Organic Chemistry
Organic Chemistry
Organic Chemistry
(2)
(3)
(4)
(a) 1 > 2 > 3 > 4 (b) 2 > 1 > 3 > 4 (c) 1 > 2 > 4 > 3 (d) 4 > 3 > 2 > 1
Q. 3. Which starting material should be used to produce the compound shown below?
H
O3
?
Zn-H2O
H O
OO
(a)
(b)
(c)
(d)
(b)
(c )
(d)
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(d) only i
O
O
(iii)H3CO
(iv)
CH3
(a) iii < ii < iv < i(b) ii < ii < iv < iii
(c) i < iv < iii < ii(d) iv < iii < ii < i
Q. 7. Which of the following reactions yields the indicated compound as major product?
CH3
CH3
Br2
(a)
ALCL3
Br
Br
Br2
(b)
Dark
CH3
CH3
Br2
Br2
(c )
H3C
H
(d )
H3C
CH3
H
H3C
Br2
H3C
Br
Br
CH3
C=C
Br
H
H3C
Q. 8.
Br
Br
CH3
1.BH3. THF
2. H2O2 . NaOH
CH3
Which of the following is the major organic product of the reaction sequence
shown
above?
OH
CH3
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(a) H3C
HO
CH3
OH
CH3
(b)
CH3
(c )H3C
CH3
(d) H3C
CH3
CH3
CH3
OH
Ch3
OH
Q. 9.
Ch3
CH3
CH3
CH3
CH2
(a)
(b)
CH3
CH3
(c )
CH3
(d)
CH3
Q. 10.
The reaction
CH2
H+
OH
CH3
H2O
(a)
(b)
OH
OH
(c )
CH3
(a)
NaNH2/NH3 (1)
CH3
(b )
NH2
CH3
CH2CL
CH2O/HCL/ZnCL2
NO2
(c )
NO2
NO2BF3
NO2
NO2
NO2
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CH3COONO2
(d )
OCOCH3
Q. 12.
OCH3
(b) NH
(c) S
(d)
(a)
(b)
(c)
(d)
Q. 14.
OH
CH2
CH3
Bf2
CHCL3 / 00C
H3C
OH
(a)
Br
H3C
OH
(b)
CH2
CH3
CH2
CH3
Br
H3C
(c )
CH2
OH
CH3
H3C
(d )
CH2
OH
CH3
Br
Q. 15.
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PCL5
SO2CL
SO3H
(a)
(b)
CL
SO3H
SO2
(c )
(d )
CL
CL
Q. 16.
Rank the following compounds in decreasing order of reactivity in
electrophilic aromatic substitution reaction:O
O
(i)
(ii)
O
(iii )
N
(iv)
H
(a) IV > I > III > II
(b) III > I > IV > II
(c) I > III > IV > II
> I > IV
Q. 17.
Which reagent is best suited for step 1 in the synthesis shown?
Step1
Step2
Compound
X
1.
Fe . HCL
2 NaOH
compound Y
1.NaNO2.H2SO4.H2O.0-50C
2.H2O.Heat
C(CH3)3
(a) A mixture of
and
(b)
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(c)
, heat
Q. 18.
Which of the following undergoes electrophilic aromatic substitution at the
fastest rate?
O
(a)
(b)
O
(c )
O
(d )
Q. 19.
Electrophillic attack is very difficult for pyridine, but at which position it is
relatively easy?
(a) only 2
(b) only 4 (c) only 3 (d) 2 and 4 both
+ E+
Q. 20.
(P)
N
H
Identify the product (P)
H
E
(a)
(b)
N
H
H
E
(c )
H
E
N
H
N
H
General Organic Chemistry
Q. 21.
(C)
Q. 22.
BH
(B)
N H (D)
B-H
HN
N-H
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Hb
He
Hd
Ha
(a) c < b < a < d (b) b < a < d < c(c) a < d < c < b (d) b < c < d < a
Q. 23.
Q. 24.
(a)
aq. NaOH
3 3
3 3
(a)
(b)
OMe
OMe
(c )
(d)
Q. 26.
Highest heat of combustion is observed in :
(a) n-hexane
(b) 2-methylpentane (c) 3-methylpentane
trimethylbutane
Q. 27.
(d) 2, 2-3-
(a) H F
(b)
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(c )
Q. 28.
(d )
Which of the following is the enol tautomer of the compound shown?
C CH2 - C
O
(a)
CH CH2 C
OH
(c )
C CH = C
O
CH CH2 CH
(d )
OH
C CH2 - C
OH
OH
OH
O
Which carbo cation will not form an intermediate?
+
+
Q. 29.
(a)
Q. 30.
(b)
(b)
(c )
(d ) H2C = CH
(I)
(a) I < II < III
(II)
(b) I < III < II
(III)
(c) II < III < I
Which of the following reagents can be used for the following conversions
C = C CH2 Br
H
(a)
Q. 32.
(b)
(c)
(d)
Which of the following method will obtained major yield of coupling product?
CH3
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H
CH3
CH2 MgCl + CH3 CH2 Cl
CH3
CH3
(b) H3C
CH
( H CCH
CH )
3
CH2 Cl
Q. 33.
The major product on debromination of 1, 2, 3-Tri bromopropane with
alcoholic KOH is :
(a) CH2 = C CH2 (b) CH = C CH2 (c) CH2 = C = CH Br (d) None of these
Br Br
Br
Br
When 2-bromo-2, 3-dimethylbutane reacts with any of the bases shown
Q. 34.
below under
conditions, two alkenes are produced; 2, 3-dimethyl-1-butene
and 2, 3-dimethyl-2butene. When one of the above base would produce the highest
yield of 2, 3-dimethyl- 1-butene?
(a)
(b)
(c)
ONa (d)
ONa
ONa
Arrange the following compounds in increasing order of their reactivity
Q. 35.
towards
elimination with
(I)
in t-butanol :
(II)
(III)
(IV)
(d) I < IV
Cl
base
OTs
CH3
Ph
Cl
(a)
Q. 37.
product
TsO
Ph
Ph
H3C
Ph
(c)
(d)
H
H3C
Cl
H3C
Cl
Cl
If the following *C labeled compound undergo the following reaction, which
would be obtained.
(b)
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O
Cl
13
13
CH2
(a) HO
13
Cl
O
(b)H2C
CN
CN
CH2
O
13
CN
Cl
(d )
CN
OH
CH2
Give the major product of the following reaction :
Cl
13
(c )
Q. 38.
AlCl3
(a)
(b)
(c )
(d )
Q. 39.
CH3
O-
H2C
CH3
K+
Me3COH
Br
(a)
(b)
O
Me
Me
Me
(c )
(d ) None of these
Q. 40.
In the given reaction
(ii) CH MgBr
H3C HC
CH2
(P)
(i)NOH/H
O
(P) is:
ch3
OH
(a) H3C
(b)
OH
(c ) H3C
CH3
(d )
CH3
Alcohol, Ether And Phenol
3
OH
CH3
H3C
CH3 CH = CH2
Q. 41.
When treated with acid, the strained either shown below is protonated on
oxygen, and ring opens to give a resonance-stablilized carocation. Which diene listed
below when treated with acid will give the same carbocation.
O
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HO
HO
(a)
(b)
HO
HO
(c )
(d )
Q. 42.
Which of the following compounds was the starting material for the
oxidation shown below?
O
O
KMnO /H
?
HO
OH + CO2
OH
O
(a)
(b)
+
(c )
(d )
Q. 43.
CH3O
+ CH2 = CH COOC2H5
COOC2H5
(a)
(b)
CH3O
CH3O
COOC2H5
H5C2OOC
(c )
(d )
H3CO
CH3O
COOC2H5
Give the major product of the following reaction :
OH
Q. 44.
Major product
MnO2
OH
O
OH
OH
(a)
(b)
OH
OH
OH
OH O
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(c )
(d )
O
O
Q. 45.
Which of the following is (are) not a feasible Grignard synthesis :
OH
HO
(i) CH3CH2COOCH3 + CH3 MgBr
OH
+
(ii)
HO
HC = C CH2CHO + CH3 MgBr
Cl
CH
HO
H3C
O + CH3MgBr
3
(iV)
HO
+ CH3 MgBr
3
HC
Cl
CH3
OH
H3C
CH3
CH3CH2CH2OH
O
Q. 46.
cho
H+
Major
OH
CHO
CHO
(a)
(b)
CHO
OH
O
(c )
(d)
Q. 47.
When 1, 3, 9-tribromo-9-methyl-5-decanol is treated with a strong base, the
major product will be?
Br
Br
(a)
(b)
0
O
Br
Br
Br
O
(c )
Br
(d ) None of these
Q. 48.
Which of the following reagent should not be used for the following
conversion?
O
HO
CH2 CH2 Cl
HO
CH2 CH2 Cl
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(a) Zn-Hg/HCl
Q. 49.
(b)
(c)
H
N O
(a)
CH3COLC
Sn/conc.HCl
HNO3
H2SO4
CH3
(b)
`
OH
Major product
OH
NO2
(c )
HN
CH3 OCOCH3
(d)
CH3
Q. 50.
CH3O
H3C
NO2
(a) CH3O
C = CH
OH
NO2
(b) CH3O
(c ) CH3O
CH = C
OH
NO2
(d) CH3O
C = CH2
O
NO2
CH2 C
O
NO2
The product is
Cl
The (Y) is
O
`
(a)
(b)
(c )
(d )
Cl
Q. 52.
OH
Which molecule will give the following dicarboxylic acid upon treatment with
acidic solution of
HOOC
(a)
CH2COOH
(b)
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(c )
Q. 53.
(d)
What is the major product from the following reaction?
COOH
HOH2C CH
H
HCl
COOCOOH
(a) HOCH2 CH
(b) HOCH2
CH
H N
H
H N
HCl
H
COOH
COO(c )
OCH2
CH
(d )
OCH2
CH
+
H N
H
H N+ H
HCl
H Cl
Q. 54.
Which balanced equation best describes the hydrolysis of the compound
shown? The reaction is carred out at a pH = 2.
O
O
+
(a)
CNHCH3 + H20
CNH3 + CH3OH
O
(b)
CNHCH3 + H20
O
(c )
COH + CH3NH2
O
+
CO- + CH3NH3
CNHCH3 + H20
O
(d )
CNHCH3 + H20
COH + CH3NH3
Q. 55.
reductive
CH3
(a) Methylamine and 2-methylbutanoic acid
(b) Methylamine and 2-methylbutanal
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- 94022962099,9158665588
HOOC
HOOC
O
O CH3H O
CH3
(a) HOOC
A. A IS
HOOC
(b ) HOOC
(c ) HOOC
O
CH3
O
CH3
OH
(d ) HOOC
CH3
CH MgBr(2 mol)
CH
3CN
HO
Q. 57.
conc. H2SO4
B, A and B are
CH3
(a) CH3COCH3;
H3C
CH3
CH2CHCOO-
N
H
(a)
Q. 59.
(b)
(c) both
Fe + HCl
NaNO2/HCl
Cl
OOC
CH3
(a)
Mg / ether
One mole
Y Aacetophenone
HO
3
(b)
OH
Cl
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- 94022962099,9158665588
CH3
Br
(c )
(d)
CH3
OH
OH
Q. 60.
A compound (X) on treatment with
produces another compound
(Y). The latter on hydrolysis yields a mixture of benzoic acid and methylamine. The
compound (X) is
C6H5
OH
C6H5
(a)
C=N
(b)
C=N
CH3
CH3
OH
C6H5
CH3
(c )
C=N
(d)
C=N
C6H5
OH
H
OH
NO
Q. 61.
CH3 CH = CH2
H3PO4
P. P IS
CH3
H3C
(a)
CH3
(b)
NO
NO
H3C
CH3
(c )
CH3
(d)
H3C
CH3
NO
NO
O
O
Q. 62.
+ NaHCO
OH
+CO2
ONa
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(a)
(b)
COONa
(c) Both
Q. 63.
is
C
(a)
H3C
(b)
H3C
CH3
(c )
Q. 64.
(d)
O
H 3C
OH
O
Which of the following reactions will produce a secondary amine?
O
NH2
O
1.LiAlH .diethylether
1.LiAlH .diethylether
(b)
N
2H O
2H O
H
HO
O
CH3
N CH3
1.LiAlH .diethylether
1.LiAlH .diethylether
N
(d)
2H O
2H O
H
4
(a)
(c )
Q. 65.
NaOH
(a)
OH
OH
OH
(b)
H3C
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OH
(c )
Q. 67.
H
OH
CHO
(d)
OH
What is product, C of the following sequence of reactions?
O
H KOH.CH OH
heat
O
O
O
3
(a)
(b)
CHO
CHO
(c )
Q. 68.
(d)
In the reaction
OH
CH3
+
H
CH3
The major product formed is
CH2COOH
(a)
) CO] Al
C[(CH
=heat
O
3 3
(b)
CH2COOH
(c )
Q. 69.
(d)
Aq.KOH
B
O
O
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COOK
(c )
Q. 70.
O
(d )
In the reaction
EtONa / EtOH
+ CH3COCH
3
heat
the product X is
H3C CH3
H3C
CH3
OH
(a)
(b)
CH3
(c )
(d)
C(CH3)2
CH3
CH3
C
CH3
OH
Q. 71.
+ (H5C6)3P
A and C are
H3C
O
C
CH3
(a)
+ (H5C6)3P
(c )
Q. 72.
+ C6H5CHO
(b)
+ (H5C6)3P
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O
What is the major product?
(a)
Me
(b)
Me
O
CHO
(c )
Q. 74.
Me
In the given reaction sequence
O
H3C
CH3
+CH2OH CH2OH/H+ (1 equivqlent)
(A)
O
(B) is:
H3C
OH
O
H3C
CH3
(a)
(B)
(i)LiAlH4
(ii)H2O/H+
CH3
(b)
O
H3C
CH3
CH3
(d)
(c )
OH
H3C
O
Q. 75.
CH3
OH
O
H2O
(A)
CHCl3
(B)
+Cl2
O
CHO
+ Br2
(a)
O
CHO
Cl
(b)
CHO
and
Br
Br
OH
Cl
CHO
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(c )
and
(d)
Cl
CHO
Cl
Br
Q. 76.
P+Q
Br2/CCl4
H
R1
where P and Q are
(a) enantiomers if
(b) diastereomers if
(c) Both are meso and hence the same compound if
(d) An equimolar mixture of P and Q is a racemic mixture if
Q. 77.
Given alkene can be prepared form Witting reaction, from which of the following
reactants :
O
(a)
O + Cl
(b)
Cl + H
(c )
H +Cl
(d)
O+
Cl
O
H3O+
Q. 78.
o/onolysis
Dil OH
oxidation
Naoh/I2
E
(a) D can be open chain structure while E is a close ring structure
(b) A is 2-ketoheptanal
O
O
(c)
COCH3
(d)
COCH3
C is
B is
Q. 79.
H2so4
CH COOOH
HOCH2 C = C CH2 Lindlar
CHH2catalyst
OH
X
Y
which of the following statement are correct for above sequence of reaction
2
HO
(a) Z is
OH
O
(b)V Z is
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O
O
(c ) Formation of X is example of syn addition
(d ) Formation of Y is example of anti - addition
Q. 80.
Which of the following compounds undergo decarboxylation
COOH
N
H2C
O
H
Q. 81.
Which of the following is/are true regarding hydroboration reaction of alkene
(a) The reaction proceeds through ionic intermediate and syn addition takes
place
(b) Reaction poroceeds through cyclic transition state and syn addition takes
place
+
Br
(c )
(d)
Br
Br
Br
Q. 83.
NaNH2
liq.NH3
[Intermediate]
H+
Product
Br
Choose the correct statement (s)
Choose the correct statement (s)
Kota Academy ,Bapat nagar Nagpur Road ,Chandrapur.Mob:
- 94022962099,9158665588
OH
(a)
Is formed
NH2
(b)Intermediate formed is aromatic
OH
(C)
(d )
Is also formed
OH
OH
Which of the following are aromatic :
Q. 84.
(a)
(b)
H
2-
(c)
(d)
H
Which of the following heterocyclic compound/s might be aromatic?
Q. 85.
(a)
NH
(c )
(b)
BH
(d)
(a)
(b)
(c)
(d)
Q. 87.
(a)
(b)
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(c )
(d)
O
Q. 88.
Pd/C
Product
A
B
D
In the above reaction which one of the given ring will not undergo reduction?
(a) ring A (b) ring B (c) ring C (d) ring D
Q. 89.
Which of the following statements are true?
(a)
(d)
(a)
(b)
(c)
(d)
Q. 91.
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(a) Reaction will not take place because OH is poor leaving group,
weaker base and
is
is strong base
is
is strong base
is
H
(c )
H3C
Br
C2H5
H2O
Ag+
CH3
(d)
C6H5
Br
C2H5
Q. 93.
H2O
Ag+
O
O
R
C
NH2 + H3C
CHD BrC+ HO NH2
Mixture of 1 amines.
Which of the following statements are true for above reaction.
(a) A mixture of four different amines are formed confirming that a free
carbonynitrene intermediate is formed.
(b) A mixture of two amines are formed confirming that rearrangement is strictly
intermolecular.
(c) If R is Chiral, it migrates with retention of configuration
O
(d) A free carbonylnitrene R1
C
N : intermediate is formed and only two
amines are formed.
Q. 94.
In which of the following cases rate is dependent upon concentration of
nucleophile?
CH3
(a)
F/SO2(liquid)
H3C
Cl
Product
(Specific rotation = 0)
Ph
Ch3
Nal/acetone
(b)H
I
Product
(Specific rotation = 0)
C6H13
2
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(c )
Cl
NO2
NaOH/
Product
NO2
Cl
(c)
Q. 95.
ph
Agl
D
Product
(mixture of sterioisomers)
t-Buok
t-BuLi
mechanism
Q. 97.
(a)
solution is given by
OC2H5
OH
(c )
(d ) CH3CH2CH2OH
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CH3
Q. 98.
CH2
(a)
(b)
(c)
(d)
Q. 99.
Ethyl alcohol on oxidation with
gives
(a) Formic acid (b) Formaldehyde
(c) Acetic acid
(d) Acetaldehyde
Q. 100.
In the Dow process for the manufacture of phenol; chlorobenzene is fused
with NaOH at
high temp and under pressure.
NaOH
3600C
Intermediate H O
High pressure
Aromatic
Side products
Which of the following statements are correct for above reaction?
(a)
(b)
(c)
(d)
O
(b)
Ph
OH
Me
Me
CHO
(c)
NO2
O
Ph
CHO
+
OH
Q. 102.
OH
+
cone.OH
H3O+
Me
Me
(d)
NO2
OH
CH COO
+ (CH3CH2CO)i)CH
O
Ph
2
H+/
O
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(a)
COOH
COOH
(c) CF3 COCH2COOH
(b) PhCOCH2COOH
Q. 103.
to
EtCOOH
+
(a) C2H5
C
OH
(c) C2H5C
NH2
NH
(b) C2H5
+
OH
(d) C2H5
Q. 104.
C
OH2
NH3
NH
(a)
(b)
(c)
(d)
Q. 105.
O
LiALH4
C
O
(X)
OCH3
(Y)
(X) is
OH
(Y) is
O
(a)
(b)
CH2OH
CH2OH
(X) is
OH
(c)
(Y) is
OH
(d)
C
OCH3
O
Aldehyde And Ketones
Q. 106.
(a)
C
O
OCH3
Which among the following compound(s) will give positive iodoform test?
I
O
O
O
(b)
CH3
H C
3
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H3C
(c)
Cl
(d) H3C
Cl
H
Q. 107.
O3/Zn/H2O
O
Products are
O
(A)
OH
(a)
H
(b)
O
O
(c)
(d)
O
Q. 108.
(a)
Ph
O
oo
(c)
(d)
o
Q. 109.
R
C
o
S
CH2
HCl(g)
-H2O
O +
H
H
S
CH2
The stable compound [X] may be utilized
R
R
(a) to convert
C
O into
H
D
R
R
(b) to convert
C
O
into
H
H3C
R
(c) to convert
H
R
Ointo
H3C
[X]
CH2
R
(c) to convert
C
Ointo
H
Q. 110.
Which of the following carbonyl compound can form stable hydrate?
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(a) Cyclopropanone
(c) Hexafluoroacetone
Q. 111.
H3C
C
H3C
O
O
(b) Formaldehyde
(d)Trichloroacetaldehyde (Chloral)
O
C
OCH3
1.LiAlH4
2.H2O
A + B + CH3OH
O
C+H
C
H
Which of the statement are correct for above sequence of reaction
HO CH2OH
HOH2C
CH2OH
H3C
H3C
(a)
(b)
HlO4
(c)C is
(d) C is
, - unstarated
cyclic ketone
Q. 112.
Which of the following compound can react with ammonical silver nitrate
solution?
(a) Acetaldehyde (b) Formic acid (c) 1-butyne
(d) 3-Pentanone.
Q. 113.
COMPREHENSION QUESTIONS
Hydrocarbon
Comprehensions 1
The addition of bromine to cyclopentene provides evidence for bromonium ion
intermediate in bromine addition. It follows ionic mechanism. When cyclopentane
reacts
with bromine in presence of
anti addition occurs and gives trans
isomer so addition of halogen to an alkene is a sterospecific reaction. C is alkene on
addition with halogen gives meso product and trans alkene on addition gives racemic
mixture.
HCO3H
Q. 114.
HO
A is
(a) 2, 3-epoxy butane
(c) 2-butanone
2
A
(b) 2, 3-butane diol
(d) Epoxy ethane
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Q. 115.
3 3
H
H
The Product obtained in the reaction is
Br
Br
(a)
H3 C
Br
Br
Br
(d)
H3C
CH3
CH3
CH3
CH3
(c)
CH3
(d)
Br
Br
H3C
CH3
Br
CH3
Br
CH3
Q. 116.
Br
OsO4
Na2SO3
I
H2O
II
H
H
The final product is
(a) Meso 2, 3-butane diol
(b) 2-butanol
(c)
3-butane diol
(d)
2-butanone
Comprehensions 2
The > C = C double bond of alkene is nueleophilic, but if it is bonded to > C = O,
it becomes electrophilic as in
-unsaturated carbonyl compound and then
nucleophilic addition
into latter may be either 1, 2-addition and or 1, 4-addition
depending on condition. 1, 2addition in kinetically controlled product and 1, 4addition is thermodynamically controlled product. Hard nucleophile favours 1, 2addition, while soft nucleophile favours 1, 4addition. As the reactivity of > C = O
increases, direct addition is more favourable. Sometimes steric factor also decides the
path.
Q. 117.
PhSH,250C
(X) , (X) is
HS
SH
(a)
(b)
O
OH
HS
(c)
(d)
O
Q. 118.
NaBH4, EtOH
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Q. 119.
Q. 121.
Q. 122.
-----Comprehensions 4
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(b)
(c)
(d)
group is meta director due to R effect
Q. 125.
In the given reaction
--------Select the correct answer from the codes given below :
(a) Only 1 (b) 1 and 2 (c) 1 and 3 (d) 1, 2 and 3
GENERAL ORGANIC CHEMISTRY
Comprehensions 5
Isomers which are non super-imposable mirror images of each other are called
enantiomers. All optically active compounds exhibit enantiomerism. The
stereoisomers
which are not mirror images of each other are called disastereomers.
Enantiomers are always chiral molecules whereas diastereomers may or may not be
chiral, configuration of the compound having no element of symmetry is always chiral.
Chiral molecule may or may not contain chiral carbon.
Q. 126.
Which of the following compound are chiral?
(a) -------Q. 127.
Which of the following compound are chiral?
(a) -------Q. 128.
Which one of the following pairs is correctly matched?
(a) -----Comprehensions 6
Delocalisation of electrons take place in alternate single and multiple bonds
involving carbon atoms. Delocalisation may also occur in a conjugated system
involving carbon atom and atom other than the carbon. There are also examples in
which pi orbital and p orbital (vacant or half-filled) overlap. Thus delocalization are of
the following types :
(i) delocalization by
overlap
(ii) delocalization by
p overlap
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reaction.
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Q. 138.
-------(a) ----Q. 139.
The reaction of -------- with RMgX followed by hydrolysis leads to the
formation of
(a) ------Q. 140.
The product (B) in the following sequence of reaction is :
----------(a) -------Comprehensions 10
In phenol, the benzene ring is activated towards electrophilic substitution.
Therefore, phenol on bromination gives 2, 4, 6-tribromophenol. If now, 2, 4, 6tribromophenol is
forced to undergo bromination further, an organic compound A
is formed, which is a
useful organic reagent and may be used for interesting organic
synthesis. At the same
time, the group attached to benzene nucleus makes
phenol not suitable to undergo Friedel
Craft reaction due to adduct formation with
Lewis acid.
Q. 141.
-----(a) -----Q. 142.
------(a) -----Q. 143.
------(a) ------CARBOXYLIC ADIS AND ITS DERIVATIVES, AMINES AND CARBOHYDRATES
Comprehensions 11
Diazonium salt formation and coupling reactions : When a reaction mixture of
phenyl
amine and nitrous acid is kept below
These reaction is called diazotization reaction.
---------The diazonium ion,
acid) below
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Q. 145.
Benzene diazonium chloride on reaction with phenol with weakly basic
medium gives
(a) diphenyl ether
(b) p-hydroxy azobenzene
(c) chlorobenzene
(d)
benzene
Q. 146.
----------benzene diazonium chloride with one of the following compounds.
-----------Comprehensions 12
On ozonolysis of
reacts with
gives
gives oxmie
and
(A)
and
compound
. Compound
, oxidation of which
acid
which is degraded by HI to
- I and o-hydroxy benzoic acid.
Q. 147.
The oxime (C) undergoes rearrangement then the intermediate is
(a) -------Q. 148.
The X is :
(a) -------------Q. 149.
The compound (D) can be :
(a) --------ALDEHYDE AND KETONES
Comprehensions 13
Vanillin (A)
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The > C = C < double bond of alkene is nueleophilic, but if ti is bonded to >C = 0,
it becomes electrophilic as in
unsaturated carbonyl compound and then
nucleophilic addition
into latter may be either 1, 2-addition and or 1, 4-addition
depending on condition. 1, 2addition in kinetically controlled product and 1, 4addition is thermodynamically controlled product. Hard nucleophile favours 1, 2addition, while soft nucleophile favours 1, 4addition. As the reactivity of > C = 0
increases, direct addition is more favourable. Sometimes steric factor also decides the
path.
Q. 153.
-------(a) -------Q. 154.
------(a) --------Q. 155.
------(a) -------MATCHING QUESTIONS
HYDROCARBON
Q. 156.
Identify A, B, C, D from p, q, r, s,
Column I
Column II
ELECTROPHILIC AROMATIC SUBSTITUTION
Q. 157.
Match List I with List II and select the correct answer from the codes
given below the lists :
Column I
Column II
Q. 158.
Matching the following
Column I
Column II
(a) Pyrrole
(p) Huckels (4n + 2) electron rule
(b) Nitrobenzene
(c) Toluene
(d) Chlorohbenzene
(q) sp
hybrid carbon
(r) More reactive than benzene in
electrophillic substitution
reaction.
(s) Less reactive than benzene in
electrophilic substitution
reactions
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Column
(a) ------(b) -----(c) ------(d) ------Q. 162.
Column
(a) ----Q. 163.
Column
(a) ----Q. 164.
appropriately
Column
(a) ----(b) ----(c) ------
I
I
Column II
(p) New C C bond formation
(q) reduction
(r) electrophilic aromatic
(s) rearrangement involve
Matching the following
Column II
(p) ----Matching the following
Column II
(p) ----From the given sets, match
Column II
(p) bond involved in conjugation
(q) Every lone pair present in
molecule involved in resonance
(r) 2 bonds involved in conjugation
(d) ----(s)
bond resonance
ALKYL HALIDE AND ARYL HALIDE
Q. 165.
Match the following :
Column I
Column II
(a) ----(p) But-2en-1-ol
(b) ---(q) But-3-en-2-ol
(c) ----(r) Ethyl nitrite
(d) ---(s) Nitro ethane
Q. 166.
Matching the following
Column I
Column II
(a) ---(p) --ALCOHOL, ETHER AND PHENOL
Q. 167.
Match the following :
Column I
Column II
(a) ---(p) ----CARBOXYLIC ADIS AND ITS DERIVATIVES, AMINES AND CARBOHYDRATES
Q. 168.
Match the following
Column I
Column II
(a) --(p) --Q. 169.
Match the following
Column I
Column II
(a) Orlon
(p) --(b) Dacron
(q) --(c) Buna-N
(r) --(d) SBR
(s) ---Q. 170.
Match the Column I with Column II
Column I
Column II
(a) ---(p) ---Q. 171.
Reaction sequence I -----------Column I
Column II
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Q. 172.
Match the column of I and (II)
Column I
Column II
(a) ---(p) ---Q. 173.
Aldol dondensation proceeds by carboncarbon bond formation between an enolate donor and a carbonyl acceptor. For each
of the following aldol products (1 through 4)
-------Match the donor and acceptor compound.
Column I (Donor)
Column II (Acceptor)
(a) ---(p) ---Q. 174.
Match the column : If , -unsaturated
carbonyl compound is treated with nucleophile,
the addition will be either 1, 2addition (direct addition) or 1, 4-addition (conjugate addition) or both, depending on
the reaction conditions, nature of nucleophile and reactivity of carbonyl group. Under
the certain condition, the major reaction pathway will
either of these. Vinyl methyl
ketone is treated separately with different nucleophiles given
in column I, Column II
shows major reaction pathway. Now, match the column leads to meaningful.
Column I
Column II
(a)
(b) HCN, NaCN/10C
(c) HCN, NaCN/80C
(d)
Q. 175.
Column I
(a) --------treatment with
(b) ---------
aq.
(c)
(d) ------
Q. 176.
Column I
(a)
(b)
(c)
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(d)
------(s) Perkin Reaction
Q. 177.
Match list I with Column II and select
the correct answer using the codes given below
the lists
Column I
Column II
(a) ----
(p)
(q)
(r) Zn Hg/HCl
(d) -----(s)
ASSERTION REASONING QUESTIONS
HYDROCARBON
Q. 178.
STATEMENT 1
The major product of addition of HCl upon the alkene (I) is II given below.
------STATEMENT 2
The reaction occurs by carbocationic inter mediate formation and the carbocation.
-------Q. 179.
STATEMENT 1
The reaction given below mainly takes place by path I rather than by path II.
------STATEMENT 2
Organo metallic are strong bases, tertiary halides undergo elimination with such
strong
bases.
Q. 180.
STATEMENT 1
Corey house reaction can be used to prepare both for symmetrical and
unsymmetrical
alkane.
STATEMENT 2
An appropriate example of correy house reaction is the following.
------Q. 181.
STATEMENT 1
------STATEMENT 2
The reaction proceeds via cyclic intermediate mechanism.
Q. 182.
STATEMENT 1
Hydroboration-oxidation leads to syn addition of water to alkene.
STATEMENT 2
In hydroboration oxidation antimarkoniknowf addition takes place
ELECTROPHILIC AROMATIC SUBSTITUION
Q. 183.
STATEMENT 1
The mono bromination of compound I yields the compound II as the major
product.
-------STATEMENT 2
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unsaturated ketones
[Y]
STATEMENT 2
Conjugate acid of tropolone is less stable than conjugate acid of
unsaturated
ketones.
--------Q. 190.
STATEMENT 1
Enol form of cyclohexane -1,3,5-trione is more stable than its keto form.
STATEMENT 2
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It contains
Q. 191.
hydrogen atoms.
STATEMENT 1
mechanism in 1 : 1
carbon
Q. 195.
Rate of reaction of
STATEMENT 1
with
to dimethyl sulfoxide
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is treated with
.
STATEMENT 2
Nucleophilic substance is difficult on aromatic compounds.
Q. 200.
STATEMENT 1
--------STATEMENT 2
Conc. acid give salt formation with ethers.
Q. 201.
STATEMENT 1
Methanol and ethanol can be distinguished by halofrom test.
STATEMENT 2
Methanol is more acidic than ethanol.
Q. 202.
STATEMENT 1
Ether is cleaved by HI through both SN1 and SN2 reaction and the product are
usually
alcohol and alkylhalide
STATEMENT 2
-----CARBOXYLIC ADIS AND ITS DERIVATIVES, AMINES AND CARBOHYDRATES
Q. 203.
STATEMENT 1
------will give haloform reaction where as
------can not give this reaction
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STATEMENT 2
is the only acid which can give haloform reaction.
Q. 204.
STATEMENT 1
------ ON HYDROLYSIS IN ACIDIC MEDIUM PRODUCES ------STATEMENT 2
Protonation takes place on
Q. 205.
Decarboxylation of
STATEMENT 2
STATEMENT 1
ketoacid is a pericyclic reaction.
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In highly acidic medium the hydroxyl amine forms salt and losses its capacity to
act as
nucleophile.
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