hydroarbons ii haloalkanes amines › vikasana › chemistry_2013 › che_c13.pdfchemistry 7] which...
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![Page 1: HYDROARBONS II HALOALKANES AMINES › vikasana › chemistry_2013 › che_c13.pdfCHEMISTRY 7] Which of the following is a wrong combination? 1]Chlorination of methane » free-radical](https://reader036.vdocuments.us/reader036/viewer/2022062603/5f03af527e708231d40a443e/html5/thumbnails/1.jpg)
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CHEMISTRY
HYDROARBONS – II
HALOALKANES
AMINES
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CHEMISTRY
I.HYDROCARBONS – II
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CHEMISTRY
1] The cycloalkane which easily
undergoes ring opening reaction
when heated with H2 and Ni is
1] cyclohexane
2] cyclopentane
3] cyclobutane
4] cyclopropane
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CHEMISTRY
ring opening reaction is a method of
determining order of stability.
1] cyclohexane= resistant to ring
opening
2] cyclopentane = 3000 C
3] cyclobutane = 2000 C
4] cyclopropane = 800 C
Ans: 4] cyclopropane
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CHEMISTRY
2] The cycloalkane which is most
stable according to Baeyer’s angle
strain theory is
1] cyclohexane
2] cyclopentane
3] cyclobutane
4] cyclopropane
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CHEMISTRY
1] cyclohexane = -5˚12`
2] cyclopentane = 0˚ 44`
3] cyclobutane = 9˚ 44`
4] cyclopropane = 24˚ 44`
Ans:
2] cyclopentane
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CHEMISTRY
3] 1,4-dibromobutane is treated with
sodium metal in dry ether. The
product obtained is
1] butane
2] 1-butene
3] cyclobutane
4] 1,3-butadiene
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CHEMISTRY
Intra-molecular Wurtz reaction, also
called Freund reaction.
Ans: 3] cyclobutane
Zinc may be used instead of sodium
Br
Br
Na in dry ether
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CHEMISTRY
4] The most stable conformation of
cyclohexane is
1] chair
2] half-chair
3] boat
4] twist-boat
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CHEMISTRY
Due to least interaction between
C-H and C-C bonds, chair form is most stable
Ans: 1] chair form
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CHEMISTRY
5] In the graph given below ,what do
the positions C and E represent w.r.t
conformers of cyclohexane?
1] half-chair 2] boat
3] twist-boat 4] chair
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CHEMISTRY
Ans: 3] twist-boat
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CHEMISTRY
6] The hybridisation of carbon
atoms and the bond angles in
benzene are
1] sp and 180°
2] sp2 and 120°
3] sp3 and 109.5°
4] sp3 and 120°
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CHEMISTRY
The question is based on VBT
structure of benzene
Ans: 2] sp2 and 120°
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CHEMISTRY
7] Which of the following is a wrong
combination?
1]Chlorination of methane » free-radical
substitution
2]nitration of benzene » nucleophilic
substitution
3]Kolbe’s electrolysis » free-radical
mechanism
4]Cannizaro’s reaction » H (hydride)
transfer
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CHEMISTRY
Aromatic reactions are electrophilic
substitution reactions
Ans:
2]nitration of benzene »
nucleophilic substitution
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CHEMISTRY
8] Which of the following is involved
in Friedel-Crafts methylation of
benzene?
1] H3C 2] H3C 3] H3C 4] CH4
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CHEMISTRY
Friedel-Crafts methylation is an
aromatic substitution reaction, it
requires an electrophile
Ans:
2] (methyl carbocation)
CH3
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9] The product of the following
reaction is
1] toluene
2] xylene
3] diphenyl methane
4] chlorobenzene 19
CHEMISTRY
+ CH2Cl
2
anhyd.AlCl3
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CHEMISTRY
Ans:- 3] diphenyl methane
+ Cl-CH2-Cl+
anhyd.AlCl3
diphenyl methane
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CHEMISTRY
10] During nitration of benzene
using nitrating mixture, nitric acid
acts as
1] Lewis acid
2] dehydrating agent
3] Bronsted base
4] catalyst
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CHEMISTRY
Electrophile in this reaction is
Nitronium ion which is formed when
nitric acid is protonated. Hence
nitric acid accepts proton. Proton
acceptor is called bronsted base.
Ans:
3] bronsted base
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11] which of the following is
aromatic?
cyclopenta cyclopropenyl cyclo cycloocta
dienyl cation cation butadiene tetraene
CHEMISTRY
1] 2] 3] 4]
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CHEMISTRY
Huckel’s rule:- A planar ring with 4n+2 number of delocalised π
electrons is aromatic(n=0,1,2 etc).
Hence 2 or 6 or 10 delocalised π
electrons is must.
Ans:-
n=0, in 4n+2 rule
two π electrons
delocalised
2]
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CHEMISTRY
II.HALOALKANES
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CHEMISTRY
12] t-butyl bromide & isobutyl
bromide are related to each other
as-
1] position isomers
2] chain isomers
3] functional isomers
4] enantiomers
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CHEMISTRY
2-bromo-2-methyl propane,1-bromo-2-methyl propane
(t-butyl bromide) (iso-butyl bromide)
Ans:
1] position isomers
CH3 CH3
CH3
Br
CH3
CH3
Br
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CHEMISTRY
13] The IUPAC name of sec-butyl
chloride is
1] 2-methyl-1-chloropropane
2] 2-methyl-2-chloropropane
3] 2-chloropropane
4] 2-chlorobutane
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CHEMISTRY
Ans:
4] 2-chlorobutane
CH3
CH3
Cl
*
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CHEMISTRY
14] Which butyl bromide is optically
active?
1. normal
2. iso
3. tertiary
4. secondary
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CHEMISTRY
Ans:
4] secondary
CH3
CH3
Br
*
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CHEMISTRY
15] The best reagent to convert an
alcohol into a chloroalkane is-
1. HCl + anhyd. ZnCl2
2. PCl5
3. SOCl2
4. PCl3
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CHEMISTRY
The byproducts must be easily
separable and there must not be
formation of re-arrangement
products
1˚ alcohol 1˚ R-Cl , 2˚ alcohol 2˚ R-Cl
3˚ alcohol 3˚ R-Cl
Ans: 3] SOCl2
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CHEMISTRY
16] ethyl iodide is obtained if –
1] ethanol is heated with HI & red P
2] ethyne is treated with HI
3] ethene is treated with iodine
4] ethanol is heated with I2 & red P.
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CHEMISTRY
Ans: 4] ethanol is heated with I2 &
red P.
CH3CH
2OH + HI CH
3-CH
3
RED P
CH CH + 2HI CH3-CHI
2
CH2 CH
2 + I
2 CH
2I-CH
2I
CH3CH
2OH + PI
3 CH
3CH
2 I
I2 + red P
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CHEMISTRY
17] A characteristic reaction of
haloalkane is
1] nucleophilic substitution
2] electrophilic substitution
3] free radical substitution
4] nucleophilic addition
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CHEMISTRY
The C-X bond is polar and carbon is electron deficient. It is attacked by nucleophiles to substitute the halogen
Ans:1] nucleophilic substitution
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CHEMISTRY
18] when heated with alc.AgNO3 an
alkyl halide that gives yellow
precipitate which is insoluble in
NH4OH, is
1] ethyl bromide 2] ethyl chloride
3] ethyl iodide 4] methyl bromide
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CHEMISTRY
R-X + alc.AgNO3 AgX.
If X is iodine then yellow precipitate
of AgI, which is insoluble in NH4OH
is formed.
Ans:
3] ethyl iodide
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CHEMISTRY
19]
The aqueous solution sodium salt of ‘Q’ on electrolysis gives
1. ethane 2. propane
3. butane 4. methane.
3Br + alc.KCN
dil.HClCH
heatP Q
heat
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CHEMISTRY
Sodium ethanoate gives ethane
during Kolbe’s electrolysis.
Ans:
1] ethane
3Br + alc.KCN
dil.HCl
CHheat
CH3CN
CH3COOHheat
( P )
(Q )
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CHEMISTRY
20] which of the following is not
correct
CH3CH2CH2Br +alc KOH
CH3CH Br CH3 + alcKOH
C2H5 OH + HBr
CH3CHCH3 + Na dry ether
CH3CH=CH2
CH3CH=CH2
C2H5Br
CH3CH2CH3
1]
2]
3]
4]
Cl
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CHEMISTRY
Wurtz reaction does not give alkane
with same number of carbon atoms.
Ans:
CH3CHCH3 + Na dry ether CH3CH2CH34]
Cl
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CHEMISTRY
21] Which of these represents Williamson’s ether synthesis?
1] R-X + Na +Ar-X 2] 2R-X + Na 3] R-X + Ar-H 4] R-X +RONa
dry ether
dry ether
AlCl3
alcohol
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CHEMISTRY
Ans:
4] R-X + RONa alcohol
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CHEMISTRY
22] Grignard reagent is
1] Mg-R-X
2] R-X-Mg
3] R-Mn-X
4] R-Mg-X
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CHEMISTRY
Organo magnesium halide is
Grignard reagent.
Ans:
4] R-Mg-X
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CHEMISTRY
23] Statement A: SN1 involves carbocation.
Statement B: if halogen is attached to chiral carbon then a racemic mixture is obtained.
1] A is correct & B is wrong
2] A is wrong & B is correct.
3] both are correct & B is the correct reason for A
4] both are correct & B is not the reason for A
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CHEMISTRY
SN1
Ans:
3] both are correct & B is the
correct reason for A
z
x
y
Br+
OH-
HO z
x
y
OH
x
y
z
xz
y
+
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CHEMISTRY
24] The final product in the following
reaction is
1] chloroethane 2] ethyl amine
3] ethyl cyanide 4] ethanoic acid
CH3OH + PCl5 AalcNaCN
BH2/ Ni
Cheat
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CHEMISTRY
Ans:
2] ethyl amine
PCl5
CH3OH CH3Cl CH3CN
CH3CH2NH2
alc.NaCN
H2 / Ni
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CHEMISTRY
25] Which of the following is NOT true with respect to SN1 reaction?
1] it is favored by polar solvents
2] it involves concerted process.
3] 3° alkyl halides usually give this reaction
4] change in concentration of nucleophile has no effect on rate of reaction
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CHEMISTRY
concerted process takes place in
SN2 reaction
Ans:
2] it involves concerted process
HO-
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CHEMISTRY
26] Which one of the following is
NOT formed when a mixture of
bromomethane and bromobenzene
is heated with sodium metal in dry
ether?
1] ethane
2] biphenyl
3] propane
4] toluene
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CHEMISTRY
explanation: possible reactions are-
a] CH3Br + CH3BrETHANE
b] CH3Br +C6H5BrTOLUENE
c] C6H5Br + C6H5BrBIPHENYL.
Ans:
3] propane
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CHEMISTRY
III.AMINES
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CHEMISTRY
27] CH3CH2-NH-CH3 in IUPAC
system is
1] N-methyl ethanamine
2] N-methyl ethanamide
3] ethyl methyl amine
4] N-ethyl methanamine
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CHEMISTRY
2˚ and 3˚ amines are named as N-
alkyl derivatives of 1˚ amines.
CH3CH2-NH-CH3 is named as
derivative of ethanamine
Ans: 1] N-methyl ethanamine
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CHEMISTRY
28] nitrobenzene is reduced to
aniline when heated with
1] zinc amalgam and conc.HCl
2] alcoholic KOH
3] bromine and aq.KOH
4] tin and conc.HCl
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CHEMISTRY
Ans:
4] tin and conc. HCl
Note: iron & conc.HCl or LiAlH4 may
be used
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CHEMISTRY
29] Which of the following gives a red
coloured dye on treatment with NaNO2
in dil.HCl, followed by addition of an
alkaline solution of β-naphthol?
N(CH3)2 NHCH
3
1]2]
NH2 CH
2NH
2
3]4]
H3C
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CHEMISTRY
Explanation: The question is based on diazotization which is given by aromatic primary amines.
1] is 3° amine and 2] is 2° amine.
4]behaves like methanamine. Hence 3] gives the reaction
Ans: 3 (toluidine)
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CHEMISTRY
30] Match the bases with their pKb
values
base pKb
a] dimethyl amine i) 4.75
b] methyl amine ii) 9.38
c] aniline iii) 3.38
d] ammonia iv) 3.27
1] a-ii, b-i, c-iii, d-iv 2] a-iv, b-iii, c-ii, d-i.
3] a-i, b-iv, c-ii, d- iii 4] a-iv, b-ii, c-i, d- iii
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CHEMISTRY
Explanation: Due to resonance aromatic
amines are weaker than ammonia. Alkyl
amines are stronger than ammonia due
to +I effect.
a] dimethyl amine i) 4.75
b] methyl amine ii) 9.38
c] aniline iii) 3.38
d] ammonia iv) 3.27
Ans:
2] a-iv, b-iii, c-ii, d- i
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CHEMISTRY
31] trimethyl amine is weaker base
than dimethyl amine (pKb are 4.22
and 3.27).This is explained by
1] steric hindrance in trimethyl amine
2] more +I effect in dimethyl amine
3] difference in hybridization of
nitrogen
4] difference in number of lone-pairs
on nitrogen
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CHEMISTRY
Ans:
1] steric hindrance in trimethyl
amine
N
H3C CH3
CH3
N
H
H3C CH3
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CHEMISTRY
32] -NH2 group in aniline is
1] m – directing due to – I effect
2] o,p – directing due to + M effect
3] o, p – directing due to – M effect
4] m – directing due to + M effect
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CHEMISTRY
Due to resonance the lone-pair on nitrogen is delocalised over benzene ring(+M effect)
Ans: 2] o,p – directing due to + M effect
NH2NH2
Br Br
Br
Bromine water
2,4,6-tribromoaniline
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CHEMISTRY
33] The ring activating nature of
-NH2 in aniline is increased by
converting aniline into –
1] acetanilide (C6H5-NHCOCH3 )
2] anilium ion (C6H5-NH3 )
3] BDC
4] N-methyl aniline(C6H5 - NH -CH3)
C6H5-N 2 Cl
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CHEMISTRY
a methyl group attached to nitrogen eases delocalistion of lone-pair of amino group(by its +I effect towards nitrogen) CH3
Ans: 4] C6H5 –NH-CH3
NH
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CHEMISTRY
34] Azo dyes contain –
1] – CO – NH –
2] – S – S –
3] – N = N –
4] – O – O –
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CHEMISTRY
Methyl orange( azo dye)
Ans:
3] – N = N –
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CHEMISTRY
35] The conversion of m –
nitrophenol into resorcinol involves-
1] diazotization, reduction and
hydrolysis
2] hydrolysis, diazotization and
reduction
3] reduction, diazotization and
hydrolysis
4] hydrolysis, reduction and
diazotization.
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CHEMISTRY
Explanation:
Ans:
3] reduction, diazotization and hydrolysis
OHHC- HO ClNHCHO
NHHCHONOHCHO
4646
246246
2
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CHEMISTRY
36] the number of moles of CH3I
consumed by a 2° amine during
exhaustive methylation is-
1] One
2] Two
3] Three
4] zero
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CHEMISTRY
Explanation:
Ans:
2] Two moles
salt.ammoniumQuaternary
amine 3NH)amine(R2 ICH mole1ICH mole1
233
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CHEMISTRY
37] Predict the product:
etherdryBr Cl + 2Na
1] 2]
3] 4]
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CHEMISTRY
A method of preparing strained ring
is Freund (intramolecular Wurtz)
reaction.
Ans:
3]
(Bicyclo(1,1,0) butane)
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CHEMISTRY
38] Which of the following gives cyclopentane on dry distillation followed by Clemmensen reduction?
1] calcium acetate
2] calcium propanoate + calcium acetate
3] calcium acetate + calcium formate
4] calcium adipate
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CHEMISTRY
Ans: 4] calcium adipate
CH2-CH
2-COO CH
2-CH
2
Ca C = O
CH2-CH
2COO CH
2-CH
2
calcium adipate cyclopentanone
CH2-CH
2
CH2
CH2-CH
2 cyclopentane
Zn - Hg / conc.HCl
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CHEMISTRY
39] The cycloalkane which has highest
heat of combustion per mole of CH2 is-
1] cyclopropane
2] cyclobutane
3] cyclopentane
4] cyclohexane
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CHEMISTRY
Explanation: Most unstable
cycloalkane has highest heat of
combustion per mole of CH2
Ans:
1] cyclopropane
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CHEMISTRY
40] An alkane that gives only one type of monochloroalkane on mixing with Cl2 in presence of sunlight is –
1] neopentane(2,2-dimethyl propane)
2] propane
3] pentane
4] isopentane
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CHEMISTRY
Explanation: Only one type of
monochloro derivative is formed if
all hydrogen atoms are identical.
Ans:
1] Neopentane
H3C
CH3
CH3
CH3
Cl2,sunlightH3C
CH3
CH2
CH3 Cl
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CHEMISTRY
41] Which of the following is
strongest base ?
NH2 NH2
NH2 NH2
2
3 3
1] 2]
3] 4]
NO
CH CH O
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CHEMISTRY
A functional group which opposes
delocalisation of lone-pair of amino
group increases basic nature. Both
3 and 4 are stronger than aniline & 4
is strongest due to +M effect of
methoxy(-OCH3 ) group.
Ans:
NH2
3
4]
CH O
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CHEMISTRY
42] Total number of isomers
(including stereoisomers) formed
when isopentane gets
monochlorinated is –
1] five 2] Two
3] Three 4] Four
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CHEMISTRY
Ans: 1] five
CH3-CH-CH
2-CH
3
CH3
Cl2,h
CH2-CH-CH
2-CH
3
CH3
Cl
CH3-C-CH
2-CH
3
CH3
Cl
CH3
CH3-CH-CH
2-CH
2-Cl
CH3
CH3-CH-CH-CH
3
Cl
*
TWO OPTICAL ISOMERS
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CHEMISTRY
43] When treated with nitrous acid
the amine that smells like spirit after
liberating a colorless gas is
1] CH3-NH-CH3 2] CH3CH2-NH2
3] C6H5-NH2 4] (CH3)3 N
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CHEMISTRY
Explanation: Aliphatic 1˚amines give
alcohol & liberate nitrogen gas
when treated with nitrous acid.
CH3CH2-NH2+HNO2
CH3CH2-OH + N2 + H2O
Ans:
2] CH3CH2-NH2
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44] The reaction of chloroform with
alcoholic KOH and benzenamine
gives
1] C6H5 – CN
2] C6H5 – NC
3] C6H5 – N2Cl
4] C6H5 – NH –C6H5
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The reaction given is carbylamine
test.
Ans:
2] C6H5 NC
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45] Which of the following is
strongest base?
1] C6H5NH2
2] C6H5 – NH – CH3
3] C6H5- N – (CH3)2
4] C6H5- CH2NH2
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Aralkyl amines are stronger bases
than aromatic amines.The lone-pair
on nitrogen is not delocalised.
Ans:
4] C6H5 – CH2 – NH2
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46] Which of the following is NOT
meant for either the preparation or
identification of amines?
1] Methylation
2] nitrous acid test
3] Hofmann bromamide reaction
4] Lucas’ test
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Lucas’ test is used to distinguish
1º, 2º and 3º alcohols.
4] Lucas’ test
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47] (A) + Br2 + 4KOH CH3NH2+ (B)
+ 2KBr+2H2O. The compounds A
and B are –
1] CH3NC and 3KBr
2] CH3CONH2 and 3KBr
3] CH3CONH2 and K2CO3
4] CH3NC and K2CO3
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Explanation: The reaction is
Hofmann bromamide reaction.
CH3CONH2(A) + Br2 + 4KOH
CH3NH2+ K2CO3(B) + 2KBr+2H2O
Ans: 3] CH3CONH2 and K2CO3
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48] The difference between benzene
and cyclohexa-1,3,5-triene is
1] hybridisation of carbon
2] bond-angle
3] carbon-carbon bond lengths
4] number of π-electrons
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benzene cyclohexa-1,3,5-triene
Ans:-3] carbon-carbon bond lengths
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49] one of the following is NOT
related to the uses of aniline-
1] azo dyes
2] sulpha drugs
3] refrigerant
4] paracetamol
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A refrigerant must have a boiling-point
less than the target temperature.
Aniline has very high boiling point , it
can not be used as refrigerant.
Ans:- 3] refrigerant
CHEMISTRY
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CHEMISTRY
50]
The product ‘C’ is-
1] p-bromoacetanilide
2] o-bromoacetanilide
3] p-aminophenol
4] p-bromoaniline
CH3COCl
ABr
2 in CH
3COOH
B Chydrolysis
NH2
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CHEMISTRY
Ans: 4] p-bromoaniline
NH2
Br
CH3COCl
Br2 in CH
3COOH
O NH O NH
Br
NH2
acetanilide
p-bromoacetanilide
p-bromoaniline
hydrolysis
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51] Identify the major product ‘X’ in
the following equation
1] 2-bromobutane
2] 1,2-dibromobutane
3] 1-bromobutane
4] 1-bromobutene
CH2= CH-CH
2-CH
3 + HBr
PEROXIDEX
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The reaction proceeds against
Markownikov’s rule due to the
presence of peroxide (Kharasch
effect)
Ans: 3] 1-bromobutane
Br
2 2 3 + HBr
PEROXIDE
2 2 2 3
1-bromobutane
CH = CH-CH -CH CH -CH -CH -CH
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CHEMISTRY
52] The total number of stereo isomers of the final product in the given equation is
1] two
2] three
3] six
4] four
CH3-CH
2-CH-CH
3
alc.KOH,heatBr
2 in CCl
4
Brmajor product
P Q
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CH3-CH
2-CH-CH
3
alc.KOH,heat
Brmajor product
CH3-CH= CH-CH
3
Br2 in CCl
4
CH3-CH-CH-CH
3
Br Br
* *
2n = 22 = 4 isomers
Ans:- 4] four
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