GREEN PARK EDUCATIONAL INSTITUTIONS, NAMAKKAL

LONG TERM - CHEMISTRY (WORKSHEET)

24. Haloalkanes and Haloarenes

Choose the correct answer :

1. Order of melting points for the following 3) CH 3 − CH − CH 2 − I
compounds. |
I
4) CH3-CH=CH-I
6. Best method of preparing alkyl chloride is
Pyridine
1) ROH + SOCl2 →
2) ROH + PCl5 
→
(A) (B) (C)
3) ROH + PCl3 
→
1) A > B > C 2) C > B > A
anhy.ZnCl2
3) B > C > A 4) C > A > B 4) ROH + HCl  →
2. Match the following 7. In the reactions given below.
List – I List – II i) KCN
R-Cl  → Product A
ii) LiAlH 4
Compound Its use i) AgCN
R-Cl  → Product B
A) CCl2F2 I) Insecticide ii) LiAlH 4

B) CHI3 II) Antiseptic The compounds A and B are

C) D.D.T III) Fire extinguisher 1) Chain Isomers
D) CCl4 IV) Refrigerent 2) Position isomers
The correct match is 3) Functional isomers
A B C D 4) Geometrical isomers
1) I II III IV HBr
8.   → ? (Major)
2) II III IV I
3) IV II I III
4) III IV I II 1) 2)
3. Number of possible mono chlorination
products obtained from isopentane (Exculding
stereo isomerism) 3) 4)
1) 2 2) 6
9. x C2H5OH + PCl3 → x C2H5Cl
3) 4 4) 5
y C2H5OH + PCl5 → y C2H5Cl
4. Which of the following reagents may not be
used to convert alkyl chlorides and alkyl Here x : y is
bromides into alkyl fluorides? 1) 1 : 3 2) 3 : 1
1) Hg2F2 2) SbF5 3) 2 : 1 4) 1 : 2
3) AgF 4) CaF2 10. Dipole moment is maximum for
alc.KOH 1) CH3F 2) CH3Cl
5. In the reaction CH 3CHCH 3  →A
| 3) CH3Br 4) CH3I
Br CH 3
HBr
→ NaI
B → C, C is |
HCl
Peroxide Acetone 11. CH 3 − C − CH 2 OH 
ZnCl2
→ Product
1) CH3CH2CH2I |
CH 3
2) CH 3 − CH − CH 3
| The main product is
I
 2
CH 3 1) C6H5CH2CH2CH2Br 2) C6 H5CH - CH 2 Br
| |
1) CH 3 − C − CH 2 − OH CH 3
| CH 3
CH 3 |
CH 3 3) C6 H 5 - C - Br 4) C6 H5CH 2CH - CH 3
| | |
CH 3 Br
2) CH 3 − C − CH 2 − CH 3
| 16. Which of the following is fastly undergoes
Cl
dehydrohalogenation?
3) CH 3 − C = CH − CH 3
|
CH 3 1) 2)
4) CH 3 − CH − CH = CH 2
| Br
CH 3 3) 4)
12.
17. The order of reactivities of the following alkyl
halides for a SN2 reaction is
(A) predominantly is 1) RF > RCl > RBr > RI
1) 2) 2) RF > RBr > RCl > RI
3) RCl > RBr > RF > RI
4) RI > RBr > RCl > RF
3) 4)
18. Which of the following is a secondary alkyl
halide?
13. Most reactive towards SN1 reaction is 1) Isobutyl chloride
2) Isopentyl chloride
3) Neopentyl chloride
1) 2) 4) Isopropyl chloride
19. C2H5OH + SOCl2 → X + Y + Z. What are X,
Y, Z
1) C2H4Cl2, SO2, HCl
2) C2H5Cl, SO3, HCl
3) C2H5Cl, SO2, HCl
3) 4)
4) C2H4, SO2, Cl2
20. The synthesis of alkyl fluorides is best
accomplished by
14. Correct order of reactivity for SN1 reaction for 1) free radical fluorination
the following 2) Sandmeyer’s reaction
3) Finkelstein reaction
4) Swarts reaction
21. The compound which reacts fastest with Lucas
reagent at room temperature is
1) butan-l-ol
(P) (Q) (R) (S) 2) butanol-2
1) S > R > Q > P 2) R > S > Q > P 3) 2-methyl propan-l-ol
3) Q > R > S > P 4) P > Q > R > S 4) 2-methyl propan-2-ol
15. Which of the following alkyl halides would be 22. When the concentration of alkyl halide is
the most reactive in an SN1 reaction? triple and concentration of OH- is reduced to
half, the rate of SN2 reaction increased by
 3
1) 3 times 2) 1.5 times
3)
3) 2 times 4) 6 times
23. Which of the following statements regarding
the SN1 reaction shown by alkyl halide is not 4)
correct?
1) The added nucleophile plays no kinetic role 29. Which of the following is least reactive
in SN1 reaction towards nucleophilic substitution?
2) The SN1 reaction involves the inversion of
configuration of the optically active
substrate 1) 2)
3) The SN1 reaction on the chiral starting
material ends up with racemization of the
product
4) The more stable carbocation intermediate
the faster the SN1 reaction 3) 4)
24. The correct order of reactivity of the halides,
30. Which of the following will produce
ethyl chloride (I) isopropyl chloride (II) and
benzyl chloride (III) in SN1 reactions is chlorobenzene as a major product?
NaNO2 ∆
1) III > II > I 2) I > II > III 1) C6H5NH2 
HCl;0o C
→  →
3) II > I > III 4) I > III > II NaNO2 CuCl
2) C6H5NH2 
HCl;0o C
→  →
25. Which of the following is more reactive
AlCl3
towards SN1 reaction 3) C6H6 + C6H5COCl  →
hν
4) C6H6 + Cl2  →
31. Which of the following undergo hydrolysis
1) 2) most easily?

1) 2)
3) 4)

26. Which of the chloride is less reactive towards

hydrolysis? 3) 4)
1) Vinyl chloride 2) Allyl chloride
3) Ethyl chloride 4) t-butyl chloride
27. Which of the following compounds undergo 32. When Friedel-Crafts alkylation of benzene is
E2 reactions with maximum rate? carried out with n-propyl bromide, the major
product is
1) 2) CH3(CH2)2CH2Cl 1) n-propyl benzene
2) isopropyl benzene
3) 2-ethyl benzene
3) CH3(CH2)2CH2I 4) 4) none of these
acetone
33. R-X + NaI  → R – I + NaX. This is
28. Which of the following may be classified as
known as _______ reaction.
an aryl halide?
1) Finkelstein 2) Swart’s
1) 3) Wurtz-Fittig 4) Friedel-Craft’s
34. Which of the following is called Sandmeyer
reaction?
2) NaOH
1) 2HCHO  → CH3OH + HCOONa
CuCl
2) C6H5N2Cl  → C6H5Cl
 4
Br2 + Red P
AlCl3 1) C2H5OH  →
3) + CH3Cl  → CH3 SOCl2
2) C2H5OH  →
COOH KBr + Conc H 2SO4
3) C2H5OH  →
4) All
CO2
4) OH 
NaOH
→ OH 42. End product of the given reaction is

35. A reaction between methyl magnesium

bromide and ethyl alcohol gives
1) Butane 2) Ethane
3) Propane 4) Methane 1) 2)
36. C2H5Cl + AgF → C2H5F + AgCl
The above reaction is called 3) 4)
1) Hunsdiecker 2) Swarts
43. What products are formed when the following
3) Strecker 4) Wurtz
2 compounds is treated with Br2 in the presence
37. Rate of SN reaction is maximum when the
of FeBr3 ?
solvent is
CH3
1) Methyl alcohol 2) Water
3) Dimethyl sulphoxide 4) Benzene
38. Which of the following is most suitable for
CH3
SN 2 mechanism

1) 2) 1)

3) 4)
2)

39. The IUPAC name of

CH 3 I
| |
CH 3 − C − CH − CH − CH 2 − CH 3 is
| | 3)
CH 3CH 3
1) 3-iodo-4,5,5-trimethyl hexane 4) All of these
2) 4-iodo-1,1,3-trimethyl hexane
3) 4-iodo-2,2-dimethyl heptane 44. Centeral nervous system can be depressed by
4) 4-iodo-2,2,3-trimethyl hexane the use of which of the following
40. The IUPAC name of the given structure 1) Chloroform 2) Freon
3) Idodofrom 4) DDT
45. Solvent which is used in the synthesis of
chlorofluoro carbons
1) 5-Bromo-6-chloro cyclohex-1-en-3-yne 1) Iodoform
2) 6-Bromo-5-chloro cyclohex-1-en-3-yne 2) chloroform
3) 6-Bromo-5-chloro cyclohex-3-en-1-yne 3) carbontetra chloride
4) 4-Bromo-3-chloro cyclohex-1-en-5-yne 4) methylene chloride
41. Which of the following leads to the formation
of an alkyl halide