molecule of palmitic acid is
[CBSE PMT 1998]
(a) 130 (b) 36
(c) 56 (d) 86
SOLUTION.
130 molecules of ATP produced in the lipid metabolism of a molecule of palmitic acid.
7. Protein can be most easily removed from
[UPSEAT 2000, 02]
(a) Alkanes (b) Alkenes
(c) Alkynes (d) Benzene
SOLUTION.
Protein is insoluble in benzene.
8. The enzyme which hydrolyses triglycerides to fatty acids and glycerol is called [CBSE PMT 2004]
(a) Zymase (b) Pepsin
(c) Maltase (d) Lipase
SOLUTION.
H OH
CH 2 O COR CH 2 OH
| |
CHO COR CHOH
| |
CH 2 O COR CH 2 OH
Glycerol
11. A compound of mol. wt. 180 is acetylated to give a compound of mol. wt. 390. The number of amino groups in the
initial compound is [KCET 1996]
(a) 2 (b) 4
(c) 5 (d) 6
SOLUTION.
Difference in mass of compound
= 390 – 180 = 210
wt. of CH 3CO – group is = 43
210
Therefore no. of NH 2 group = 4 . 88 5 .
43
12. Starting with three different amino acid molecules, how many different tripeptide molecules are formed
[Kerala PMT 1999; KCET 1999]
(a) 12 (b) 9
(c) 8 (d) 6
SOLUTION.
Six type of tripeptide molecules are formed.
Sec. amine reacts with Nitrous acid to form nitroso amine yellow liquid.
17. The action of nitrous acid on ethyl amine gives
[DPMT 1982; CPMT 1971, 89, 94;
MP PET 1993, 2001; RPMT 1997; Pb. PMT 1999]
(a) Ethane (b) Ammonia
(c) Ethyl acohol (d) Nitroethane
SOLUTION.
CH 3 CH 2 NH 2 HNO 2 CH 3 CH 2 OH N 2 H 2 O
Ethy l amine Ethy l alcohol
18. Aniline when diazotized in cold and then treated with dimethyl aniline gives a coloured product. Its structure would
be [CBSE PMT 2004]
(b) (CH 3 )2 N NH
(c) CH 3 NH NN NH CH 3
(d) CH 3 NN NH 2
SOLUTION.
dimethyl aniline
19. Indicate which nitrogen compound amongst the following would undergo Hofmann's reaction (i.e. reaction with Br2
and strong KOH) to furnish the primary amine ( R NH 2 )
[CBSE PMT 1989]
O O
|| ||
(a) R C NH .CH 3 (b) R C O.NH 4
O O
|| ||
(c) R C NH 2 (d) R C NHOH
SOLUTION.
Hofmann degradation of amide
R CoNH 2 Br2 4 KOH
R NH 2 2 KBr K 2 CO 3 2 H 2 O
primary amine
[BHU 1995]
NH2 NH2
(a) (b)
NH2
NH2 NO2
(c) (d)
NH2
NH2
SOLUTION.
HNO 3 / H 2SO 4
Sn / HCl
Nitrobenzene Aniline
22. Which of the following would be most reactive towards nitration [AMU 2000; UPSEAT 2002]
(a) Benzene (b) Nitro benzene
(c) Toluene (d) Chloro benzene
SOLUTION.
The nitrogroup is very firmly linked to the benzene nucleus and does not undergo any displacement reaction.
Nitro group deactivates the benzene nucleus.
+H2O
CH 3 CHO
Trace of an acid..
NaHCO 3 + CO 2 NaCl H 2 O
Anilinium hydrochloride is an acid salt and liberates CO 2 from NaHCO 3 .
But p-chloro aniline is basic not acidic it does not liberate CO 2 .
p-chloro aniline does not contain ionic chlorine to it does not give white ppt with AgNO 3
NO2 X
Sn+HCl
25.
(c) Cl (d) NH 4 Cl
SOLUTION.
+ 6 [H ]
Sn / HCl
+ 2 H 2O
Nitrobenzene Aniline
27. The order of basic strength among the following amines in benzene solution is [AIIMS 1991; RPMT 2002]
(a) CH 3 NH 2 (CH 3 )3 N (CH 3 )2 NH
(b) (CH 3 )2 NH CH 3 NH 2 (CH 3 )3 N
(c) CH 3 NH 2 (CH 3 )2 NH (CH 3 )3 N
(d) (CH 3 )3 N CH 3 NH 2 (CH 3 )2 NH
SOLUTION.
(CH 3 )2 NH CH 3 NH 2 (CH 3 )3 N
K b 5 .4 10 4 4 .5 10 4 0 .6 10 4
(i) 2 o 1o 3 o
ArNH 2 ArNH Ar
OH +
+KOH (solid)
OH
(a) Nucleophilic substitution
SOLUTION.
OH
KOH (solid) heat
+
OH
Because OH is nucleophile.
31. RNH 2 reacts with C6 H 5 SO 2 Cl in aqueous KOH to give a clear solution. On acidification a precipitate is obtained
which is due to the formation of [Roorkee 2000]
H
|
(a) R N SO 2 C6 H 5 OH
|
H
(b) R N SO 2 C6 H 5 K
(d) C6 H5 SO 2 NH 2
SOLUTION.
C 6 H 5 SO 2 Cl RNH 2 RNHSO 2 C 6 H 5
KOH
RNKSO 2 C6 H 5
soluble in KOH
32. If N and S are present in an organic compound during Lassaigne test, then both changes into [CPMT 1997]
(a) Na2 S and NaCN
(b) NaSCN
SOLUTION.
When sulphur and nitrogen both are present in organic compound during Lassaigne's Test, both changes into
"sodium thiocyanate". (NaSCN) which gives a blood red colouration with Ferric ion.
3 NaCNS FeCl 3 Fe (CNS )3 3 NaCl
Ferric sulpho cy anide
(Blood red colour)
N
(a) (b)
N
(c) N (d)
H
SOLUTION.
H
does not have aromaticity by which the
Lone pair of electron of Nitrogen does not
N delocalised in benzene ring so it will be
| strong base on other hand rest 3 have
aromaticity i.e., they follow the huckel
rule so the electron pair of Nitrogen
34. Nitroso amines (R2 N N O) are soluble in water. On heating them with concentrated H 2 SO 4 they give secondary amines.
The reaction is called [AFMC 1998; AIIMS 1998; BHU 2002]
(a) Perkin's reaction
(b) Fittig's reaction
(c) Sandmeyer's reaction
(d) Liebermann's nitroso reaction
SOLUTION.
Liebermann’s Nitroso reaction.
35. A primary amine is formed an amide by the treatment of bromine and alkali. The primary amine has : [BHU
2004]
(a) 1 carbon atom less than amide
(b) 1 carbon atom more than amide
(c) 1 hydrogen atom less than amide
(d) 1 hydrogen atom more than amide
SOLUTION.
CH 3 CONH 2 Br2 4 KOH
2H O 2
(Acetamide)
CH 3 NH 2 2 KBr 2 K 2 CO 3
(Methy lamine)
CH 3 MgBr
36. Ethyl ester P . The product P will be
excess
[IIT-JEE 2003]
CH3
(a) (b)
(c) (d)
SOLUTION.
O :O– OC2H5
R CH 3 MgBr
R CH3
O
R
C CH 3
R CH3 R CH3
SOLUTION.
CHOHCOOH CHOHCOOH
+ 3H2
SOLUTION.
CH 3 CO
C
H So most acidic in nature.
CH 3 CO
OCCH
3
39. In the anion HCOO the two carbon-oxygen bonds are found to be of equal length. What is the reason for it
(a) Electronic orbitals of carbon atom are hybridised
(d) The anion is obtained by removal of a proton form the acid molecule
SOLUTION.
Anion HCOO has two resonating structure (identical).
O O
|| |
H C O H C O
40. An organic compound of molecular formula C4 H10 O does not react with sodium. With excess of HI, it gives only one
type of alkyl halide. The compound is [SCRA 2001]
(a) Ethoxyethane (b) 2-Methoxypropane
SOLUTION.
Since a single alkyl halide is formed on treatment with HI, it must be a symmetrical ether i.e., ethoxyethane.
C 2 H 5 OC 2 H 5 2 HI 2C 2 H 5 I H 2 O
41. When CH 2 CH COOH is reduced with LiAlH 4 , the compound obtained will be [AIEEE 2003]
SOLUTION.
CH 2 CH COOH
LiAlH 4
CH 2 CH CH 2 OH H 2 O
SOLUTION.
CH 3 COOH PCl 5 CH 3 COCl
C6 H 6
anh . AlCl 3
C2 H 5
|
CH 3 COC 6 H 5 CH 3 C (OH ) C6 H 5
C2 H 5 MgBr
Ether
43. Carboxylic acids are more acidic than phenol and alcohol because of [Tamil Nadu CET 2001]
(a) Intermolecular hydrogen bonding
SOLUTION.
Resonance stabilization of their conjugate base i.e., carboxylate ion.
44. R CH 2 CH 2 OH can be converted into RCH 2 CH 2 COOH . The correct sequence of the reagents is
[AIIMS 1997]
SOLUTION.
R CH 2 CH 2 OH R CH 2 CH 2 Br
PBr3
R CH 2 CH 2 CN
KCN
H 3O
R CH 2 CH 2 COOH NH 3
45. When propionic acid is treated with aqueous sodium bicarbonate CO 2 is liberated. The ‘C’ of CO 2 comes from
[IIT-JEE (Screening) 1999]
SOLUTION.
CH 3 CH 2 COOH (aq) NaHCO 3 (aq)
Propionic acid sod. bicarbonat e
CH 3 CH 2 COONa CO 2 H 2 O
SOLUTION.
COOH COCl
47. Identify the correct order of boiling points of the following compounds
CH 3 CH 2 CH 2 CH 2 OH , CH 3 CH 2 CH 2 CHO , CH 3 CH 2CH 2COOH [IIT-JEE (Screening) 2002]
(1) (2) (3 )
(a) 1 2 3 (b) 3 1 2
(c) 1 3 2 (d) 3 2 1
SOLUTION.
–COOH and –OH group form the hydrogen bond by which they have high boiling point. –COOH group show strong
hydrogen bonding so it form dimer and have more boiling point than –OH group. While –CHO group do not form
hydrogen bond. Thus the reactivity order are as 3 > 1 > 2.
SOLUTION.
CaC 2 O4 is a salt of oxalic acid which is more acidic than acetic acid, so it is insoluble in acetic acid.
SOLUTION.
O
||
–COOH and COCH 3 are meta directing group due to the presence of C , similarly CN is also meta directing due to
the presence of multiple bond while NHCOCH 3 is ortho/para directing group because of
O
||
less electron density over C group.
50. Iodoform test is not given by [BHU 1995]
(a) Acetone (b) Ethyl alcohol
SOLUTION.
Iodoform test is given by all the compounds having CH 3 C or CH 3 C group.
|| |
O OH
51. Which of the following will fail to react with potassium dichromate and dilute sulphuric acid
(a) Ethyl alcohol (ethanol)
(b) Acetaldehyde (ethanal)
(c) Secondary propyl alcohol (2-propanol)
(d) Acetone (propanone)
SOLUTION.
Acetone oxidise by K 2 Cr2 O7 & conc. H 2 SO 4 into carboxylic acid. It is not oxidised by dilute H 2 SO 4 .
53. Which of the following will react with water [IIT 1998]
(a) CHCl 3 (b) Cl 3 CCHO
(c) CCl 4 (d) ClCH 2 CH 2 Cl
SOLUTION.
CCl 3 CHO H 2 O CCl 3 .CHO .H 2O
(Chloral hy drate )
OH
CCl 3 .CH
OH
54. An organic compound ‘A’ has the molecular formula C3 H 6 O, it undergoes iodoform test. When saturated with dil.
HCl is gives ‘B’ of molecular formula C9 H14 O . A and B respectively are [Tamil Nadu CET 2002]
55. Which alkene is formed from the following reaction CH 3 CH 2 CH 2CH PPh3 2 Butanone [Manipal 2001]
(a) 3- Methyl-3-heptene
(b) 4-Methyl-3-heptene
(c) 5-Methyl-3-heptene
(d) 1-Methyl-5- methane
SOLUTION.
CH 3
|
CH 3 CH 2 C O CH 3 CH 2 CH 2 CH PPh3
2 Butanone
CH 3
|
CH 3 CH 2 C CHCH 2CH 2CH 3 Ph3 PO
3 methy l, 3 heptene
56. Compound ‘A’ (molecular formula C3 H8 O) is treated with acidified potassium dichromate to form a product ‘B’
(molecular formula C 3 H 6 O). ‘B’ forms a shining silver mirror on warming with ammoniacal silver nitrate. ‘B’ when
treated with an aqueous solution of H2 NCONHNH 2 .HCl and sodium acetate gives a product ‘C’. Identify the structure
of ‘C’ [IIT-JEE (Screening) 2002]
(A) (B)
H
|
CH 3 CH 2 C O H 2 NNHCONH 2
HCl
The enol form of acetone on treatment with D2O undergoes enolisation, deutration (addition of D2O ) and
dehydration (removal of H 2 O ). The repeated enolisation, deutration and dehydration ultimately gives
CD3 . COCD3 (B) .
H H
[IIT-JEE (Screening) 2000]
(a) Zn(Hg), HCl (b) NH 2 NH 2 OH
O O
|| ||
CH 3 C C H C CH 2 CH 3
O O
|| ||
CH 3 C C H C CH 2 CH 3
O O
| ||
CH 3 C CH C CH 2CH 3
O O
|| |
CH 3 C CH C CH 2CH 3
61. Which of the following will be most readily dehydrated in acidic conditions [IIT-JEE (Screening) 2000]
(a) O (b)
O O
O O
(c) (d)
OH OH
SOLUTION.
Aldols (-hydroxy aldehydes or -hydroxyketones) readily undergo dehydration to form , -unsaturated
aldehydes or ketones.
O OH O
-Hydroxyketone O
(A)
CHO
62.
CHO
(a)
COOH
HO
HO
(b)
COOH
O
O
(c)
O
O
CH2OH
(d)
SOLUTION.
CHO CHO
CHO CHO
CHO
COOH
COOH
63. Among the given compounds, the most susceptible to nucleophilic attack at the carbonyl group is [IIT 1997]
64. Which of the following will give yellow precipitate with I2 / NaOH [IIT 1997]
CH 3 CH CH 2 CH 3
I2
CH 3CH 2COONa CHI3
| NaOH
OH
65. The product of acid hydrolysis of P and Q can be distinguished by [IIT-JEE (Screening) 2003]
Q=
(a) Lucas Reagent (b) 2,4-DNP
(c) Fehling’s Solution (d) NaHSO 3
SOLUTION.
O
OH
H 2O / H
P
H 2 C H3C
Q
H 2O / H
H 3 C
OH ⇌
CHO
Ketone (non-reducing) and aldehyde (reducing) can be distinguished by Fehling solution.
66. On vigorous oxidation by permanganate solution (CH 3 )2 C CH CH 2CH 2CH 3 gives [AIEEE 2002]
OH OH
| |
(a) CH 3 C CH CH 2 CH 3
|
CH 3
CH 3
(b) CHCO 2 H CH 3 COOH
CH 3
CH 3
(c) CHOH CH 3 CH 2 CH 2 OH
CH 3
CH 3
(d) C O CH 3 CH 2 COOH
CH 3
SOLUTION.
CH 3
C CHCH 2 CH 2 CH 3
4 KMnO
CH 3
CH 3
C O HOOCCH 2 CH 3
CH 3
(b) C6 H 6 C6 H 5 COCl
AlCl 3
(c) o CH 3 C 6 H 4 COC 6 H 5
Heat
SOLUTION.
COC 6 H 5
C6 H 5 COCl
AlCl 3
COOH
COC 6 H 5 COC 6 H 5
Cu
CO 2
260 o C
69. Which of the following statements regarding chemical properties of acetophenone are wrong
(1) It is reduced to methyl phenyl carbinol by sodium and ethanol
(2) It is oxidised to benzoic acid with acidified KMnO 4
(3) It does not undergo iodoform electrophilic substitution like nitration at meta position
(4) It does not undergo iodoform reaction with iodine and alkali [Tamil Nadu CET 2001]
(a) 1 and 2 (b) 2 and 4
(c) 3 and 4 (d) 1 and 3
SOLUTION.
It undergoes electrophilic substitution at m-position and also gives iodoform test.
70. The product(s) obtained via oxymercuration (HgSO 4 H 2 SO 4 ) of 1-butyne would be [IIT-JEE 1999]
(a) CH 3 CH 2 COCH 3
(b) CH 3 CH 2 CH 2CHO
(c) CH 3 CH 2 CHO HCHO
(d) CH 3 CH 2 COOH HCOOH
SOLUTION.
CH 3 CH 2 C CH H 2 O
But 1 y ne
OH
| keto - enol
CH 3 CH 2 C CH 2
tautomeris m
O
||
CH 3 CH 2 C CH 3
Butan 2 one
1 2 3 4
|
OMgI
MgI(OH ) R CH 2 CH 2 OH
73. Glycerol boils at 290 o C with slight decomposition. Impure glycerine can be purified by [CPMT 1983, 94]
(a) Steam distillation (b) Simple distillation
SOLUTION.
The liquids which decompose at its boiling point can be purified by vacuum distillation. Glycerol which
decomposes at its boiling point (–563K) can be distilled without decomposition at 453K under 12mm Hg
pressure.
SOLUTION.
Liebermann’s reaction.
75. The correct order of boiling point for primary (1 o ), secondary (2 o ) and tertiary (3 o ) alcohols is
[CPMT 1999; RPMT 2002]
(a) 1o 2 o 3 o (b) 3 o 2 o 1o
(c) 2 o 1o 3 o (d) 2 o 3 o 1o
SOLUTION.
1o alcohol 2 o alcohol 3 o alcohol
Boiling point of alcohols decreases as the number of branches increases.
SOLUTION.
O-CH3 OH
HI CH 3 I
SOLUTION.
3CH 2 CH 2 2 KMnO 4 4 H 2 O
CH 2 OH
3 | 2 KMnO 2 2 KOH
CH 2 OH
Gly col
78. Which of the following statements is correct regarding case of dehydration in alcohols
[CPMT 1980, 85; MP PMT 2001; BHU 2002]
SOLUTION.
Correct order of dehydration in alcohols 3° > 2° > 1°.
79. Oxiran is
(a) Ethylene oxide (b) Diethyl ether
SOLUTION.
Oxiran is ethylene oxide, CH 2 CH 2
O
(c) B2 H 6 followed by H 2 O 2
(d) CH 3 CO 2 H / H 2 SO 4
SOLUTION.
6 CH 3 CH CH 2 B 2 H 6
H 2O2
CH 3 CH 2 CH 2 OH
81. Distinction between primary, secondary and tertiary alcohol is done by [MP PMT/PET 1988; RPMT 2000]
(a) Oxidation method
SOLUTION.
Distinction between primary, secondary and tertiary alcohol is done by all three methods : oxidation, Victormeyer
and Lucas test.
82. Oxidation of which of the following by air in presence of vanadium pentoxide gives phenol
(a) Toluene (b) Benzene
O 2 , air
V2 O5
83. The most suitable method of the separation of a 1 : 1 mixture of ortho and para nitrophenols is
[CBSE PMT 1994, 99; CPMT 1997]
SOLUTION.
o- and p-nitrophenols are separated by steam distillation because o-nitrophenol is steam volatile while p-isomer is
not.
C2 H5 O CH (CH 3 ) O OH
86. When a mixture of ethanol and methanol is heated in the presence of concentrated H 2 SO 4 the resulting organic
product or products is/are [Manipal MEE 1995]
(a) CH 3 OC 2 H 5
(b) CH 3 OCH 3 and C 2 H 5 OC 2 H 5
(c) CH 3 OC 2 H 5 and CH 3 OCH 3
(d) CH 3 OC 2 H 5 , CH 3 OCH 3 and C 2 H 5 OC 2 H 5
SOLUTION.
CH 3 OH CH 3 OH 2 CH 3 OCH 3
4 H SO (Conc )
CH 3 OH C2 H 5 OH 24 CH 3 OC2 H 5
H SO (Conc )
C2 H 5 OH C2 H 5 OH 24 C2 H 5 OC2 H 5
H SO (Conc )
(b) CH 3 CH 2 CHBr OH
(c) CH 3 CHBrCH 2 Br
(d) CH 3 CH 2 CHBr Br
SOLUTION.
CH 3 CH CH OH
HBr
CH 3 CH 2 CH OH
|
Br
90. Which of the following compounds on boiling with KMnO 4 (alk.) and subsequent acidification will not give benzoic acid
[KCET 2001]
(a) Benzyl alcohol (b) Acetophenone
(c) Anisole (d) Toluene
SOLUTION.
91. Among the following, the molecule with the highest dipole moment is [IIT-JEE (Screening) 2003]
(a) CH 3 Cl (b) CH 2 Cl 2
(c) CHCl 3 (d) CCl 4
SOLUTION.
CH 3 Cl have one Cl atom which is more electronegative so it will have highest dipole moment.
93. The hybridization state of carbon atoms in the product formed by the reaction of ethyl chloride with aqueous potassium hydroxide is
[EAMCET 1997]
(a) sp (b) sp 2
(c) sp 3 (d) sp 3 d
SOLUTION.
sp 3 sp 3
CH 3 CH 2 Cl KOH CH 3 CH 2 OH KCl
(aq) Ethy l alcohol
94. Which of the following compounds does not undergo nucleophilic substitution reactions [KCET 1998]
(a) Vinyl chloride (b) Ethyl bromide
(c) Benzyl chloride (d) Isopropyl chloride
SOLUTION.
As a result of resonance, the carbon-chloride bond acquires some double bond character. Hence, vinyl chloride does not undergo
nucleophillic substitution reactions.
95. Replacement of Cl of chlorobenzene to give phenol requires drastic conditions but chlorine of 2, 4-dinitrochlorobenzene is readily
replaced because [CBSE PMT 1997]
(a) NO 2 make ring electron rich at ortho and para
(b) NO 2 withdraws e from meta position
(c) denotes e at meta position
(d) NO 2 withdraws e from ortho/para positions
SOLUTION.
Cl OH
OH
Cl easily replaced
Cl NaOH
OH
Light temp. & pressure
96. Among the following one with the highest percentage of chlorine is [MNR 1989; BHU 1998; MH CET 1999]
(a) Chloral (b) Pyrene
(c) PVC (d) Gammexene
SOLUTION.
Massof chlorine
% of chlorine 100
Massof organic compound
106 .5
Chloral (CCl 3 CHO ) 100 72 .20
147 .5
142
Pyrene (CCl 4 ) 100 92 .20 Highest
154
213
Gammexene (C 6 H 6 Cl 6 ) 100 73 . 19
291
cation anion
Cl is more electronegative than C by which it form anion and hydrocarbon form cation.
H R
+
R
H R
101. An isomer of C 3 H 6 Cl 2 on boiling with aqueous KOH gives acetone. Hence, the isomer is [UPSEAT 2000]
(a) 2, 2-dichloropropane (b) 1, 2-dichloropropane
(c) 1, 1-dichloropropane (d) 1, 3-dichloropropane
SOLUTION.
Cl OH
| |
CH 3 C CH 3 2 KOH CH 3 C CH 3
boil
| aqueous 2 KCl |
Cl OH
2, 2 dichloropr opane Unstable
(isomer of C3 H 6 Cl 2 )
O
||
H 2O
CH 3 C CH 3
(Acetone)
103. Wurtz reaction of methyl iodide yields an organic compound X. Which one of the following reactions also yields X
[EAMCET 2003]
dryethe r
(a) C 2 H 5 Cl Mg
(b) C 2 H 5 Cl LiAlH 4
(c) C 2 H 5 Cl C 2 H 5 ONa
(d) CHCl 3
Ag powder
SOLUTION.
Wurtz reaction gives ethane
2CH 3 I 2 Na C2 H6 2 NaI
dry
ether
Similarly C2 H5 Cl reduced by LiAlH 4 to give ethane
C2 H5 Cl 2 H C2 H6 HCl
LiAlH 4
104. Ethyl orthoformate is formed by heating with sodium ethoxide [EAMCET 2003]
(a) CHCl 3 (b) C2 H 5 OH
(c) HCOOH (d) CH 3 CHO
SOLUTION.
Cl OC 2 H 5
H C Cl 3 C 2 H 5 ONa H C OC 2 H 5 3 NaCl
Cl OC 2 H 5
Ethy l orthoforma te
(a) (b)
SOLUTION.
Br
Br
1, 2 dibromo cyclohexane Cyclohex-diene
106. In which one of the following conversions phosphorus pentachloride is used as a reagent [EAMCET 1997]
(a) H 2 C CH 2 CH 3 CH 2 Cl
(b) H 3 C O CH 3 CH 3 Cl
(c) CH 3 CH 2 OH CH 3 CH 2 Cl
(d) HC CH CH 2 CHCl
SOLUTION.
CH 3 O CH 3 PCl5 2CH 3Cl POCl 3
CH 3CH 2OH PCl5 CH 3CH 2Cl HCl POCl 3
So, both reaction carried out by PCl5
107. When but –3-en -2- ol reacts with aq. HBr, the product formed is [DCE 2001]
(a) 3 - bromobut - 1- ene
(b) 1 - bromobut - 2- ene
(c) A mixture of both a and b
(d) 2 - bromobut - 2 – ene
SOLUTION.
OH
|
H 2C CH CH CH 3
H
[H 2C CH CH CH 3
But - 3ene - 2 - ol H 2O
H 2 C CH CH CH 3 ]
Br
Br
|
H 2C CH CH CH 3 Br CH 2 CH CH CH 3
3 Bromobut -1- ene 1 Bromo but - 2 - ene
+ Cl2 + Cl2
110. Among the following the most reactive towards alcoholic KOH is [AIIMS 2004]
(a) CH 2 CHBr (b) CH 3 COCH 2CH 2 Br
(c) CH 3 CH 2 Br (d) CH 3 CH 2CH 2 Br
SOLUTION.
The polarity between C-X bond increase by increasing the +I effect which increase by increasing the alkyl group by which X of C-X
easily eliminate. In CH 3 CH 2CH 2 Br the polarity is maximum due to 3 alkyl group while in rest polarity decrease due to the
presence of double bond, presence of –CO group (–I) and less no. of alkyl group.
CH 3 CH 2 CH 2 Br KOH
alc.
CH 3CH CH 2 KBr H 2O
112. Which chlorine atom is more electronegative in the following [UPSEAT 2004]
(a) CH 3 Cl (b) CH 3 CH 2 Cl
CH 3 CH 3
| |
(c) H C Cl (d) CH 3 CH 2 C Cl
| |
CH 3 CH 3
SOLUTION.
Due to +I effect of 3 alkyl group in option (d), the chlorine atom occupy the maximum charge in it so it is more electronegative.
113. What would be the product formed when 1-Bromo-3-chloro cyclobutane reacts with two equivalents of metallic sodium in ether
[IIT-JEE (Screening) 2005]
Cl
(a) (b)
Br
(c) (d)
SOLUTION.
It is the example of Wurtz reaction.
Br ..⊖
2Na 2Na + 2e–
Cl Cl
114. In the case homologous series of alkanes, which one of the following statements is incorrect [JIPMER 2000]
(a) The members of the series are isomers of each other
(b) The members of the series have similar chemical properties
(c) The members of the series have the general formula Cn H 2n 2 ,where n is an integer
(d) The difference between any two successive members of the series corresponds to 14 unit of relative atomic
mass
SOLUTION.
The difference between any two successive members of the homologous series CH 2 i.e., the molecular
weight of every two adjacent members differ by 14.
(CH 2 12 2 14 )
115. How many primary, secondary, tertiary and quaternary carbons are present in the following hydrocarbon
CH 3 CH (CH 3 ) C(CH 3 )2 CH 2 CH (CH 3 ) CH 2 CH 3
1o Primary 6, 2 o Secondary 2
3 o Tertiary 2, 4 o Quanternar y 1
116. The octane number of a sample of petrol is 40. It means that its knocking property is equal to the mixture of
[MP PMT 2003]
(a) 40% n-heptane + 60% iso-octane
(b) 40% petrol + 60% iso-octane
(c) 60% n-heptane + 40% iso-octane
(d) 60% petrol + 40% iso-octane
SOLUTION.
Octane number of fuel is the percentage of iso- octane in mixture.
117. Formation of 2-butene as major product by dehydration of 2-butanol is according to [MP PMT 1995]
(a) Markownikoff rule (b) Saytzeff rule
(c) Peroxide effect (d) Anti-Markownikoff rule
SOLUTION.
CH 3 C H CH 2 CH 3 CH 3 CH CH CH 3
| 2 Butene
OH
2 Butanol
H 2 O
According to this rule H atom goes from that – carbon which is less hydrogenated.
118. CH 3 C CCH 3 CH 3 C C CH 3
(i) X
(ii)H 2 O / Zn | |
O O
X in the above reaction is [CPMT 1985; MP PET 1997;
Roorkee Qualifying 1998; DPMT 2001]
(a) HNO 3 (b) O 2
(c) O 3 (d) KMnO 4
SOLUTION.
(i)O
CH 3 C C CH 3
3
CH 3 C C CH 3
(ii)Zn / H 2O || ||
O O
(d) C 2 H 6 Cl 2
UV Light
SOLUTION.
C 2 H 6 (excess) Cl 2 C 2 H 5 Cl HCl
U . V .Light
Ethy l chloride
(Major product)
121. When ethyl alcohol is heated with red phosphorus and HI, then which of the following is formed
[Kurukshetra CEE 1998]
(a) C 2 H 6 (b) CH 4
(c) C 3 H 8 (d) C 2 H 4
SOLUTION.
Red P
CH 3 CH 2 OH 2 HI
CH 3 CH 3 H 2 O I 2
Ethylalcohol Ethane
122. In the Fischer-Tropsch synthesis of petrol..... and ..... are used as the raw materials [KCET 1998]
(a) H 2 ; CO (b) CH 4 ; H 2
(c) CH 4 ; CH 3 OH (d) CH 3 OH; CO
SOLUTION.
Fischer-Tropsch process –
M ixture of hydrocarbo ns H 2 O
CO or Ni
CO H 2 H 2
Excess heat (Petrol)
Water gas
123. Which one of the following reactions is most suitable for the preparation of n-propyl benzene [MP PET/PMT 1998]
(a) Friedel-Craft's reaction (b) Wurtz reaction
(c) Wurtz-Fittig reaction (d) Grignard reaction
SOLUTION. Br
Dry
CH 3 CH 2 CH 2 Br 2 Na
Propyl bromide ether
n–propyl benzene
OH
(c) CH 3 CH 2 CH 2 Cl
Na
SOLUTION.
Koch reaction : (Carboxylation of Alkene)
COOH
|
Water gas (CO H 2 )
CH 3 CH CH 2 CH 3 CH CH 3
400 o C , H 3 PO 4 Isobuty ric acid
CH 3
|
126. The compound CH 3 C CH CH 3 on reaction with NaIO 4 in the presence of KMnO 4 gives[CBSE PMT 2003]
(a) CH 3 CHO CO 2
(b) CH 3 COCH 3
SOLUTION.
CH 3
|
NaIO
CH 3 C CH CH 3
4
CH 3 COCH 3
KMnO 4
CH 3 CHO
‘X’ is
(a) Ag 2 C (b) Ag 2 C 2
SOLUTION.
NH OH
HC CH 2 AgNO 3
4
Ag C C Ag 2 NH 4 NO 3 2 H 2 O
SOLUTION.
Naphthalene is a molecular solid. If the crystals contains only individuals atoms; as in solid argon or krypton or if
they are composed of non polar molecules as in naphthalene, the only attraction between the molecules are the
London forces.
SOLUTION.
A compound is said to be aromatic if it is planar and there is complete delocalization of electrons, which is
only possilble if it is a conjugated cyclic system and number of electrons used in delocalization is (4 n 2) . 1, 3, 5
heptatriene is not an aromatic compound because complete delocalization of electrons, is not possible in it.
1, 3, 5 Heptatriene
130. Acetylene reacts with HCN in the presence of Ba(CN )2 to yield [UP SEAT 2004]
SOLUTION.
Ba(CN )
CH CH HCN
2
CH 2 CHCN
Acetylene Vinyl cyanide
131. Write the products of the addition reaction C C XY [Kerala (Med.) 2002]
(a) C C (b) X C C Y
| | | |
X Y
|
(c) C C (d) X C C X
| |
Y
X
| |
(e) C C
| |
Y
SOLUTION.
Addition reaction means addition on double bond.
C2 H 2 H 2 C2 H 4
(a) 7 kg (b) 14 kg
(c) 21 kg (d) 28 kg
SOLUTION.
CaC 2 2 H 2 O Ca(OH )2 C 2 H 2
64 g
C2 H 2 H 2 C2 H 4
28 g
133. Nitrobenzene can be prepared from benzene by using a mixture of conc. HNO 3 and conc. H 2 SO 4 . In the nitrating
mixture, HNO 3 acts as a [IIT-JEE 1997]
SOLUTION.
NO 2
Conc . H 2 SO 4
HNO 3
Nitro benzene
134. A group which deactivates the benzene ring towards electrophilic substitution but which directs the incoming group
principally to the o- and p-positions is
[Pb. PMT 1998]
(a) NH 2 (b) Cl
(c) NO 2 (d) C 2 H 5
SOLUTION.
Electron accepting groups which make the substitution difficult are known of deactivating groups. the group or
substituent already present on the ring also decides the position of incoming group.
ortho and para directing groups are as follow
CH 3 , C2 H5 (R), NH 2 ,OH , halogens, (Cl, Br, I)
135. Which order is correct for the decreasing reactivity to ring monobromination of the following compounds
C 6 H 5 CH 3 , C 6 H 5 COOH , C6 H 6 C 6 H 5 NO 2
I II III IV
CH3 COOH
[O]
KMnO 4 or K 2 Cr2 O7
139. The compound X on reaction with HgSO 4 H 2 SO 4 gives Y which on oxidation gives acetic acid. X is [MP PMT 1999]
(a) C 2 H 2 (b) C 2 H 4
(c) C 3 H 4 (d) C 4 H 6
SOLUTION.
HgSO KMnO
CH CH H 2 O
4
CH 2 CH OH
4
Ethyne H 2 SO 4 Vinylalcohol
Oxidation
CH 3 CHO CH 3 COOH
Acetic acid
140. What is formed when calcium carbide react with heavy water [CPMT 1999]
(a) C2 D2 (b) CaD2
(c) CaD 2 O (d) CD 2
SOLUTION.
CaC 2 2 D2 O C2 D2 Ca(OD)2
calcium carbide heary water
1, 2 or 1, 6 = ortho
1, 3 or 1, 5 = meta
144. Which of the following is formed as a result of biological oxidation of benzene in the body of the dog
[Manipal MEE 1995]
(a) Acrylic acid (b) Cinnamic acid
(c) Maleic acid (d) Gluconic acid
SOLUTION.
Biological oxidation of benzene gives cinnamic acid.
toluene Benzylchloride
Cl
2 2Cl
CH2Cl CCl3
Benzalchloride Benzochloride
Cl
2
149. If ethylene, carbon monoxide and water is heated at high temperature, which of the following is formed
[AIIMS 2000]
(a) C4 H 8 O2 (b) C2 H 5 COOH
(c) CH 3 COOH (d) CH 2 CH COOH
SOLUTION.
C2 H 4 CO H 2 O C2 H 5 COOH
Ligh temp.
|
Br
Na CO
CH 3 CH 2
2
3
CHI 3
| I2 excess Yellowppt
OH Iodoform
n pentane [O ]
OH
|
CH 3 CH 2 C H CH 3 CH 3 CH 2 C C H 3
KMnO 4
| [O ] |
CH 3 CH 3
3 alcohol
(b) K 2 PtCl 3 2 C 2 H 4
(c)
K PtCl 2 2 (C 2 H 4 ) Cl
(d) K PtCl 3 (C 2 H 4
SOLUTION.
155. The correct order of hybridisations of central atom in NH 3 ,[PtCl 4 ]2 , PCl 5 and BCl 3 is [MP PMT 2003]
(a) 2
dsp , dsp , sp 3 2
and sp 3
(b) sp 3 , sp 3 , sp 3 d and sp 2
(c) dsp 2 , sp 2 , sp 3 and dsp 3
(d) dsp 2 , sp 3 , sp 2 and dsp 3
SOLUTION.
156. One mole of the complex compound Co (NH 3 )5 Cl 3 , gives 3 moles of ions on dissolution in water. One mole of the
same complex reacts with two moles of AgNO 3 solution to yield two moles of AgCl (s) . The structure of the complex
is
[AIEEE 2003]
(a) [Co (NH 3 )5 Cl]Cl 2
(b) [Co(NH 3 )3 Cl 3 ]. 2 NH 3
(c) [Co(NH 3 )4 Cl 2 ]Cl . NH 3
(d) [Co (NH 3 )4 Cl]Cl 2 . NH 3
SOLUTION.
2Cl ions are ionizable
158. In the complex [SbF 5 ]2 , sp 3 d hydridisation is present. Geometry of the complex is [Pb. PMT 2000]
159. The type of hybridization involved in the metal ion of [ Ni(H 2 O)6 ] 2 complex is
(a) d 3 sp 2 (b) sp 3 d 2
(c) sp 3 (d) dsp 2
SOLUTION.
sp 3 d 2
Ni 2
↿⇂ ↿⇂ ↿⇂ ↿ ↿
3d 4s 4p
↿⇂ ↿⇂ ↿⇂ ↿ ↿ ×× ××××× ×× ×× ×× ××
× hybridisation
162. An octahedral complex is formed, when hybrid orbitals of the following type are involved [DCE 2003]
(a) sp 3
(b) dsp 2
(c) sp 3 d 2 (d) sp 2 d
SOLUTION.
sp 3 d 2 hybridisation gives octahedral complex.
164. Which one of the following octahedral complexes will not show geometric isomerism (A and B are monodentate
ligands) [CBSE PMT 2003]
(a) [MA5 B] (b) [MA2 B4 ]
(c) [MA3 B3 ] (d) [MA4 B2 ]
SOLUTION.
Octahedral complexes of the type [MA4 B2 ],[MA2 B4 ],[MA3 B3 ] exhibit geometrical isomerism.
165. The number of unpaired electrons in the complex ion [CoF6 ]3 is (Atomic no. of Co 27 ) [CBSE PMT 2003]
167. Co NH 3 5 NO 2 Cl 2 and Co NH 3 5 ONO Cl 2 are related to each other as
(a) Geometrical isomers (b) Optical isomers
(c) Linkage isomers (d) Coordination isomers
SOLUTION.
2
NH 3 NH 3
H 3 N ONO H 3 N NO 2
Co Co
H 3 N NH 3 H 3 N NH 3
NH 3 NH 3
Here more than one atom function as donor, as oxygen in first one and nitrogen in second, so they show linkage
isomerism
168. Co (NH 3 )5 Br SO 4 and Co (NH 3 )5 SO 4 Br are examples of which type of isomerism
[MP PMT 1993, 94, 95; MP PET 1997; MP PET/PMT 1998]
(a) Linkage (b) Geometrical
(c) Ionization (d) Optical
SOLUTION.
The two given compounds have same composition but in solution both will give different ions. The isomerism is
known as ionisation isomerism.
169. Co NH 3 4 Cl 2 NO 2 and Co NH 3 4 Cl. NO 2 Cl are ........ isomers [MP PMT 1993; MP PET 1995, 2001]
172. Coordination isomerism is caused by the interchange of ligands between the [UPSEAT 2002]
(a) Cis and Trans structure
(b) Complex cation and complex anion
(c) Inner sphere and outer sphere
(d) Low oxidation and higher oxidation states
SOLUTION.
Co-ordination isomerism is caused by the interchange of ligands between cis and trans structure.
173. Which one of the following will not show geometrical isomerism [MP PMT 2002]
(a) [Cr(NH 3 )4 Cl 2 ]Cl (b) [Co(en)2 Cl 2 ]Cl
(c) [Co(NH 3 )5 NO 2 ]Cl 2 (d) [Pt(NH 3 )2 Cl 2 ]
SOLUTION.
[Co (NH 3 )5 NO2 ]Cl2 will not show geometrical isomerism because this complex showed 4 and 6 co-ordination
number.
Cr
Cr
177. The transitional metal which form green compound in +3 oxidation state and yellow orange compound in +6
oxidation state is
(a) Fe (b) Ni
(c) Cr (d) Co
SOLUTION.
(Cr 6 K 2 Cr2 O7 yellow Cr 3 Cr2 (SO 4 )3 – green)
181. In a reaction the ferrous (Fe ) iron is oxidised to ferric (Fe ) ion. The equivalent weight of the ion in the above
reaction is equal to [CPMT 1985]
(a) Half of the atomic weight
(b) 1/5 of the atomic weight
(c) The atomic weight
(d) Twice the atomic weight
SOLUTION.
The atomic weight;
Atomic wei ght
Equivalent weight
No. of e – lost or gained
Fe 2 Fe 3 e
184. Potassium permanganate acts as an oxidant in neutral, alkaline as well as acidic media. The final products obtained
from it in the three conditions are, respectively
[MP PMT 1997]
2
(a) MnO 2 , MnO 2 , Mn (b) MnO 42 , Mn 3 , Mn 2
In neutral medium :
2 KMnO 4 3 MnSO 4 2 H 2 O
K2 SO 4 2H 2 SO 4 5 MnO 2
In alkaline medium :
2 KMnO 4 H 2 O 2 MnO 2 2 KOH 3O
In acidic medium :
2
2 KMnO 4 3 H 2 SO 4 K 2 SO 4 2 MnSO 4
5 H 2 O 5O
185. In acidic medium one mole of MnO 4 accepts how many moles of electrons in a redox process ? [MP PET/PMT 1998]
(a) 1 (b) 3
(c) 5 (d) 6
SOLUTION.
Oxidation state of Mn changes from +7 to +2 in acidic medium i.e. one mole of it accepts 5 mole of electrons.
186. In acidic medium potassium dichromate acts as an oxidant according to the equation,
Cr2 O72 14 H 6 e 2Cr 3 7 H 2 O . What is the equivalent weight of K 2 Cr2 O7 ? (mol. Wt. = M)
[MP PET/PMT 1998]
(a) M (b) M / 2
(c) M / 3 (d) M / 6
SOLUTION.
Since it accept 6e its
M
Equivalent weight = .
6
188. Acidified potassium dichromate is treated with hydrogen sulphide. In the reaction, the oxidation number of
chromium
[MP PET 1996]
(a) Increases from + 3 to + 6
(b) Decreases from +6 to +3
(c) Remains unchanged
(d) Decreases from +6 to +2
SOLUTION.
Decreases from + 6 to + 3.
K2 Cr2O7 4 H 2 SO 4 K2 SO 4 Cr2 (SO 4 )3 4 H 2 O 3O
[H 2 S [O] S H 2O] 3
6
K 2 Cr2 O7 4 H 2 SO 4 3 H 2 S
3
K 2 SO 4 Cr(SO 4 )3 7 H 2 O 3 S
189. When KMnO 4 reacts with acidified FeSO 4 [MP PET 1996]
(a) Only FeSO 4 is oxidised
(b) Only KMnO 4 is oxidised
(c) FeSO 4 is oxidised KMnO 4 and is reduced
(d) None of these
SOLUTION.
FeSO 4 is oxidised and KMnO 4 is reduced.
2 KMnO 4 3 H 2SO 4 K2SO 4 2 MnSO 4 [2 FeSO 4 H 2SO 4 Fe 2 (SO 4 )3 2 H] 5
[2 H [O] H 2O] 5
2 KMnO 4 8 H 2SO 4 10 FeSO 4
K 2 SO 4 2 MnSO 4 5 Fe 2 (SO 4 )3 8 H 2 O
In this reaction oxidation state of Mn is changing from +7 to +2 while oxidation state of Fe is changing from +2
to +3.
SOLUTION.
Hg 2 Cl 2 2 NH 4 OH NH 4 Cl 2 H 2 O Hg HgNH 2 Cl
Calomal
191. AgCl dissolves in a solution of NH 3 but not in water because [MP PMT 1984, 86]
SOLUTION.
AgCl is a covalent compound hence it is insoluble in water also it form complex with NH 4 OH , thus is soluble in
NH 4 OH .
SOLUTION.
194. For a reaction, activation energy (Ea ) 0 and rate constant (K) 3.2 10 6 s 1 at 300 K. What is the value of the rate
constant at 310 K [KCET (Med.) 1999]
12 1 6 1
(a) 3 .2 10 s (b) 3 .2 10 s
12 1
(c) 6 .4 10 s (d) 6 .4 10 6 s 1
SOLUTION.
When Ea 0 rate constant is independent of temperature.
K1 Ea T2 T1
(b) log
K2 2 .303 R T1 T2
K1 Ea T1 T2
(c) log
K2 2 .303 R T1 T2
(d) None of these
SOLUTION.
It is modified form of Arrhenius equation.
196. A reaction having equal activation energies for forward and reverse reaction has [MP PMT 2002]
(a) H 0 (b) S 0
(c) Zero order (d) None of these
SOLUTION.
198. A graph plotted between log K vs 1/T for calculating activation energy is shown by [MP PET 2002]
log K log K
(a) (b)
1/T 1/T
log K log K
(c) (d)
1/T 1/T
SOLUTION.
1
A graph plotted between log k Vs for calculating activation energy is shown as
T
from Arrhenius equation
EA
log k log A log k
2 .303 RT 1/T
199. The rate constant of a reaction at temperature 200K is 10 times less than the rate constant at 400 K. What is the
activation energy (E a ) of the reaction (R = gas constant)
[EAMCET 2003]
200. In respect of the equation k Ae Ea / RT in chemical kinetics, which one of the following statement is correct
[AIEEE 2003]
(a) k is equilibrium constant
(b) A is adsorption factor
(c) Ea is energy of activation
(d) R is Rydberg’s constant
SOLUTION.
It is Arrhenius equation.
Best Of Luck