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233 views42 pages11th Organic
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© © All Rights Reserved
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SECTION -A
NCERT Based MCQs
‘Among the following which element has highest
catenation property? INCERT Pg, 334]
(1) Carbon Q) Silicon
(3) Phosphorous (4) Sulphur
Number of resonating structures possible for
benzene are INCERT Pg. 353]
ay Q2
@ 3 a4
‘The sum of « and n-bonds present in the-given
molecule is INCERT Pg, 335]
oO
ull cH,
(1) 26 (2) 2B
(3) 29 (4) 3
Select the correct expanded form of following bond-
line structure, INCERT Pg. 336]
oH
4
) He —o-n
H
ra
@) H—c=C— —H
q
@) H-c=c—c=c—¢—
bu
noe
(@) H-c=c—C—C—C—H
hoon A
Which among the following is not a heterocyclic,
compound? INCERT Pg. 339],
OH
a) CY 2)
Ss
el] *
of
The correct decreasing priority order of given
functional groups while writing the IUPAC.
nomenclature is INCERT Pg. 344)
(1) > COOH, = SO,H, = COOR, - Coc!
Q =C0OH, ~ $054, - coci,- CooR
(3) - COOH, = COOR, - $0,H, - COCI
(6) COOH, - Cocl, - $0,H, - COoR
Consider the given species. [NCERT Pg. 342]
(CH,).N BF;
CH,0° a
The total number of nucleophiles are
(yo
(2) 2
@) 4
@ 3
Correct IUPAC name of the given compound is
INCERT Pg. 344)
OH
A
(1) 2-methylbutan-2-01
(2) 2-methylbutan-4-ol
(3) 2-methylbutan-1-ol
(4) 2-Ethylbutan-t-o1
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9
10.
n
12,
18.
14,
NEET
For carbocation CH, , which of the following is not
true? INCERT Pg. 350]
(1) Ithas trigonal planar shape
(2) Its shape is derived by the overlap of each of
the three sp? hybridised orbitals of carbon with
corresponding 1 s orbital of hydrogen atoms
) It has one vacant orbital on carbon which is
perpendicular to molecular plane
(@) [thas two vacant p orbital on carbon which are
in molecular plane
Electromeric effect can be observed in
INCERT Pg, 355]
(1) (CHy),0 @) CHOH
@) CH, @) CH,
‘The violet colour developed during the Lassaigne’s
test for sulphur is due to INCERT Pg. 363]
(1) Na,{Fe(CN),NOS] (2) Fe,|Fe(CN).l,
@) Fe(scn), (@) Fe,tFe(ON)),
On complete combustion of 0.25 g of an organic
‘compound 0.22 g of CO, and 0.18 g.of H,0 are
‘obtained. The percentage of C and H respectively
in the organic compound are [NCERT Pg. 364]
(1) 8 and 20 @) 24 and 12
(@) 24 ands (4) 24 and 10
Kjoldaht's method for detection 6finitrogen in
‘organic compounds can be used for
INGERT Pg. 365)
(1) CH.NO,
0
(3) Le
I
H
(4) NH,CONH,
Which of the following is purified by sublimation?
INCERT Po. 357]
(1) Naphthalene
@) Benaoic acid
(8) Camphor
@) Allof these
15. CH=
1H, + HBr» CH, ~ CH, ~ Br.
‘The given reaction is an example of
INCERT Pg. 356]
(1) Elimination reaction
(2) Substitution reaction
(3) Electrophilic addition reaction
(4) Free radical addition reaction
SECTION -B
Objective Type Questions
The element which shows highest catenation
property is
(1) Hydrogen @) Carbon
(3) Oxygen (4) Sulphur
Which ofthe folowing is heterocyclic compound?
(1) Pyrrole (2) Furan
(©) ttiophne @) Allof these
Which ofthe following shows structure of
neohexane?
cnt
(0) 'cH,-dh—cHi,-ch,-ch,—ch,
cH, cH,
(@) cH cH-¢ oH,
ou,
cH,
@) cH-d—cH,-cH,
uy,
cH oH,
(@) oh-6H-ch,- cH
ou,
The incorrect match is
1. CyHan 2 — Alkyne
2 CHoy - Alkene
3 CHonen = Bicyclo alkane
4. Cayo = Alkadiene
Number of primary hydrogen atoms and tertiary ‘C
present in neopentane is
(1) Qand 4
(8) 6 and 1
(2) 9and 0
(4) 12 and 0
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6. The functional group is mainly responsible for 13, The IUPAC name of the compound
(1) Physical properties (2) Chemical eactivty CH, = CHCOCH = CH, is
(9) Biological properties (4) Both (2) & (2) (1) Diviny! ketone
7. The number of C atoms present in allyl vinyl (2) 3-Keto penta 1.4-dene
acetylene is __ and it has __ degree of
tmsaturetion (@) Penta-t ¢-dien-3.one
(t) Tand4 (2) 7and 3 (4). %Ethenyl prop-t-ene-3-one
(@) Sand4 @) Sanda 14, The IUPAC name of the compound
8, IUPAC name for the compound oH - oH,
\/
7 (1), Ethene oxide
(1) S-Methy-4ethyl hexane (2) Ethylene oxide
(2) 3-€thyl4-methy! hexane
(3) 4-thyl-3-methy! hexane
(4) Nonane 15,
9, IUPAC name of the compund
CICH,-CH,-CH, ~CH, ~CH,Br is
(1) 4-Chloro-5-bromopentane
2) 5 Bromo-1-chloropentane
@) Epoxy ethane
(4) Ethylene epoxide
‘The compound which has one isopropyl group is
(1) 223,3-Tevametty pentane
ey Bz-Dimethyl pentane
(3) 2)2, 3-Trimethy! pentane
(@)) 2-Metiyt pentane
(8) 1-Bromo-S-chloropentane 16. The IUPAC name of CI,C.CHO is
(4) 5-Chtoro-t-bromopentane
410. IUPAC name ofthe compound
CH,-CH=cH- C=C -C = CHis
(1) Hopta-2-ene-4, 6- (4) CH,CHO
o
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Organic Chemistry - Some Basic Principles & Techniques
49
31.
32,
33,
36.
36.
a7.
38.
How many alkenes (excluding stereoisomers) are 39,
possible of molecular formula C,H,?
a) 3 (2) 4
(3) 5 (4) 6
CH, — CH, — CH, - O- CH, and 40.
om
cH, CH-0 — cH, are
(1) Chain isomers
(2) Position isomers
a
(3) Metamers
(4) Functional isomers
Which of the following is not an example of
stereoisomers?
(1) Conformers and geometrical isomers 42,
(2) Metamers and optical isomers
(3) Geometrical and optical isomers
(4) Conformers and optical isomers.
The most stable alkene is
(1) CH,CH=CHCH,
(2) CH,=CHCH,CH,
@) (CH,),C=C(CH,),
(4) (CH,),C-CH=CH,
The strongest deactivating group for benzene 4?
nucleus is
(1) -CooH @) No,
(3) -CN (4) CHO
Which of the following is not an electrophile? ha
() GH @) Alc,
+0
@) SF, 4) WoHy.NIOH
:CH, isan
(1) Electrophile (2) Nucleophile
45
() Free radical (4) Ambiphiles
In= NO, , -NH, , -S0,H ; The decreasing order of
ay ay’ a
“1 effect is
) @>ay> ay @ > a> a
@) a> a> @ a> >a)
The nucleophile is not
(1) Lewis base (2) Lewis acid
@) HO (4) Carbanion
‘The most stable carbocation is
() ch,-GH, @ ch-Ga
by,
@ ch-cH-éH, cH,
‘The most stable carbanion is
e e
(1) cHCH, 2) (cH)S
e
o& 9 outs
‘Which resonating structure of formic acid is most
stable?
91
()yp-C=OH
@)HeC-0-H
() Allhave equal stability
Which is the weakest nucleophile?
8
) ond @) choHS
e °
(@) (CH),cHO (4) (CH).cO
The electromeric effect is
(1) Permanent effect
Q) Temporary effect
(3) Pie electron transfer effect
(4) Both (2) & (3)
e 8
o 6
® I 8 r
In CH-HC=C-H and CH-CH=CH-C-H most
0 w
stable is
ao
2 a
(3) Sometimes (1) and sometimes (II)
(4) Both are equal stable
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NEET
48. Which one is incortect match of reactions? 5
a
See, Se
mo hoo
N Ny
on ok Sa 8
Rearrangement
@) CHA CH ar MO ,cH,-cHLOH ;
— Nucleophilc substitution reaction
on *3
@ O HPO, oO +H?
— Elimination reaction
(a) (014,00 84 (cayy,c=cH, +040" st
> Nucleophilic substitution reaction
47. The most stable free radical is
“CO 9
55
“Q «O
48. Which carboxylic acid has highest pK, value?
(1) 4-CooH
NO,
@) HeooH
() C,H,COOH
(4) CCl-COOH
56.
49, The correct statement for a-eliminalomis
(1) Itforms eyale compounds
(2) It forms carbene or substituted carbene
(3) Two atoms are removed from ot and PB positions 57,
ci
4) In ct ¢—c1: «elimination is not possible
oe,
50. Percyclic reaction occurs
(1) Via cyclic transtion state
(2) With formation of carbocation and carbanion
) Breaking and formation of bonds takes place
with time interval
(4) Both (1) & (3)
Number of C atoms which present linearly in vinyl
acetylene is
(2 3
(3) 4 @ 1
In the Lassaigne’s test for nitrogen in an organic
compound, the prussian blue colour is obtained
due to formation of
(1) Fe,iFe(CN),), (2) {Fe(CNS),]
(3) [Fe(CN),NOSP® — (4) [Fe(CN),NOF®
0.756 g of chloroderivative of organic compound
gave 1.148 g of AgCl. What is the percentage of
chlorine in the compound?
(1) 66.85% (2) 34.14%
8) 49.5% (4) 37.59%
(On complete combustion of 0.492 g of an organic
compound gave 0.396 g of CO, and 2.028 9 of
H,0. What Is the percentage of oxygen in the
compound?
(122% (2) 32.25%
0,51 5% (4) 78%
Match the columa to column
‘Column Column-ll
() (NHY,S0,
(i), Sodium fusion
Cariys method
Duira's method
extract
'e Kjeldah's method (ii) N,-gas
4. Lassaigne's test (W) AgNO,
(1) (i), BG), efi), div) 2) av), BG), edi, a4)
(3) ali, BG, of), div) (4) aliv), BU, efi), a4)
The mixture of chloroform and aniline can be
separated into its component best by the method
(1) Distillation (2) Solvent extraction
(3) Sublimation (4) Crystallisation
The percentage composition of an organic
compound is as C = 40%, N = 46,66%, H = 13.3%,
‘The empirical formula of the compound is
(1) CNH (2) CHN
(3) CNH, (4) CNH,
Ammonia released by 1.0 g of an organic
compound containing N in Kjeldaht’s method is
neutralised by 20 mL of 1M H,SO,. The
percentage of nitrogen in the compound is
(1) 65% 2) 56%
@) 46% (4) 24%
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Organic Chemistry - Some Basic Principles & Techniques 51
SECTION -C
Previous Years Questions
1. The most stable carbocation, among the folowing,
is INEET-2019 (Odisha)]
(1) CHy-CH, -CH,
@) (CH,),C-CH-CH,
8
(3) CH, -CH, -CH-CH, - CH,
(4) CHy-CH-CH, ~CH,-CH,
2, The number of sigma (a) and pi (n) bonds in
pent-2-en-4-yne is [NEET-2019]
(1) 10 bonds and 3x bonds
(@) 80 bonds and 6r bonds
(3) 116 bonds and 2x bonds
(4) 186 bonds and no x bonds
3. Which of the following carbocations is expected (0
be most stable?
INEET-2018)
NO, NO,
) O. @ O
YS YH
NO,
od ony
4. Which of the following is correct with respect to
= Leffect ofthe substituents? (R = alky)
INEET-2018]
(1) NH, <-OR <-FQ@) -NR,<-OR<-F
(3) -NR,>-OR>-F (4) -NH, >-OR>-F
5. The correct statement regarding electrophile is
INEET-2017]
(1) Electrophile is a negatively charged species
and can form a bond by accepting a pair of
electrons from a nucleophile
(2) Electrophile is a negatively charged species
and can form a bond by accepting a pair of
electrons from another electrophile
(3) Electrophiles are generally neutral species and
can form a bond by accepting a pair of
electrons from a nucleophile
(@) Electrophile can be either neutral or positively
charged species and can form a bond by
accepting a pair of electrons from a nucleophile
The most suitable method of separation of 1 : 1
mixture of ortho and para-nitrophenols is
[NEET-2017]
(1), Sublimation
(2) Chromatography
(@) Crystalisation
4) Steam distilation
The IUPAC name of the compound [NEET-2017]
°
Il
He L®
(1) $Keto-2methythex-d-enal
(2)/Bormylhex-2-en-$-one
(9) S-methy!-4-oxohex-2-0n-5-al
@)p3-koto-2:methythox-S-enal
In which’ of the following molecules, all atoms are
coplanar? [NEET(Phase-2)-2016]
<0
the electron density is maximum on
[NEET(Phase-2)-2016]
(1) 2and3
@) Sanda
8) 2and4
(4) 2ands
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NEET
10. Which among the given molecules can exhibit
tautomerism? INEET(Phase-2)-2016]
O(a
(1) tony
(2) Both I and I
(3) Both | and I) “4
(4) Both It and i
11. For the following reactions
(@) CH,CH,CH,8r + KOH > ‘6
CH,CH = CH, + KBr + H,0
Hic. CH, HC CH,
Yo Kon + kr
7 ie =o
Which of the following statements is correct? 16
INEET-2016]
(1) (a) is substitution, (b) and (c) are addition
reactions
(2) (a) and (b) are elimination reactions and (c) is
addition reaction
@) (a) is elimination, (b) is substitution and (c) is
addition reaction
(4) (a) is elimination, (b) and (c),are substitution
reactions
12. The pair of electron in the given carbanion,
CH,C-=C2 is present in which of the following
orbitals? [NEET-2016]
(1) sp
@) 2 17
@) sp*
4) sp
13. The correct statement regarding a carbonyl
‘compound with a hydrogen atom on its alpha~
carbon, is INEET-2016]
(1) A carbonyl compound with a hydrogen atom on
its alpha-carbon rapidly equilibrates with its
corresponding enol and this process is known
as keto-enol tautomerism
(2) A carbonyl compound with a hydrogen atom on
its alpha-carbon never equilibrates with its
corresponding enol
(3) A carbonyl compound with a hydrogen atom on
its alpha-carbon rapidly equilibrates with its
‘corresponding enol and this process is known
as aldehyde-ketone equilibration
(4) A carbonyl compound with a hydrogen atom on
its alpha-carbon rapidly equilibrates with its
corresponding enol and this process is known
{as carbonylation
The number of structural isomers possible from the
molecular formula C,H.N is [Re-AIPMT-2015]
(2 (2) 3
@ 4 5
Which of the following statements is not correct for
a nucleophile? [Re-AIPMT-2015]
(1) Nucleophiles attack low e density sites
2) Nucleophiles are not electron seeking
(3) Nucleophile is a Lewis acid
(4) Ammonia is a nucleophile
Consider the following compounds
CH,
cH a)
oH
Ph
I
Ph
—Ph
«Ca
Hyperconjugation occurs [APMT-2015]
(1) Vand 2) Lonly
(3) Wonly (4) Monly
Which of the following is the most correct electron
displacement for a nucleophilic reaction to take
place? [AIPMT-2015]
(1) HC
HA He
® now cees dt
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Organic Chemistry - Some Basic Principles & Techniques
53
18. Given 24
HC, cH,
cH,
H.C. cH,
cH
He, ch,
i
cH,
‘The enthalpy of hydrogenation of these compounds
will be in the order as [AIPMT-2015] 23.
() te @ i> >
@) m>met @) >>
48. In Dumais method for estimation of ritrogen-0:25 g
of an organic compound gave 40 mLof nitrogen
collected at 300 K temperature and 725:mm
pressure, If the aqueous tension at 300 K is,
25 mm, the percentage of nitrogen in the compound 24
is [AIPMT-2015}
(1) 18:76 @) 17.36
@) 1820 (4) 1676
20. Given
CH CH,
°
cH,
cH,
t
°
25,
Ce
" Tf ocx,
Which of the given compounds can exhibit
tautomerism? [AIPMT-2015]
(1) Atland th (@) Vand t
(8) Vand (4) Mand i
In the Kjeldahl's method for estimation of nitrogen
present in a soil sample, ammonia evolved from
0.75 g of sample neutralized 10 mL of 1M H,SO,.
The percentage of nitrogen in the soll is,
[AIPMT-2014]
(1) 37.33 2) 45.33
(3) 35.33 (4) 43.33
‘The structure of isobutyl group in an organic
‘compound is INEET-2013]
(1) CH-CHCH-CH, (2) CH,-CH,-CH,-CH.-
cH,
i
@ He @ cnc cH
Thera Ones is aromatic because it
INEET-2013]
(1) 7 p-orbitals and 6 unpaired electrons.
2) 7p-orbitals and 7 unpaired electrons
(3) 6 porbitalsiand 7 unpaired electrons
(4) 6 p-orbitals and1 unpaired electron
‘The order of stability of the following tautomeric
compoundsis
OH °
[NEET2013]
Q Neri
(4) I> n>
(1) >t
(3) > ml>1
‘Structure of the compound whose IUPAC name is
S-elhyl-2-hydroxy-4-methylhex-3-en-5-ynoic acid is
[NEET-2013]
on on
a) SIC coo 2 Zhreoo
.
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26. Which nomenclature is not according to IUPAC 30, The correct IUPAC name of the compound
system ? IAIPMT (Prelims)-2012]
A
(n] Ors GH-GH-CHcH,
CH,
2-Methy!-3-phenylpentane
@)| cH,-c-cH,-cH,cooH, is (AIPMT (Pretims)-2011]
6 (1) 3-(1-ethy! propyl) hex-t-ene
4-oxopentanoic acid (2) 4EthyL3-propyl hex-t-ene
@)| Brch,-cH=cH, @) 3-£thyl-4-etheny! heptane
1-Bromo-prop-2-ene (4) 3-Ethyl-4+-propyl hex-5-ene
cH, 31. The IUPAC name ofthe following compound is
1
(| CHy-cH-< creche, CK cHLCH,
Br CH, Hew
4-Bromo, 2, 4~di-methylhexane
[AIPMT (Mains)-2011]
27. In Dumas' method of estimation of nitrogen’0:35.9 (1) Afans“$4od0-4-chloro-3-pentene
of an organic compound gave 55 mL/ofy nitrogen,
collected at 300 K temperature and 715:mm
(2)_.cis-@-thloro-3-fodo-2-pentene
pressure. The percentage composition of nitrogen (@) tanis-2-chiora-3-odo-2-pentene
in the compound would be: (Aqueous'tension.at (a). 6&-2-iodo.d-chloro-2-pentene
300 K = 15 mm) [AIPMT (Pretims)-2011]
32, Which of the following species is not electrophilic
() 14.45 in nature? IAIPMT (Mains)-2010]
@) 15.45 ,
@) 16.45 cr @) BH,
4) 17.45 ° °
@) (4)
28. Considering the state of hybridization 6f carben ® Ho @) Nos
atoms, find out the molecule among the following 33, The IUPAC name of the compound
which is linear? TAIPMT (Pretims)-2011) CH,CH =CHC=CH is [AIPMT (Mains)-2010]
(1) CH, -CH, ~ CH, - CH, (1) Pent-t-yn-2-ene
@) CH,-CH=CH-CH, 2) Pent-3-en-t-yne
@ CH,-C=C-cH, @) Pent-2-en4-yne
(4) CH, =CH-CH,-C=CH (4) Pent-t-yn-d-ene
28. The Lassaigne's extract is boiled with conc. HNO, 34. The state of hybridization of C,,C,, C, and C, of the
while testing for halogens. By doing so it
oH oy
[AIPMT (Prelims)-2011] hydrocarbon, cH,-€-CH = CH-GH-C = CH is in the
ras 4 32 4
(1) Increases the concentration of NO; ions cH,
(2) Decomposes Na,S and NaCN, if formed following sequence [AIPM (Prelims)-2009]
(@)_ Helps in the precipitation of AgC (1) 9p. 5p4 sp*and sp (2) sp, sp, spand sp
(4) Increases the solubility product of AgCl (8) 9p, sp, sp? and sp? (4) sp, sp, sp? and sp?
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Organic Chemistry - Some Basic Principles & Techniques
55
36, The IUPAC name ofthe compound havingthe formula 44
CH=C-CH=CH,is _[AIPMT (Prelims)-2009]
(2) butt-yne-dene
(4) 3-butone-t-yne
(1) toutyn-3-ene
(3) 1-butene-3-yne
36. Which of the following compounds will exhibit cis-
trans (geometrical) isomerism?
2
[AIPMT (Prelims)-2009]
(4) Butanet 2) 28utyne
(3) 2-Butenol (4) 2-Butene
87. Inthe hydrocarbon’CH,-CH = CH-CH;-C= CH
65 4 32 I
‘The state ofhybridization of carbons 1,3 and are in
thefollowing sequence [AIPMT (Prlims)-2008]
(1) sp’, sp’, sp (2) sp’, sp, sp* 43.
@) sp, 50, sp" @) sp, sp sp
38. The stabillyofcarbanions in the folowing
8
a Ro=t
»O
a
« Ro=bH
8
4 Ro—8H,
isin the order of [AIPM (Prelims) -2008]
() a>crb>d —@ a>bmerd
brerd>a —#) d>b> ema
® @ ‘s
39. Base strength of
a Hc6H,
b. Ho=GH
isin the order of [AIPMTT (Pretims)-2008
Q) brarc
(@) a>o>b
(1) a>bee
@) c>b>a
40. The general molecular formula, which represents the
homologous series of alkanols is
[AIPMT (Prelims)-2006]
@) CH,0
(4) CH,,.0
(1) CHAO,
@) CH,
‘The correct order regarding the electronegativity of
hybrid orbitals of carbon is [AIPMT (Prelims)-2006]
(2) sp> sp? > sp
(8) sp < sp? < sp?
cl
‘The IUPAC name of AY is
[AIPMT (Prejims)-2006}
(1) 3,4-dimethylpentanoyl chloride
(1) sp> sp < sp"
(3) sp < sp’> sp?
Q) 1-chloro-t-ox0-2, 3-dimethylpentane
(3) 2-ethyl-3-methylbutanoyl chloride
(4) 2, 3-dimethylpentanoyl chloride
Which amongst the following is the most stable
carbocation? [AIPMT (Prolims)-2005]
Hs
ay cH, Ge @) cree
bes Cs
© oH, (@) ClCH,
Which one-of the following pairs represents
sterecisomerism? IAIPMT (Prelims)-2005]
(1) R-CH-R'
OH
cH,
(@) cH,— CH, —CH—cH,ar+ NH,
cH,
oH, —oH, GH — cH,
50.
61
53
NEET
For the given alkane
YVYV
The IUPAC name is
(1) 4,4 dimethy-S-ethyl octane
(2) 6-ethyl2-methyl nonane
(2) 4ethyl8-methyl nonane
(4) 2methyl, -6-propyl octane
Most stable carbocation is
cH, 40H,
o oO @ Oo
CH, CH,
“G6
Arrange the following in increasing order of stability.
(2) (CH), —CH.CH, () (CH),C
(©) (CHy36H (@) CH, GH,
bh,
Wecdcceb—OR>—F
(@) —NR, <—oR>—F 64.
() —NR,>—OR<—F
The incorrect IUPAC name is,
(1) CHy= 6 — GH Cy 2 methybutarea-one
© CH,
@) CH, CH CH- CH,-2, 3-cimetnyneiae
CH, CH,CH, 1
(3) CH, - C= CCH(CH,), - 4-mothylpent-2-yne
(4) CH, ~ GH — GH CH, 2brome3-chlrctané
cl Br
IUPAC name ofthe following is,
CH, = CH—CH,—CH,—
(1) 4, Sshexenyne
H
(2) t-hexene-S-yne
(3) thexyne-S-ene —(@) 1, S-hexynene 2
2
Ch, G ~CHyand CH,=6 — OH, aro
° 3
(1) Resonating structures
(2) Tautomers
(3) Geometrical isomers
(4) Optical isomers
cH,
HG
cH,
‘cH,
(1) 4-cthyi3-methyloctane
Q) 3-methyl-tethyloctane
@) 2, 3-diethylheptane
(4) 5-ethyi6-methyloctane
The molecular formula of diphenyl methane,
isomers are possible when one of the hydrogen is
replaced by a chlorine atom?
(1) 6 4
@) 8 a7
What, isthe hybridisation state of benzyl
SECTION - D
NEET Booster Questions
Which of the following is correct about the following
isomers?
AA AS are chain isomers
AAS AYN aie position
isomers
(3) HCN and HNC are tautomers
(4) Allof these
Which is paramagnetic?
(1) Singlet carbene
(3) Free radical
How many structural isomers are possible when
one of the hydrogen is replaced by chlorine atom?
as Q7
@) 4 (4) 2
(2) Nitrene
(4) Carbonium ion
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4, _Inwhich compoundicompounds nitrogen cannot be (1) (0) & (are tautomers to each other
estimated by Kjeldah's method?
timated by Kjeldah! hod (2) (ll) is more stable than (I)
(1) CHNO, (8) () is keto form whereas (Il) is enol form
@) CHNEN-CH, (@) Allof these
x 9. The maximum number of bonds possible with
ol molecular formula C,H, is
n7 Oe @3
3) 4 4) 5
(@) Alllof these
10. How many primary amines are possible with
Which of the following is bicyclo [4.4. ne?
5 ich of the following is bicyclo [4.4.0] decane’ molecular formula C,HyN?
(3
© CD 2
@) 4
11. Lassaigne's test for the detection of nitrogen fails
9O
6. Choose the incorrect IUPAC name of an organic 9
‘compound
(1) Pent-3- ~CHO > CN > -oH
(@) -CHO > -COOH > -0H > ~CN
(@) “CN >-COOH > ~cHo > -oH
(4) COOH > ~CN > ~CHO > -OH
21
23,
24.
26.
26.
27
Molecular formula ofthe naphthalene
is
) CMe
2) Ciro
8) City
8) Cate
Estimation of halogens except F is done by
(1) Duma's method
(2) Kieldant's method
(@) Carius method
(@) All of these
During the test of S, it is precipitated as
(1) Pbs
Hs
980,
(4) H,S0,
Which of the folowing is a temporary effect?
(1) Inductive effect (2) Electromeric effect
(4) All of these
Identify the most stable carbanion
(3) Resonance effect
pceh
6
(8) H,c-CH,
48
Identify the group showing -I and +R effect
simultaneously
a @ No,
q i
@ by (@) -CoH
Hybridisation of carbon bearing negative charge in
the following structure is
2) sp?
(4) spa
(1) sp
3) sp?
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28. Which of the following is an example of elimination 33.
reaction?
(1) Chlorination of CH,
2) Dehydration of alcohols
@) Nitration of benzene
(4) Hydroxylation of ethene
29. Number of isomeric forms of C,H,N having benzene
ring wil be
7 Od m
@ 5 @ 4
30. The most stable canonical structure of [J] is
N®
Il
ne
35
“ @
(Se
Ne eo
{ll I
N Ne@
® ® ee
N@ @Nn
Il
te Ne
31. The correct order of resonance efergy is
‘CH—OCH,
u
36.
() >> @ Wei
(3) Mead (4) > tat
~yY9
x, CH. CF oe 37
pro
‘The correct order of bond lengths is
(1) 8>B>y>a
@) b>Brary
(@) b> a=B>y
(@) a= p>b>y
NEET
Which among the following species is an ambident
nucleophile?
(1) cH—cR,
@) CH=CH,
(3) CN
(@) Ne,
Given reaction, C,HsBr + NaQH — C,H,OH +
NaB5r is called
(1) Electrophilic substitution
(2) Nucleophilic substitution
(8) Both (1) & (2)
(4) Nucleophilic adeltion
For which of the following molecules (Dipole
moment) # 0
(Ay (8)
ca
#0XQ)— ons {O)—st
© ©
(0) Oni (a)
(2) (A) & (B)
(@) ony (c)
@ ©&®
How many structural isomers of C,H,,OH will be
primary alcohol?
M2 Qs
@4 45
ON oH on OH
2 LO
@ © ©)
The order of the C-O bond lengths among these
compounds is
(1) (A) > (8) > (C)
8) (8) > (A)> (0)
(2) (C) > (B) > (A)
4) ©)>(A)>@)
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Organic Chemistry - Some Basic Principles & Techniques 61
38. Consider the following statements about
0
() The IUPAC nomenciature of the compound is
cyclohexe-2,5-dienone.
(i) The tautomer of it is phenol
(ii) Degree of unsaturation in itis 4,
(©) Hybridisation of each carbon is sp?
Choose the correct statement(s)
(1) Only (i)
@) Gi) & Gil)
@ M&w
4) (, (i) & i)
39. Match the terms mentioned in column | with the
terms in column I
Column | ‘Column It
a. Hyperconjugation (i) Cyclohexane and
‘t-hexene
b. Isomers (i) 6 conjugation
©. Nucleophile (ii) Species that can
receive a pait of
electrons.
d. Electrophile (w) Species that can
supply a pair of
electrons:
(1) agi), bd, ctv), di)
2) ati, BU, cli), atv)
@) ati), BG, ctl, dw)
(4) Gi, BG, ctv), di)
40. In which of the following species resonance is.
(1) cH—€H_NH,
(2) CH=CH—NH,
or
@) cH—8H—BH,
4
42
45.
Which of the following is incorrect statement?
(1) An antiaromatic compound is destabilized by
a closed loop of electrons.
2) (D>},0%is more stable than (Ph),c®
(@) tf there is conjugation between triple bond and
double bond then both 7-bonds of triple bond
are in conjugation with double bond
(4) CH=cH-EH, is more stable than
cH—€H,
‘The total number of structural isomers of C,H,,0 is
7
@s
@) 4
6
The most slable carbocation is
1
N
Q
@)
fe o
~PLO
® o
0.40 g of an organic compound containing
phosphorus gave 0.444 g of Mg,P,0, by usual
analysis. Calculate the percentage of phosphorus.
in the organic compound
(1) 15.5% (2) 38%
8) 62% (4) 31%
‘The best and latest technique for purification and
separation of organic compound is
(1) Chromatography
2) Sublimation
(3) Crystallization
(4) Steam distilation
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HOOK,
46. wht on () coo" > + >—NH>— tH,
I
HOW,
49. The correct order of +1 effect is
0 @) —CH,>—3 >—coo™> —c(cH,),
In this formula which of the hydrogen is the most (3) —c(cH,), >—3 >— coo" >— NH
acidic?
(> (4) —3>—coo">—cicH,),> AH
@e 50, The stability of aky! free radicals is due to
@d (1), Hyperconjugation
@a @ +letfect
oN CHO (3) = 1 effect
47. An An (4) Both (1) & (2)
CHO oN 51. In the given compound
‘Above two molecules are
(1) Chain isomers g
(OH,
(2) Position isomers
@) Metamers OH
H
(@) Alllof these «
48. Aromatic enol is not possible in
The correct order of reactivity of H atoms towards
fee tadical substitution is
(1) 2>4>6>5>3>1
@) 2>4>5>6>1>3
(@) 1>4>2>5>6>3
(@) 3>1>5>6>4>2
52, Which of the following is a correct order of
reactivity of chlorides for given compounds?
odiad
° (1) [>>> vey
2) 1> >> iveV
(4) @) ll>1>IV>Vell
° (4) I> tl> > Vvell
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53. In the given reaction 55. Which of the following should be a sp? hybridised
OH free radical?
©. 21 A (major) cH
NH, (a)
No,
. @ Cr,
©. 214 B (major)
‘OH
A and B are respectively ® o>
OH No, (4) Both (2) & (3)
a 56. The charge on given atom cannot be dispersed on
“ and other atom in
NH, ct ‘OH
" t = ZcHs
() NH éHHCH, § @) THe
N
oH No, cH,
cl .
2 and NG
NH, ‘OH
4 ey () Allof these
57. ‘The correct order of stabilly of given carbocations
oH No, is
on a
8 and oe
NH, OH Aw Lea A Ay
0} Ww 0) 1)
OH No,
() i> vee t (2) 1>1V> >I
@ and @) > trie t (@) Wt mil
NH. oe 58. The correct order of stability of given carbocations:
a a is
54. The least reactive alkene towards dil. HCl is NO,—CH,—CH, NH,—CH,—¢H, CH,—o—¢H,
rO} (u) cD
ch, cH, * *
ca’ Ho— én, NH—G No,—¢H,
cH” cH, (wy ™) mw
CH,O—CH,—CH,
(2) CH,—CH=CH, wp
cH. (1) Vil> i> > V>V>1>v1
@ Jo=cr, (2) V>ill> IV> 11> Vi>1> vi
cH
° (3) V>lV>ill>ll>Vvil>l>vi
(4) CH=CH, (4) i> > vile tile > vey
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60. In which of the following rearranged 3° carbocation
ie will not be formed?
59, # oH
—tL+ Intermediate (Major) bs
The most stable carbocation is ogy,
. 4 H—cH,
oF” ra ®
CH, x, >
3) +
@) oN (4) ®
(4) Both (1) & (3)
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NCERT Based MCQs
INCERT Pg. 382]
2CH, CH, +30, MUCHO 9x. 2H,0,
Product X is
(t) CHCHO
(@) CH,CH,OH
(8) CH,COOH
(4) CH,—CH,— 0 -CH,- CH,
2. The catalyst that can be used in aromatisation
1. Consider the given reaction.
reaction is/are INCERT Pg, 382]
(1) 61,0, @) V,0;
(8) Mo,0, (4) All of these
3. The alkene X on reductive ozonolysis gives:
‘CH-G-CH, and HCHO. Alkene X is
INCERT Pg. 394]
(@) CH,-CH= CH,
(@) CH, -CH- CH=CH,
() CH,-CH=CH-cH,
4, Alkyne X which when passes through hot iron tube
at 873 K forms Benzene, Alkyne X is
INCERT Pg. 396]
(1) Butyne
(2) Propyne
(8) Acetylene
(@) Pentyne
Nae NS
5, CH,-cH=c-H,€
Products A and
8
INCERT Pg. 387]
B respectively are
(1) Trans-2-butene and cis-2-butene
(2) Cis-2-butene and trans-2-butene
(8) Both cis-2-butene
(6) Both trans-2-butene
The most stable conformation of n-butane is
INCERT Pg. 384)
CH, H,
H,
“0 2
H,
H, cH,
CH, H
® CO)
H +H,
CJrcvecom silt Product P is
INCERT Pg. 402]
(1) CHCl
2) CHCl,
(3) CCl,
(4) CHCl
‘The number of carbon atoms in the alkane obtained
by the electrolysis of aqueous solution of sodium
salt of ethanoic acid is INCERT Pg. 375]
(1) 8 (2) 2
@) 6 a) 4
‘The alkane having high boiling point among the
following is INCERT Pg. 380]
(1) Methane
(2) Ethane
(3) Propane
(4) Butane
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NEET
10. CH=CH,+ Br, 22> Product (A).
INCERT Pg, 389]
Product Ais
(1) 1,2-Dibromoethane
Q) *bromoethane
(3) 1,1,2-Tribromoethane
(4) 1,1,2,2-Tetrabromoethane
HBO:
n
CHECH=CH—
Her yg
INCERT Pg. 390]
A and B are related as
(1) Chain isomers ) Position isomers
(3) Functional isomers (4) Tautomers
12, Dihedral angle in staggered conformation of ethane
is [NCERT Pg. 383]
oo @w
(3) 60" (4) 90°
cH,
1. CYS acan, — INCERT Pat
Compound Ais,
(1) Toluene
(2) Benzene
@) Cyclohexane
(4) Hexanol
14. Which of the following does not act as an oxidising
agent? INCERT Pg. 382]
(1) Mo,05
(2) (CH,COO),Mn
@ KMno,
@) UAH,
15. Reductive ozonolysis of 2-methylpropene gives
INCERT Pg, 391]
(1) Acetone and Ethanal
Q) Ethanal and Ethanol
(3) Methanal and Acetone
(4) Methanal and Ethanal
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SECTION -B
Objective Type Questions
The difference in potential energy between eclipsed
and staggered form of ethane is
(1) Zero kJimol
(2) 12.5 kJ/mol
(3) 22 kJ/mol
(4) 44 kuymol
Eclipsed form of ethane has higher energy due to
(1) Torsional strain
(2) Dipole moment
(3) van der Waal's strain
(4) Hydrogen bonding
The angle strain in eyclopentane is
OR
(2) 28"
9) 44°
@) 108"
Which’one is not aromatic compound?
OA @
O °
(3) xe @® a
The incorrect match is
am tid = Antiaromatic
CO) ~ romate
Y
4
@) a — Non-aromatic
@) A — Aromatic
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Hydrocarbons 119)
6. Which one of the following statements is not
correct for sigma- and picbonds formed between
two carbon atoms? 10
(1), Sigma-bond is stronger than a pi-bond
(2) Bond energies of sigma- and pi-bonds are of
the order of 264 kJ/mol and 347 kJ/mol,
respectively
(@) Free rotation of atoms about a sigma-bond is
allowed but not in case of a pi-bond
(4) Sigma-bond determines the direction between
carbon atoms but a pi-bond has no primary
effect in this regard
CH, 11
rf
(1) CH,-G -CH,COONa
oh,
4
cH,
(3) CH,-CH,— cy — CH, - COONa,
(4) Both (2) & (3) 8.
8 On electrolysis of sodium succinate the alkene
obtained is and nature of solution after
electrolysis is
CH, cH,
() Ti and acigic §—@)_ I and basic
cH, cH,
cH cH,
@) Ii and acidic —@)_T* and basic
cH cH,
8, Which one is not prepared by Wurtz reaction?
(1) CH,
2) MOH
@) CH,
ae
(@) CH,-CH-CH- CH,
ye ye
In CHeG-OH, CH-GHLOH, CH-CH-CHOH
CH,
0 wy a
The ease of rate of dehydration is
(> a> ay
(2) (> (> ny
@ a> ao
4) (> (ly >
CH.CH,
‘can be prepared by
(1) Wurtz reaction
Q) Filtig reaction
(3) Wurtz‘fitig reaction
(4) Frankland Feaction
MgC, +40 +@ SOO;
hie incorreG Statement for C is
(1) Compound *C" is CH, - C
(2)-°C* gives positive Tollens test
(8) In compound "C" all four C are linearly present
(4) Compound "C* on ozonolysis gives diketone
In the following compounds, the decreasing order
of BP. is
‘CH, — CH, - CH, — CH, — CH, - CH,
0
oH,
CH,-CH-CH,- CH,-CH,
a)
cH,
cH,-¢—CH,—cH,
cH,
(i
> a> amy
(2) (1) > (>
(3) (> (iy >)
@ a> ao
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14,
16.
16,
17.
18.
19.
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NEET
cH,
I on
CH,- CH - CH, CH (A) 5
Major
‘The compound "A" is
on
0) oh -GH-cH-H,
a
on,
2) oH, Gc, cH,
b
oH,
2) cH, GH -CH,-cH,CI
cH.cl
1 04, -6 04-04
H
Octane number's zero for
(1) hexane (2) mheptane
@) Iso-octane (@) Gasoline
n-hexane on heating in presence of Cr,0, gives
(1) Cyclohexene
(8) Cydlohexyne
The incorrect match is
(2) Benzene
(4) Nonesfthese
Hydrocarbons Octane numbers
(1) 1-propanol - 18
2) 25dimethyluran —— 101
(8) Ethanol - 109
(4) Isooctane - 0
‘A mixture of ethyl iodide and n-propyl iodide is
subjected to Wurtz reaction, The hydrocarbon
which will not be formed is
(1) Butane
(3) Pentane
Indicate the expected structure of the organic
product when ethyl magnesium bromide is treated
with heavy water (0,0)
(1) CHeC.H,
2) Propane
(4) Hexane
@ CH,0D
@) Sodium benzoate (4) C,H,D
20.
21
23,
24
26.
In iodination, for preparation of iodomethane
compound used is
() Ho,
(3) Both (1) & (2)
(2) Ha0
@ HI
In chlorination, the relative rate of abstraction of H
of 3°, 2° and 1° H atom respectively is
(1) §:38:2 2 §:38:4
(3) 1600: 82:1 (4) 1600: 5: 82
on
mY 28% pe compen
2 Major
cH,
a O 2 a
°
oot
When butyne-2 is reacted with Na in liquid
ammonia in, presenes of C,H,OH then the major
product formed is
(1) Cisbutené-2
(2) Trans-butene-2
(8) Butene-1
(4) No reaction
of CoH MSE)
cone. 150,
SEE (B)
The product (8) is
(1) Mesitylene
(2) Toluene
@) 1.8,S-timethy! benzene
(4) Both (1) & (3)
cH-c=c-cH, MEM @ |
rscsco, Oa.
(H.c00)
The minimum heat of hydrogenation is in
ow
2) 8)
(3) Both have equal
(4) Cannot predict
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26. In which ofthe folowing reactions, Markowrikov's
tule is not observed ? 4 Cy (ey
(1) CHCH= CH, +HoI— @HO/OH (Major)
(2) CH,CH= CH, + HBr__Organic Peroxide
@) CH,CH= cH, + Her— “ Cw, 2 Chor
(@) CH,CH= CH, +H,80,—>
oH
27. CH, - CH, - CH, and CH, — C = CH can be OH
distinguished by (3) (4)
(1) Bacyers reagent @) Tolln's Test on
(3) BryCcl, (4) Allof these b ’
Jano, 801, Gy MUO,
28. C,H,CH,CH,CH, is when oxidised inthe presence 34 I, “HORS. (@) Es @; Compound B is
of alk, Kind, the product obtained is moe a
() GyH,cHO @) GH,c00H (8) cH,COoH (@) CH,COONa
@ CHCHCHCHO (4) None ofthese ch, suns CuS0,
22, Inan attempt to prepare propane by Wurtz reaction, conawous crystal o bhi
t aole at'meth 35. (Uh ®@O
mole of methyl bromide and 1 mole-of ety! at +@+OrO
30.
3
32.
bromide are treated with sodium. Assuming equal
probabily forall possible reactions, how many gratis
of propane will be obtained?
(1)
(3)
44g @ 29
“4
39 @ Fe
Addition of HBr to 2-methyl-t-propené in the
presence of hydrogen-peroxide produces:
(1)
(2)
@
@)
1-Bromobutane
2-Bromopropane
2-Bromo-2-methylpropane
1-Bromo-2-methylpropane
Keno,
CH,CH, ey. Here Y is
(ty
@
8
@)
bso,
Benzaldehyde
Toluene
Benzoie acid
Ethylbenzene
CH, SH SX. Here, Xis
(1)
3)
Maleic anhydride (2) Acetic acid
Propanoic acid (4) Succinic acid
Turis lime H,0 milky
Compound A, B and C are respectively
°
(1), CHO, H,0 and a
°
@ C)co,enaHo
9
cH,
cH
Ne =¢-cH=cu, 22 _,;
cH,
(0,
(@)2n0
22. _@1®s©;
Which one is not A, 8, C?
°
() cH-G-cH, —@ co
(3) ch, -6-cHo (4) CH,CHO
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NEET
I
cn
CO 230-0
A.B, C is/are
(1) CH, ~6-6-cH (2) ve
° CHO 45.
°
@) cH,-E-cHo
38. Baeyer's reagent is
(1) 1% Alkaline KMnO, (2) Acidic KMnO,
(4) Allof these
(3) NoutralKMno, (4) Aq. Br, solution
39. Acetylene when oxidized with chromic acid gives
(1) Ethylene glycol (2). Oxalic acid
(3) Formic acid (4) Acetic acid 46.
40. Benzene undergoes substitution reaction more
easily than addition because
(1) thas a cyclic structure
(2) Ithas three double bonds
@) Of delocalization of electrons
(thas six hydrogen atoms
® arog 7
41. Ethylene + S,Cl, >
(1) Lewisite
(@) Mustard gas
The compound
(2) Mustard ol
(@) Insecticide
42. Ph—-CaCH+H,O—=" + «as The reaction 4:
is an example of
(1) Electrophilic addition
(2) Nucleophilc addition
(@) Free radical addition
(4) Electrophilic substitution
3 Grow, c= cH, 4G Compound
(1) tsopropy! benzene
(2) Cumene
(8) An aliyl derivative of benzene
(@) Allofthese
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In sulphonation of benzene; electrophilic reagent
used is
() 8044 @) so,
7 @ 2
® o=§= (@) 80,6H
Cor norencr sss wae
The product "is
CH,CH(CH,), cick),
0 ®
CHACH,).CH,
@) (4) All of these
Which one is 0, p-directing group for electrophilic
substitution reaction?
9 °
(y= = OH (2) -C-NH,
@ Me (4) -NO,
Benzene +Cl,— > A, Ais
(1) Cyclohexane (2) Gammaxane
(@) Chlorobenzene (4) 1,4-dichlorobenzene
CH,-CH=CH-cH, cH, +@) ;
Major
Compound "A"
(1) ‘CH, (CH, GH — CH, CH,
1
(@) CH cH CH, cH,
1
on,
©) CH,-2-c8,-0h,
1
ve
4) CH. G- CH
CH,
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Hydrocarbons 123
49. The electrophile which attacks in Friedel-Craft
acylation is,
i.
(1) R-c®
oF
i
@) R-c
o
i
@) R-C-0
(4) Both (1) & (3)
50. Which of the following shows geometrical isomerism?
(1) Butt-ene
(2) But2-ene
@) Prop-t-ene
(4) Pent-1-ene
SECTION -C
Previous Years Questions
1. Inthe following reaction,
redhot
HyC- C= CHES 5A, the
number of sigma (a) bonds present in the product
Ais [NEET-2019 (Odisha)]
(1) 18
@ 2
@ 9
@) 2%
2. The most suitable reagent for the following
‘conversion is
H.C
H,C—C= C- CH, —>
‘is-2-butene.
INEET-2019]
(1) Nafiquid NH,
(2) H,, PaIC, quinoline
(3) ZnCl
() HoH", HO
‘Among the following, the reaction that proceeds
through an electrophilic substitution, is
[NEET-2019]
°@ Quattor cl
a cr
‘Af alkene "A" on reaction with O, and Zn-H,O
gives propanone’and ethanal in equimolar ratio,
Addition of HCI to alkene "A" gives "B" as the
major product. The structure of product "B" is:
[NEET-2019]
cH, cH.cl
|
(0 CLCH.-CH-GH @) H,0-CH,-CH-CH,
CH,
cH, oe
I
®) He-cHeE-cH, 1) HIC-H-GH
a a cH,
Hydrocarbon (A) reacts with bromine by
substitution to form an alkyl bromide which by
Wurtz reaction is converted to gaseous
hydrocarbon containing less than four carbon
atoms. (A) is [NEET-2018]
(1) ct
=cH
(2) CH, =CH,
(3) CH,
(4) CH, -CH,
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6
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NEET
The compound C,H, undergoes the following
reactions INEET-2018]
Cptlp 222! 5 4B yp ZNO!
‘The product Cis
(1) m-bromotoluene
(2) o-bromotoluene
(3) p-bromotoluene
(4) 3-bromo-2,4,6-trchlorotoluene
Which of the following molecules represents the
order of hybridisation sp’, sp, sp, sp from left to
right atoms? [NEET-2018]
(1) HC=C-C=CH
(2) CH,=CH-C=CH
(8) CH, -CH=CH-CH,
(4) CH, = CH CH=CH,
Predict the correct intermediate and product in the
following reaction INEET-2017]
Heo: 150,
intermediate —» product
“ ®,
OV AIH —Gm=cH, BKC —G— Gt
SO, °
cH,
@ ArHo—e Be
OH SO,
@) A:HC—
B:HC—
I
OH °
Qa he e— on,
Which one is the correct order of acidity?
INEET-2017]
(1) CH, = CH, > CH, — CH = CH, > CH, —C
CH> CH=CH
(2) CH = CH > CH, - C = CH > CH, = CH, >
CH, —CH,
(@) CH = CH > CH, = CH, > CH,-C = CH>
CH, —CH,
(4) CH, - CH, > CH, = CH, > CH, - C= CH>
CH=CH
10.
11
12,
13,
With respect to the conformers of ethane, which of
the following statements is true? [NEET-2017]
(1) Bond angle remains same but bond length
changes
(2) Bond angle changes but bond length remains.
same
(3) Both bond angle and bond length change
(4) Both bond angles and bond length remains
same
Which of the following can be used as the halide
component for Friedel Crafts reaction?
[NEET(Phase-2)-2016]
(1) Chlorobenzene
(2) Bromobenzene
(2) Chloroethene
(4) dSopr6pyl chloride
Which ofthe following compounds shall not
produce propene by reaction with HBr followed by
elimination or direct only elimination reaction?
INEET(Phase-2)-2016]
He
O18 2) Hjc—C*cH,oH
H,
Hy
@ H.c=c=0 — (@) H.C—C*CH,Br
In the given reaction
CaO hep
the product P is, INEET(Phase-2)-2016]
5 F
” @
® Qh, 6
; 8, Pusa Road, New Delhi-110005 Ph.011-47623456 NEET
Hydrocarbons 125)
14. The compound that will react most readily with
gaseous bromine has the formula
INEET(Phase-2)-2016]
(1) Gy 2) CH,
@) CHyo @) CH,
15. The correct statement regarding the comparison of
staggered and eclipsed conformations of ethane is
INEET-2016]
(1) The staggered conformation of ethane is more
stable than eclipsed conformation, because
staggered conformation has no torsional strain
(2) The staggered conformation of ethane is less
stable than eclipsed conformation, because
staggered conformation has torsional strain
(3) The eclipsed conformation of ethane is more
stable than staggered conformation, because
eclipsed conformation has no torsional strain
(4) The eclipsed conformation of ethane is more
stable than staggered conformation even
though the eclipsed conformation has torsional
strain
16. Inthe reaction
-cwcn tna x_anaeisety
X and Y are [NEET-2016]
(1) X= 1-Butyne; ¥
(2) X= 1-Butyne; ¥
(@) X= 2-Butyne; Y = 3-Hexyne
(4) X= 2-Butyne; ¥ = 2-Hexyne
47. Consider the nitration of benzene using mixed
conc, H,SO, and HNO,, If a large amount of
KHSO, is added to the mixture, the rate of
nitration will be INEET-2016]
(1) Doubled (2) Faster
3) Slower (4) Unchanged
18. 2,3-Dimethyl-2-butene can be prepared by heating
which of the following compounds with a strong
acid’? [Re-AIPMT-2015]
(1) (CH,),C = CH -CH, - CH,
(2) (CH,),CH - CH, - CH = CH,
(8) (CHy,CH-CH- CH = CH,
cH,
(4) (CH,),C - CH= CH,
19,
20.
21
In the reaction with HCI, an alkene reacts in
accordance with the Markavnikav's rule, to give a
product 1-chloro-1-methylcyciohexane, The
possible alkene is [Re-AIPMT-2015]
ch cH,
10 Ow @) Oe
CH,
(3) (A)and (8)
4) O
A single compound of the structure
oh oH
OH NEN ION
1c” Ho” No
HH,
is obtainable from ozonolysis of which of the
following eyclic compounds? [AIPMT-2015]
He.
a Cea 2 De
cH,
He: HC ch,
® D ® cs
He
The reaction of C,H,CH = CHCH, with HBr
produces [AIPMT-2015]
CH= CHCH,
“ @ cHLcHCH.CH,
Br
6) cacHeHoH,
Br
(4) C,H,CH,CH,CH,Br
Which ofthe following organic compounds has same
hybridization as its combustion product-(CO,)?
[AIPMT-2014)
(2) Ethyne
(4) Ethanol
(1) Ethane
(3) Ethene
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23. Some meta-directing substituents in aromatic 29.
substitution are given. Which one is most
deactivating? INEET-2013]
(1) -S0,H
(@) -cooH
@) -NO,
(@) CN
24. Which of the following compounds will not undergo
Friedal-Crafts reaction easily? [NEET-2013) 90.
(1) Xylene
@) Nitrobenzene
(@) Toluene
(4) Cumene:
25. Among the following compounds the one thatis most
reactive towards electrophilic nitration is,
[AIPMT (Prelims)-2012]
(1) Toluene (2) Benzene
(3) Benzoic acid (4) Nitrobenzene
26. Which of the following reagents will be able-to
distinguish between 1-butyne and 2-butyne ? a
[AIPMTT (Mains)-2012)
@ el
4) Br,
(1) NaN,
@) 0,
27. Which one of the following is most reactive towards,
electrophilic reagent? [AIPM (Prelims)-2011]
a) (2) ox
‘CH,OH ‘OCH,
9
"
28. Liquid hydrocarbons can be converted to a mixture
of gaseous hydrocarbons by
[AIPMT (Prelims)-2010]
32,
33,
(1) Oxidation
(2) Cracking
@) Distilation under reduced pressure
4) Hydrolysis
‘Aakash Educational Services Limited - Regd, Office : Aakash Tow:
‘The reaction of toluene with Cl, in presence of FeCl
gives X' and reaction in presence of light gives 'Y
‘Thus,"X'and'Y'are ——_[AIPMT (Prelims)-2010]
(1) X=Benzal chloride, Y = o-chlorotoluene
(2) X=mchlorotoluene, Y = p-chlorotoluene
(3) X=o-and p-chlorotoluene, Y= Trichloromethy!
benzene
(4) X=Benzyl chloride, Y = m-chlorotoluene
In the following the most stable conformation of
r-bulaneis {AIPMT (Prelims)-2010]
oH,
oF oy, ne St
o wy @ w&
4
woe CH,
CH, CH,
ch, #
Q) @
Oy ®,
ci HH 4 LOH
Benzene.reacts with CH,Cl in the presence of
anhydrous AICI, toform [AIPMT (Prelims)-2009]
(1)b>arc
Benzene b. Toluene
Chiorobenzene ——d._- Phenol
[AIPMT (Prelims)-2007]
39,
(2) a>b>crd
@) b>d>arc
) d>e>b>a
35. Prot the product G obtained inthe following
reaction «a
cH,cH,-C=cH+HcI+8 —HL yc
[PMT (Pretims)-2007
' “4
(1) CH,CH,— g —CH,
cl
@ Oho -cH,cH)
d
|
= cH- ch, E
h
|
chy-ch,-dH-crycr
26. Which one ofthe follwing alkenes wl ree ests
with H,under ata hycrogenationcondlons?
[AIPMT (Prelims)-2005]
R 4 R Rg
1» —< @9
0 IX, ® po,
® R R R
@) n7 Ny 4) rR” uy
(R= Alkyl substituent)
‘Questions asked Prior to Medical Ent.Exams. 2005 4
37. Which is maximum stable?
(1) Butt-ene
(@) trans-but2-ene
(2) cis-but2-ene
(4) All have equal
Geometrical isomers differ in
(1) Position of functional group
Q) Position of atoms
(3) Spatial arrangement of atoms
(4) Length of carbon chain
The correct order of reactivity towards the
electrophilic substitution of the compounds
aniline (!), benzene (ll) and nitrobenzene (Il) is
Q emt
(4) 1> eu
(1) >>
(@) I< il
‘The reactive species in the nitration of benzene is,
(1) NO3 (2) No,
@) No," (4) Nox
HC FH CH=CH,+ HEr—> A
cH,
Ai(predominainty) is
(1) CHs-CHOCH—CH,
oy be
(2) ‘CH—CH—CH;-CH,Br
bu,
er
@ cH-b—cH.c,
bu,
(4) CH—CH—CH—CH,
br oH,
‘The alkene R-CH = CH, reacts readily with BH,
and the product on oxidation with alkaline hydrogen
peroxides produces
(1) Ro
O @) RCH GH,
OH OH
I
cH,
(3) R-CH,-CHO (4) R-CH-CH,-OH
Electrophile in the case of chlorination of benzene
in the presence of FeCl, is
aa
@) cr
(2) FeCl,
(4) ct
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NEET
44, ‘The bond length between central carbon atom and
‘other carbon atom is minimum in
(1) Propene (2) Propyne
(8) Propane (4) Pentane
45. Which of the following is used as an anti-knocking
material?
(1) Glyoxal (2) Freon
(@) TEL. (4) Ethyl alcohol
46. Which of the following reaction is expected to
readily give a hydrocarbon product in good yields?
(1) HCH, 8
@) (cH,),ccl22,
(@) ROOK SEE
(4) RCOOAg >
47. Ina reaction
‘CHOH
CH, = CH, —teeaeiaos E> GHOH
whore M = Molecule and R = Reagent. M and R
are
(1) CH,CH,OH and He!
2) CH,-CH, and heat
(@) CH,CH,Cl and NaH
(4) CH,CLCH,OH and ag. NaHCO,
48, The cylindrical shape of alkyne is due to
(1) Two sigma C-C and one 1 C-C bonds
(2) One sigma C-C and two x C-C bonds
(8) Three sigma C-C bonds
(4) Tiree C-C bonds
49. In the commercial gasolines, the type of
hydrocarbons which are more desirable is
(1) Linear unsaturated hydrocarbon
2) Toluene
@) Branched hydrocarbon
(4) Straight-chain hydrocarbon
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51
53
87
The most stable conformation of n-butane is
(1) Gauche (2) Staggered
(3) Skew boat (4) Eclipsed
Which one of these is not compatible with arenes?
(1) Electrophillc additions
(2) Delocalisation of r-electrons
) Greater stability
(4) Resonance
When acetylene is passed through dil. H,SO, in
the presence of HgSO,, the compound formed is
(1) Acetic acid (2) Ketone
(3) Ether (4) Acetaldehyde
In Friedel-Crafts alkylation, besides AICI, the other
reactants are
(1) GH.+CH,Cl 2) CH, + CH,
(@) GH, #NH,—NH, (4) C,H, + CH,COC!
Gaftimexané is
(1) Bromobenzens
@) Benzyl Chioride
(@) Chlorobenzene
(4)Benzene hexachloride
th Friedel-Crafts reaction, toluene can be prepared by
(@) GH, + CH,CI
2) GH.CI+ CH,
8) G\H, + CH,Cl,
(4) GH, + CH,COCT
2-butene shows geometrical isomerism due to
(1) Restricted rotation about double bond
(2) Froe rotation about double bond
(@) Free rotation about single bond
(4) Chiral carbon
Dihedral angle in staggered form of ethane is
oo
@ 120°
(@) 60"
@) 180°
; 8, Pusa Road, New Delhi-110005 Ph.011-47623456 NEET Hydrocarbons 129
58, Which alkene on ozonolysis gives CH,CH,CHO 63. One of the following which does not observe the anti-
and CHECH,? Markownikoft’s addition of HBr, is
(1) Pent-2-ene (2) Propene
cH
8) But2-ene (4) But-t-one
(1) CH,CH,CH: f a 7
(1) cH,COcH, 4 ‘ 4
Ht Hf Y
@) CH,COGH, + CH,COOH
(8) CH,COCH, + CH,CHO
HH
a OH
(4) CH,CHO + CO, lH. on
61. Products of the following reaction ® ho. 4)
o,remar H H
00 i H T
CHyC = CCH, CH, —BOsiehst_> are
“ 66. Reaction of HBr with propene in the presence of
ae peroxide gives
(1) CH,-C-C-CH,—cH, (1) Isopropyl bromide (2) 3-bromo propane
@) Aly! bromide (4) n-propyl bromide
67. Which one of the following is a free-radical
substitution reaction?
(4) CH,COOH + CH,COCH.
© He ss CH, Boling, CHC!
62. Which of the compounds with molecular formula 0 +c,
Hip yields acetone on ozonolysis?
Aon. ACh, CH,
(1) S-methylbut-1-ene @ i) sono OI
(2) Cyclopentane
cH,c! CH.NO,
@) 2methybut-1-ene ° or + AgNO, —> oO
(4) 2methylbut2-ene (4) CH,CHO + HCN > CH,CH(OH)CN
(2) CH,COOH + HOOC.CH,CH,
(3) CH,CHO + CH,CH,CHO
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68. Using anhyerous AIC, as cals, which one of he 74. Inthe flowing reaction
folowing reacions produces ethylbenzene (PhE!)? inte
OpHyCHyBr BEM X, eho progt is
(1) HyC-CH,OH + OH,
@) CH,- CH=CH, + c4H,
(8) H.C = CH, + C,H,
(@) H.C - CH, + C,H, 75.
69, Given reaction
= rsx HB +Yinein prods
Y inthe reaction i
(1) Hexane 76.
(2) Cyclohexane
(3) Cyclohexylcyclohexane
(4) Cyclohexylether
70. Monobromination of 2-methylbutane gives how many
distinct isomers?
(1) One Q) Two
() Thee (4) Four
71. When CH,CH,CHCI, is treated with NaNH,, the
product formed is
7
(1) CH, - CH = CH,
(@) CH,-C=CH
NH,
@ cH.cH,ch
NH,
cl
@) CH,CH.CH
NH,
72. 2-Bromopentane is heated with potassium ethoxide
in ethanol, The major product obtained is
(1) trans-pent-2-ene
@) Pentt-ene
(@) 2ethoxypentane
(@) cispent-2-ene
73, An organic compound A(C,H,Cl) on reaction with
Na/diethyl ether gives a hydrocarbon which on
monochiorination gives only one chloro derivative
then, Ais
(1) butyl chloride
(2) Secondary butyl chloride
@) Iso butyl chloride
(4) butyl chloride
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(1) C\H{CHOCH,C,H, (2) C,H,CH,OH
(8) CH.CH, (4) C,H,CH,CH,C,H,
When 3, 3-dimethyl 2-butanol is heated with
H,SO,, the major product obtained is
(1) 2, 3dimethy! 2-butene
(2) cis and trans isomers of 2, 3-dimethy! 2-butene
3) 2, 3-dimethy! 1-butene
(4) 3, 3-dimethy! 1-butene
Identify Z in the sequence of reaction
CH, —CH, —CH= CH, oem 2
(1) CH-CH-CH-cH,
br
(2) Chiy=H, - CH, - CH,
(0), CHeeH=CH=ctt
br
(4) None of these
In the following reaction
Br
on,
He--c)
cH,
Hon
=CH"" > A + B
(Major (Minor
Product) Product)
‘The major product is
CH
1
(9) Hoe Git,
CH,OH
cH
1
@ Hho-G-CHeets
cH, OH
chy
1
(@) Hyc-C-cH-cH,
ii
on CH,
chy
L
@) CHeG-CHy- cH,
OH GH,
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78. What producis are formed when the following compound 81. Increasing order of electrophilic substitution for
‘QO .
‘CH, OCH, CF,
U Vv.
a) () Ww a
on, @ lem
@ tie @>|
«) O.. JO. (are ren
Br
79. Which of the following chemical system is
non aromatic?
SECTION -D
NET Booster Questions
oO a0 1. Yih of tn loving mot eave towards
electrophic substitution reaction?
oO w OS
s 0
80. Which one of the following compounds will be most
easily attacked by an electrophile?
cH,
0 or @
2 No
Cl
Os e)
oH
@) Oo (4) Allhave same reactivity
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NH, 132. Hydrocarbons
2. Which of the following are aromatic?
a) oO
He = CCH,
et
(@) All of these
x is
Lunt),
a)
(2)
® DA
i
GH,. CH, Br
HN_7®
CHe CH,
° "CO
«
HN _7®
"OO
:
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NEET
HN—_ 9
CHe CH,
» CY
Br
HN
4) CO
Br
Which of the following chemical species is/are
aromatic?
290
0” ) a
Cchoobe the correct option
(1)_Only (i) (2) (I) & (ll)
@) ds ay @ @,d) & (i)
oCe7 at y
os »OO
Which of the following cycloalkane would have
maximum angle strain?
(a) (2)
°) Q @)
Which of the following pair of compounds are
geometrical isomers to each other?
(4) Allof these
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9. Which of the following has most acidic hydrogen? 14, Arrange the following in the order of the rate of
B-elimination with alcoholic KOH
CH, Br er
om 8 on ned
OX (2) eX, CH,-CH,-Br Ho-F—6-OH, HCH,
HCH, cH,
HH Ww ay (uly
o o Ch (OF e> 0 @ A> e>0
H (3) (> (il) > 4) >>
10, Which ofthe following group is metadirectng for 45, X, ?S-Hy0-CH=CH, HO
electrophilic substitution in benzene? water) wweeo)
and 'Y' are respectively
(1) = NO, @) -ocH,
” @ (1) CHA-CH-CH, & CH-CH.-CH,-Br
(3) - OH 4) -cl L
jr
11. Which of the following compound is most reactive @) CHeCH,-CH,-Br & CH,-CH-CH,
towards electrophilic substitution reaction? ae * *
Br
CH,CH, H,C-CH-CH, (@) Both are ‘CH,-CH-CH,
16. Whichvof the following would undergo Wurtz
reaction least easily?
I
be
© © @ © (6) Bot are CH,-CH,-CH,-Br
cH,
neon, on (1), CH,Br 2) CH,-CH,-c1
@ « (8) {HCCC () CHeH-CH,
a
HgPiH" | Tautomerisation
: Ea cH + HoH, y automersaion
12. A hydrocarbon on reductive ozonolysis\gives only M7. HG-CS CH + HO 5X: Trio)
ethanal and CO,, The hydrocarbon is Identity
(1) Butz-ene (1) Ethanal (2) Propanal
ene &) Pree (4) Propen-2-l
@) Penta-2,2-dione i
CCH, Cone, H,S,
(4) Butene 18, 1 »Xis
bu Btn
13. Consider the following hydrocarbons A
CH, *
I cH,
HC-CHCH, H.C-C-CH, CH.CHACH,CH, cH,
wy (ly) cD) a) 2)
The correct order of boiling point is cH, cH,
(1) ay > (> ay, CH,
2 w>ay> a ge
cH,
m
© @> a> ay ® ® oH
@ a> amy> 0 ch, ‘CH,
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19, HO-G=CH,+ BCA ny EKO, Hay, |
wet
Identify 2°
(1) HyC-CH=CH, (2) HyC-C=CH
(8) HyC-CH,-CH,-OH (4) CH,-CH,-CH,
20. Choose the aromatic species
ry
oO oO
oO e
of \ (a) ( )
a)
eee
(Cprorereic ts x Bey
24
‘ajo sion
Yis
‘CH,-CH,-CH,-Br
“ or
CH-cH.oH,
@ (oy Br
25
or
cor
9
® CH,
cH, 26
I
CHcH,
° Lo
Br
22, Which of the following is the strongest 0, p-
irecing group? 7
°
i
(1) -No, @ -CoH
@) -S0,H @ 4H
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Propanal and pentan-3-one are the ozonolysis
products of an alkene What is the IUPAC name of
the alkene?
(1) 4 Ethylhex--ene
(2) 3-€thylhex-3-ene
(3) 4-Ethyipent-s-ene
(4) 3-Ethylpent-2-ene
Which of the following has cancer producing
property?
2 So
Hy
“
» COO)
ba
0)
(@) Allof these
Which of the following compounds on oxidation
with alk. KMnO, give benzoic acid?
(1) Toluene
(2) Cumene
8) Styrene
(4) Allof these
Grignard reagent produces alkane if reacts with
(1) Phenol
2) Carboxylic acid
3) Amine
(4) Allof these
How many geometrical isomers are possible for
given compound?
H,—CH=CH—CH=CH— COOH
(1) 3 a4
8) 2 a4
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28. Which ofthe folowing is aromatic? 38. The tichloromthy! group is meta directing when
; stlached in benzene fing due to
(1) Hyperconjugation
oO @) Reverse hyperonjugaton
oO @ ® Yperconivs
(@) ~tetect
. (4) +l-effect
=H
oO woo! yy
® (4) Alot these sa. CH=CH_CH
29. Which of the following compounds will exhibit Hocl yy
geameticalsomerism? The major product %'& "are respectively
(1) 2pheny-2-bitene © PegHAoH, & oer,
@) Opherl none pgs ee
(@) Zphenyit-butene @ CH-cH_CH, & cH—cH-oH,
(4) 1,1-dipheny/-t-propene species bo & Looby
30. Consider the following species
©) GH—CH—GH, & FHL —CH GH,
0 O rm co No) a oa OH
(yighiacH—oH- ?
(1) CF.CH—CH,, by Markownikof's rule
1
@) cele
