DPP - Daily Practice Problems

Chapter-wise Sheets

Date : L..�-----l Start Time : End Time :

C H E M I STRY (Cc2�
SYLLABUS : Haloalkanes and Haloarenes

Max. Marks : 180 Marking Scheme : + 4 for correct & (-1 ) for incorrect Time : 60 min.

INSTRUCTIONS : This Daily Practice Problem Sheet contains 45 MCQ's. For each question only one option is correct.
Darken the correct drcle/ bubble in the Response Grid provided on each page.

1. o-Methoxybromobenzene is treated with sodamide and then (a) freon (b) DDT
with ammonia. The product formed is (c) gammexene (d) hexachloroethane
(a) o-Methoxyaniline (b) Aniline 5. Which among MeX, RCH2X, �CHX and �ex is most
(c) Methoxybenzene (d) m-Methoxyaniline reactive towards SN2 reaction?
Gem-dibromide is (a) MeX (b) RC�X
(c) �CHX (d) �ex
2.
(a) CH3CH(Br)CHz(Br) (b) CH3CBrzCH3
6. In the preparation ofchlorobenzene from aniline, the most
(c) CHz(Br)CHzCHz (d) CHzBrCHzBr suitable reagent is
3. Arrange the following compounds in order of increasing (a) Chlorine in the presence ofultraviolet light
dipole moment : (b) Chlorine in the presence ofAICI3
Toluene (I) (c) Nitrous acid followed by heating with Cu2Cl2
m-dicblorobenzene (II) (d) HCI and Cu2Cl2
o-dichlorobenzene (Ill)
p-dichlorobenzene (IV)
7. On sulpbonation ofC6H5Cl
(a) I < IV<ll<ID (b) IV<I<ll<ID (a) m-Chlorobenzenesulphonic acid is formed
(c) IV<I<IIl<Il (d) IV<fi<I<ID (b) Benzenesulphonic acid is formed
4. The compound formed on beating chlorobenzene with (c) o-Chlorobenzenesulphonic acid is formed
chIoral in the presence of concentrated sulphuric acid, is (d) o- andp-Chlorobenzenesulphonicacid is formed

RESPO'iSE 1 . ®®®@ 2. ®®®@ 3. ®®®@ 4. ®®®@ 5. ®®®@

GRID 6. ®®®@ 7. ®®®@
Spacefor Rough Work -------
lc-� �---- DPP/ CC24
Compound (A), C8�Br, gives a white precipitate when
I I
8. (b) CH3-CH -CH3 +OH-------+ CH3 - CH -CH3
warmed with alcoholic AgN03. Oxidation of (A) gives an
acid (B), C8H604. (B) easily forms anhydride on heating. Br OH
-H20

o:
Identify the compound (A). (c) CH3CH20H CH2 CH2 =

CH2Br C2H 5 (d) (CH3)3C - Br+ OH- ----(-+ CH3)JCOH + Br-

Y
15. What would be the product formed when
(a) (b) I 0 l-bromo-3-chlorocyclobutane reacts with two equivalents
Br ofmetallic sodium in ether?

QB
CH3
r
(a)
Bp (b)
D'
D I2J
(c)
(c) (d)
CH3 16. Chlorination of toluene in the presence of light and heat
9. The reaction of C6H5N�Cl- with CuCl gives followed by treatment with aqueous NaOH gives
(a) o-Cresol (b) p-Cresol
(a) C6H5Cl (b) C6H6 (c) 2,4-Dihydroxytoluene (d) Benzoic acid
(d) C6H4Cl 2 17. The starting substance for the preparation of iodoform is
(c) C6H5 -C6H5
any one ofthe following, except
10. Conant Finkelstein reaction for the preparation ofalkyl iodide
is based upon the fact that (a) CH3CH(OH)CH3 (b) CH3CH 20H
(a) Sodium iodide is soluble in methanol, while sodium (c) HCH20H (d) CH3COCH3
chloride is insoluble in methanol 18. The following reaction proceeds through the intermediate
(b) Sodium iodide is soluble in methanol, while NaCl and
NaBr are insoluble in methanol RCOOAg + Br2 ------+ RBr + C0 2 + AgBr
(c) Sodium iodide is insoluble in methanol, whileNaCl and (a) Rcoo· (b) R (c) Br· (d) AU
NaBr are soluble
•

19. The major product ofthe following reaction is :

(d) The three halogens differ considerably in their
CH3
I
electronegativity
11. Tertiary alkyl halides are practically inert to substitution by C6H5CH2 - C -CH2 -CH3 C2HsON a
0
C2H5 H
SN2 mechanism because of 1
(a) steric hindrance (b) inductive effect Br
(c) instability (d) insolubility C H3
12. Which one is most reactive towards SN l reaction ?
I
(a) C6H5CH2 - C -CH2 -CH3
(a) C6H5CH(C6H5)Br (b) C6H5CH(CH3)Br I
OC2H5
(c) C6H5C(CH3)(C6H5)Br (d) C6H5CH2 Br
13. The major product ofthe following reaction is :
(b) C6H5CH = C -CH2 -CH3.
KOH,CH30H I
CH3 CHCH2 C HCH2CH3 heat CH3
1 1
Br Br (c) C6H5CH2-C = CHCH3
(a) C�= CHC�CH=CHCH3 I
(b) C�= CHCH=CHC�CH3 CH3
(c) CH3CH=C= CHC�CH3 (d) C6H5CH2- C =CH2
(d) CH3CH=CH-CH= CHCH3 I
14. Which ofthe following is an example ofSN2 reaction? CH 2CH3
(a) CH3Br + OH- ----.+ CH30H + Br-

8. ®®®@ 9. ®®®@ 10.®®®@ 11. @@@@ 12. ®®®@

RESPO:\S�.
GRID
13. ®®®@ 14. ®®®@ 15. ®®®@ 16.@®@@ 17. ®®@@
18.®®®@ 19.®®®@
Spacefor Rough Work -------
DPP/ CC24 --------t c-95 1
20. The reaction : 27. Which reagent cannot be used to prepare an alkyl halide
from an alcohol ?
C2H50H +SOCI2
Pyridine
(a) HCI + ZnCI2 (b) NaCI (c) PCI5 (d) SOCI2
is known as 28. A is an optically inactive alkyl chloride which on reaction
(a) Kharasch effect (b) Williamson's synthesis with aqueous KOH gives B. B on beating with Cu at 300°C
(c) Darzen's procedure (d) Htmsdiecker reaction gives on alkene C, what areA and C
21. T fchloroform is left open in air in the presence ofsunlight, it (a) CH3CH2Cl, CH2 = CH2
gives
(a) carbon tetrachloride (b) carbonyl chloride (b) Me3 CCI, MeCH = CH.Me
(c) mustard gas (d) lewisite (c) Me3 CCI, Me2 C=CH2
22. In the following reaction sequence : (d) Me2 CH. CH2 Cl, Me2 C=CH2
KOH(aq) (i) CH3MgBr ) ill
29. CH3Br + Nu - ----+CH3 - Nu + Br- The decreasing
(ii) H20/H+
fl
order of the rate ofthe above reaction with nucleophiles
given (Nu- ) A to D is
Anhy.ZnCI2+ Conc.HCI
turbidity [Nu- =(A) Pho-, (B)Aco-, (c) Ho-, (D) CH30-J
immediately (a) A > B > C > D (b) B>D>C>A
The compound I is : (c) D > C> A > B (d) D > C> B > A
30. Which ofthe following will have a mesoisomer also?
(a) CH2 -CH-CH3
(a) 2, 3- Dichloropentane (b) 2, 3-Dichlorobutane
I I
Cl Cl (c) 2-Cblorobutane (d) 2-Hydroxypropanoic acid
Cl 31. The major product formed when 1, 1 , 1-tricbloro-propane is
I treated with aqueous potassium hydroxide is:
(c) CH - CH - CH2 - CH3 (d) CH3 - - CH3 cr (a) Propyne (b) !-Propanol
I (c) 2-Propanol (d) Propionic acid
Cl Cl
23. Mg reacts with RBr best in 32. The major product obtained in the following reaction is :

)J
Br
(a) C2H50C2H5 (b) C6H50CH3
(c) C6H5N(CH3)2 (d) Equally in all the three
24. Which chloride is leastreaclivewith the hydrolysis point ofview? c,H, t-B OK :
(a) CH3Cl (b) CHF�Cl
C6Hs
(c) (�)3CCI (d) CH2 =CH-CI
(a) (±)C6lfsCH(O'Bu)C�C6Hs
25. CH3 -CH2 - C H - CH3 obtained by chlorination of
I (b) C6H5CH = CHC6lfs
Cl (c) (+)C6H5CH(01Bu)C�C6H5
n-butane, will be (d) (-)C6H5CH(O'Bu)C�C6H5
(a) /-fonn (b) d-fonn 33. A major component ofBorsch reagent is obtained by reacting

tCr
(c) Meso form (d) Racemicmixture hydrazine hydrate with which ofthe following ?
The reaction oftoluene with CI2 in presence of FeCI3 gives Cl Cl

No, o,N No,

26.
'X' and reaction in presence of light gives 'Y'. Thus, 'X'
(a)
O (b)

¢' *
and 'Y' are:
(a) X = Benzal chloride, Y = o - Chlorotoluene Cl Cl
(b) X = m - Cblorotoluene, Y =p -Chlorotoluene
(c) X = o -and p - Chlorotoluene, NO, O,N NO,
(c) (d)
Y = Trichloromethylbenzene
(d) X= Benzyl chloride, Y = m - Chlorotoluene
N02 N02

20.@®@@ 21.@@@@ 22.@@@@ 23.@@@@ 24 . ®®@@

-------
RI-. SPO:\Sl-.
GRID
25.@@@@ 26.@@@@ 27.@@@@ 28.@@@@ 29. ®®@@
30.@@@@ 3 1 . @@@@ 32.@@@@ 33 .@ @ @ @
Spacefor Rough Work
lc-oo �------ DPP/ CC24
34. Bottles containing C6H5I and C6H5C�I lost their original 40. Silver benzoate reacts with bromine to form
labels. Theywere labelled A and B for testing. A and B were COOBr

0 6
separately taken in test tubes and boiled with NaOH solution.
The end solution in each tube was made acidic with dilute (a) �)
HN03 and then someAgN03 solution was added. Substance
B gave a yellow precipitate. Which one of the following COOAg

6-s,
statements is true for this experiment ?
(a) A and C6H5CHzi (c)
(b) B and C6Hsl
(c) Addition ofHN03 was unnecessary 41. Benzene reacts with n-propyl chloride in the presence of
(d) A was C6H5I anhydrous AICI3 to give
35. Aryl fluoride may be prepared from arene diazonium chloride (a) 3 - Propyl - 1 - chlorobenzene
using : (b) n-Propylbenzene
(a) HBFi6 (b) HBF/NaN02,Cu,6 (c) No reaction
(c) Cu.F/HF (d) Cu/HF (d) Isopropylbenzene
36. The reagent(s) for the following conversion, 42. Match the columns
Br, /""...
'v"'" '- Br
� H - H Colwnn - 1 Column-11
Cl2 /UV light
is/are A. C2H6 I. Finkelstein reaction
(a) alcoholic KOH C2HsCl
(b) alcoholic KOH followed byNaNH2 B. C6H5� ll. Freemdicalsub>titution
(c) aqueous KOH followed by Na� NaN02+HCI!Cu2CI2
(d) Zn/C�OH 273 -278K
37. An organic compound A (C4H9Cl) on reaction with C6H5Cl
Na/diethyl ether gives a hydrocarbon which on C CH3Cl + Nal � ill. Swarts reaction
monochlorination gives onlyonechloro derivative, then A is CH3I+ NaCI
(a) tert-butyl chloride (b) sec-butyl chloride D. CH3 - Br + AgF � IV Sandmeyer's reaction
(c) isobutyl chloride (d) n-butyl chloride CH3F+ AgBr
Read the following statements and choose the correct (a) A- II; B - IY; C -I; D -I l l
(b) A - II; B -III; C - 1; D - IY
38.
answer
(c) A-III;B-1; C - IV; D - 11
(i) The boiling points of isomeric haloalkanes decrease
(d) A - N; B -IIl ; C - l; D - 11
with increase in branching.
43. Which of the following statements is correct?
(ii) Among isomeric dihalobenzenes the para-isomers
(a) SN 2 reactions of optically active halides are
have higher melting point than their ortho and meta­ accompanied by inversion of configuration.
isomers. (b) SN l reactions of optically active halides are
(iii) The isomeric dihalobenzene have large difference in accompanied by racemisation.
their boiIing and melting points 2
(c) Carbocation formed in SN I reaction is sp hybridized.
(iv) The isomeric dihalobenzene have nearly same boiling (d) All of the above.
point. 44. The reaction is described as
(a) (i), (ii) and (iii) are correct CH3(C�)5
'-... oH- _.,.. (CH-7)5CH3
.. C - Br � HO - C ..
(b) (i) and (iii) are correct
(c) (ii) and (iv) are correct
H ·
··�
·

x.···· H
(d) (i), (ii) and (iv) are correct CH3 CH3

39. Chloroform cannot be prepared from which ofthe following? (a) Sr;2 (b) SN 1 (c) SN2 (d) SNO
(a) CH30H (b) C2H50H 45. Which ofthe following is not used in Friedel-Crafts reaction?
(c) CHFHO (d) (CH3)2CO (a) N-Phenyl acetanilide (b) Bromobenzene
(c) Benzene (d) Chlorobenzene
34.@®@@ 35.@@@@ 36.@®@@ 37.@®@@ 38. ®®®@
RI-.SPO:\SI-.
GRID
39.@®@@ 40.@®@@ 41.®®®@ 42.@® @@ 43. ®®®@
44.®®®@ 45.®®®@
Spacefor Rough Work -------