Haloalkanes and Haloarenes
Flow-Chart
S.No. |
Chapter
Name |
Topic-Concept
Name |
VSA/SA/Long
answerquestion |
1 |
Haloalkanes and
Haloarenes |
Classification |
VSA-70 SA TYPE-I (2MARKS)-12 SA TYPE-II (3MARKS)-12 |
Nomenclature |
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Nature Of C-X Bond |
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Methods Of Preparation Of
Haloalkanes |
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Preparation Of Haloarenes
Haloarenes |
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Physical Properties |
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Chemical Reactions |
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Polyhalogen Compounds |
VERY SHORT
ANSWER TYPE QUESTIONS (1 Mark)
S.No. |
Topic-Concept Name |
VSA (1 Marks) |
1 |
Polyhalogen Compounds |
1. The
Chemical name of DDT is – a) Dichlorodinitrotoloune b)
Dichlorodimethyletoloune c)
Dichlorodiphenyltrichloroethane d)
Dichlorodiphenyltrichloromethane. Ans- c |
2 |
Polyhalogen Compounds |
2. The
Chemical formulae of phosgene is – a) COCl2 b) CaOCl2 c) CaCO3 d) COCl Ans- a |
3 |
Polyhalogen Compounds |
3. The
antiseptic action of CHI3 is due to – a) Iodoform itself b) Liberation of free
iodine c) Partially due to
iodine and partially due to CHI3 d) None of the above. Ans- b |
4 |
Classification |
4. Which
one of the following is a gem-dihalide – a) CH3CHBr2 b) CH2BrCH2Br c) CH3CHBrCH2Br d) CH3CHBrCH2CH2Br Ans- a |
5 |
Chemical Reactions |
5. Which
of the products will be major product in the reaction given below? Explain CH3CH=CH2 + HI →CH3CH2CH2I
+ CH3CHICH3 (A)
(B) a) Product (A)
b) Product (B) c) Product (A) and
(B) both equally d) None of these. Ans- b |
6 |
Chemical Reactions |
6. Which
is the most reactive towards SN1 reaction – a) C6H5CH2Cl b) C6H5CH(C6H5)Br c) C6H5CH(CH3)Br d) C6H5C(CH3)(C6H5)Br Ans- d |
7 |
Methods Of Preparation Of
Haloalkanes |
7. The
reaction is
known as – a) Finkelstins reaction b) Stephen’s reaction c) Kolbe’s reaction d) Wurtz reaction Ans-a |
8 |
Methods Of Preparation Of
Haloalkanes |
8. The
best method of conversion of an alcohol into an alkali halide is by treating
the alcohol with – a) PCl5 b) SOCl2 in
presence of pyridine c) PCl3 d) Dry HCl in presence of
anhyde.ZnCl2 |
9 |
Polyhalogen Compounds |
9. What
is DDT among the following – a) A fertilizer b) Biodegradeable
pollutant c) Non-Biodegradeable
pollutant d) Green House Gas. |
10 |
Methods Of Preparation Of
Haloalkanes |
10. The
catalyst used in the preparation of the alkyl chloride by the action of dry
HCl on an alcohol is – a) Anhydrous AlCl3 b) FeCl3 c) Anhydrous ZnCl2 d) Cu |
11 |
Nomenclature |
11. The
IUPAC name of the compound shown below is – a)
2-Bromo-6-Cholorocyclohex-1-ene b)
6-Bromo-2-Cholorocyclohexene c)
3-Bromo-1-Cholorocyclohexene d)
1-Bromo-1-Cholorocyclohexene |
12 |
Methods Of Preparation Of
Haloalkanes |
12. The
Addition of HBr to Pent-2-ene gives – a) 2-Bromopentane only. b) 2-Bromopentane only c) 2-Bromopentane and
3-Bromopentane d) 1-Bromopentane and
3-Bromopentane |
13 |
Chemical Reactions |
13. Consider
the following bromides – The correct form of SN1 reactivity
is a) I>II>III b) II>III>I c)
II>I>III d) III>II>I |
14 |
Preparation Of
Haloarenes Haloarenes |
14. The
reaction of chlorine with toluene in presence of ferric chloride give
predominantly- a) Benzyl chloride b) M-chlorotoluene c) Benzoyl chloride d) o-and p-chlorotoluene |
15 |
Chemical Reactions |
15. Which
of the following is not chiral – a) 1-Bromopentane . b) 2,3 –di-Bromopentane. c) 2-Hydroxy Propanoic
acid d) 2-Butanol Ans- a |
16 |
Chemical Reactions |
16. In
the following reaction a) C6H5CH2OCH2C6H5 b) C6H5CH3 c) C6H5CH2CH2C6H5 d) C6H5CH2OH |
17 |
Chemical Reactions |
17. Consider
following reaction which
of the following statement is true for ”X” a) It has nitrogen linked
to ethyl carbon b) It gives propionic
acid on hydrolysis c) It has an ester
function d) It has cyanide group |
18 |
Chemical Reactions |
18. Identify
the set of reagent and reaction conditions “X” and ”Y” in the following set
of transformations – a) X = dilute aqueous
NaOH, 200 C Y = HBr/Acetic Acid, 200 C b) X = Concentrated
alcoholic NaOH, 800 C Y = HBr/Acetic Acid, 20 C c) X = dilute aqueous
NaOH, 200 C Y = Br2/CHCl3,
200 C d) X = Concentrated
alcoholic NaOH, 800 C Y = Br2/CHCl3,
00 C |
19 |
Chemical Reactions |
19. Following
is the substitution reaction in which –CN replaces -Cl
To obtain propane
nitrate, R-Cl should be- a) Chloroethane b) Chloropropane c) Chloromethane d) 2- chloropropane |
20 |
Chemical Reactions |
20. When
2-chloro-2-methylbutane is heated with alcoholic KOH, the possible products
is/are i.) (CH3)2C=CHCH3 ii.)
CH2=C(CH3)CH2CH3 iii) (CH3)2CHCH=CH2 a) (i),(ii) and (iii) b) (i) and (iii) c) (ii) and (iii) d) (i)and (ii) |
21 |
Methods Of Preparation Of
Haloalkanes |
21. The
reaction conditions leading to the best yield of C2H5Cl
are (incomplete) a) b) c) d) |
22 |
Chemical Reactions |
22. Which
of the following is not chiral – a) 1-Bromopentane . b) 2,3–di-Bromopentane. c) 2-Hydroxy Propanoic
acid d) 2-Butanol Ans- a |
23 |
Chemical Reactions |
23. Aryl
halides do not undergo nucleophilic substitution reactions under ordinary
condition because - 1) Approach of
nucleophile is retarted 2) Carbon carrying
halogen atoms is sp3 hybridised 3) The substrate
molecules is destabilized due to resonance 4) Partial double bond
character between carbon and halogen a) 2 and 4 only b) 2 and 3 only c) 1 and 3 only d) 1 and 4 only |
24 |
Physical Properties |
24. Iodine
containing hormone in human body is ____________. |
25 |
Nomenclature |
25. The
name of tetrachloro derivative of methane is _________. |
26 |
Physical Properties |
26. Dipole
moment of 1,2- dichlorobenzene is lower than that of 1,4 –dichlorobenzene due
to __________. |
27 |
Nomenclature |
27. In
allylic halide the halogen atoms is bonded to a __________ hybrid carbon
atom. |
28 |
Polyhalogen Compounds |
28. Chloroform
is slowly oxidised by air in the presence of light to form extremely
poisonous gas named as ______________ |
29 |
Chemical Reactions |
29. The
freshly prepared diazonium salt is mixed with __________ to prepare chlorobenzene
by Sandmeyer’s reaction. |
30 |
Methods Of Preparation Of
Haloalkanes |
30. The
addition of HBr in the presence of organic peroxide on But-1-ene
follows__________ rule. |
31 |
Nomenclature |
31. The
IUPAC name of sec-Butyl chloride is ______________ |
32 |
Chemical Reactions |
32. The
chemical composition of Lucas reagent is _____ |
33 |
Chemical Reactions |
33. Haloarenes
require more drastic conditions than benzene towards _________ substitution
reaction. |
34 |
Chemical Reactions |
34. Out
of 1-Bromobutane , 2-Bromobutane and 2-Bromo-2-methylpropane,___________ has
highest boiling point. |
35 |
Methods Of Preparation Of
Haloalkanes |
35. Iodopropane
can be prepared from chloropropane by refluxing it with ________________. |
36 |
Chemical Reactions |
36. The
major product in nitration of Chlorobenzene is __________ |
37 |
Methods Of Preparation Of
Haloalkanes |
37. The
synthesis of Fluoroethane with the help of bromoethane can be prepared by
________ reaction. |
38 |
Chemical Reactions |
38. 16.
Chlorobenzene is ortho and para directing due to _________ effect. |
39 |
Chemical Reactions |
39. The
treatment of alcoholic KOH with chloroethane leads to the formation
of_____________ |
40 |
Chemical Reactions |
40. When
chloroethane is treated with AgCN,_______ is the major product. |
41 |
Chemical Reactions |
41. In
unimolecular nucleophilic substitution reaction of haloalkanes , the rate of
reaction depends on _______ |
42 |
Preparation Of
Haloarenes Haloarenes |
42. Toluene
undergoes electrophilic substitution with chlorine in the presence of
sunlight to form____________ |
43 |
Chemical Reactions |
43. Out
of 1-Bromobutane , 2-Bromobutane , 2-Bromo-2-methylpropane, _______will
undergo SN1 as well as racemisation during hydrolysis with
aqueous KOH. |
44 |
Chemical Reactions |
44. When
2-Bromobutane is treated with alcoholic KOH, the major product is
____________ |
45 |
Chemical Reactions |
45. A
mixture of 50% d-form and 50% of l-form of 2-Bromobutane is
called _________. |
46 |
Chemical Reactions |
46. Identify A and B in each of the
following processes
|
47 |
Nomenclature |
47. Draw the structure of
4-bromo-3-methylpent-2-ene. |
48 |
Polyhalogen Compounds |
48. Chloroform stored in closed
dark coloured bottles completely filled so that air is kept out. Why? |
49 |
Chemical Reactions |
49. An alkyl halide having
molecular formula C4 H9 Cl is optically
active. What is its structure? |
50 |
Nomenclature |
50. Write IUPAC name of
iodoform. |
51 |
Nomenclature |
51. Write the IUPAC name
of the following: |
52 |
Chemical Reactions |
52. Which one of the following
two substances undergo SN1 reaction faster and why? A). 1. ch
one of the following two substances undergo SN1 reaction
faster and why?
|
53 |
Chemical Reactions |
53. Arrange the following in
order of their increasing reactivity in nucleophilic substitution reactions - CH3F, CH3I, CH3Br, CH3Cl |
54 |
Polyhalogen Compounds |
54. Why iodoform show antiseptic
properties? |
55 |
Chemical Reactions |
55. Optically active
2-iodo-2-methylbutane on treatment with NaI in acetone gives a product which
does not show optical activity? |
56 |
Chemical Reactions |
56. The presence of nitro
group |
57 |
Chemical Reactions |
57. For the preparation of alkyl
chlorides from alcohols, thionyl chloride (SOCl2 ) is
preferred. Give reason. |
58 |
Physical Properties |
58. The dipole moment of
chlorobenzene is lower than that of cyclohexylchloride? |
59 |
Chemical Reactions |
59. What are ambident
nucleophiles? Give one example. |
60 |
Methods Of Preparation Of Haloalkanes |
60. R-X can be prepared by free
radical halogenations of alkenes.Why? |
61 |
Physical Properties |
61. Boiling point of R-X is
higher than hydrocarbon with similar molecular mass.Why? |
62 |
Physical Properties |
62. Boiling point of R-I is
higher than R-Cl with same alkyl group. Why? |
63 |
Chemical Reactions |
63. SN1 is
carried out in polar solvent. Why? |
64 |
Chemical Reactions |
64. Allylic halides and
benzaylic although 10 halide, but follow SN1 mechanism.
Why? |
65 |
Chemical Reactions |
65. Reactivity R-I is more than
R-F towards SN reaction. Why? |
66 |
Nomenclature |
66. Give the full name and
structure of DDT. |
67 |
Methods Of Preparation Of Haloalkanes |
67. What happens when bromine attacks CH2—CH—CH2—C≡CH? |
68 |
Chemical Reactions |
68. Chlorobenzene is extremely
less reactive towards a nucleophilic substitution reaction. Give two reasons
for the same. (iv) Due to repulsion between nucleophile and
electron-rich arenes. |
69 |
Chemical Reactions |
69. What
happens when CH3—Br is treated with KCN? |
70 |
Chemical Reactions |
70. What
happens when ethyl chloride is treated with aqueous KOH? |
SHORT ANSWER-I TYPE
QUESTIONS (2 Marks)
S.No. |
Topic-Concept Name |
SA TYPE-I (2 Marks) |
71 |
Nomenclature |
1. Write
the IUPAC names of the following compounds : (i). (CH3 )3CCH2Br (ii). |
72 |
Methods Of Preparation Of Haloalkanes Preparation Of Haloarenes
Haloarenes |
2. Complete
the following reactions-(incomplete) A). B). |
73 |
Methods Of Preparation Of Haloalkanes Preparation Of Haloarenes
Haloarenes |
3. What
happens when - (i) Propene is treated with HBr in presence of peroxide. (ii) Benzene is treated with methyl chloride in presence of AlCl3. |
74 |
Chemical Reactions |
4. Explain as to why haloarenes are much less
reactive than haloalkanes towards nucleophilic substitution reactions. |
75 |
Chemical Reactions |
5. Which
ones in the following pairs of substances undergoes SN2 substitution reaction
faster and why?
|
76 |
Chemical Reactions |
6. Which
compound in each of the following pairs will react faster in SN2 reaction
with —OH? Why? (i) CH3Br
or CH3I (ii) (CH3)3 CCl or CH3Cl |
77 |
Methods Of Preparation Of Haloalkanes |
7. What happens when
bromine reacts with ? How would you justify this reaction? |
78 |
Chemical Reactions |
8. Although
chlorine is an electron withdrawing group, yet it is ortho-, para-directing
in electrophilic aromatic substitution reactions. Explain why it is so? |
79 |
Chemical Reactions |
9. What are
ambident nucleophiles? Explain giving an example. |
80 |
Chemical Reactions |
10. Explain as to why (i) Alkyl halides, though polar, are immiscible with water. (ii) Grignard’s reagents should be prepared under anhydrous conditions. |
81 |
Physical Properties |
11. Explain why (i) the dipole moment of chlorobenzene is lower than that of cyclohexyl chloride. (ii) haloalkanes are only slightly soluble in water but
dissolve easily in organic solvents. |
82 |
Chemical Reactions |
12. (a) Why does p-dichlorobenzene
have a higher m.p. than its o- and m- isomers? (b) Why is (±) – Butan-2-ol is optically inactive? |
SHORT ANSWER-II TYPE
QUESTIONS (3 Marks)
S.No. |
Topic-Concept Name |
SA TYPE-II (3 Marks) |
83 |
Polyhalogen Compounds |
1. (i)
State one use each of DDT and iodoform. (ii) Which compound in the following couples will react faster in SN2 displacement and why? (a) 1-Bromopentane or 2-bromopentane (b)
1-Bromo-2-methylbutane or 2-bromo-2-methylbutane. |
84 |
Chemical Reactions |
2. How would
you differentiate between SN1 and SN2 mechanisms
of substitution reactions? Give one example of each. |
85 |
Chemical Reactions |
3. Answer the
following: A). Identify chiral in CH3CHOHCH2CH3 and
CH3CHOHCH3. B). Among the following compounds, which one is more easily hydrolysed and why?
CH3CHCICH2CH3 or CH3CH2CH2CH2Cl C).Which of these will react faster in SN 2 displacement and why? 1-bromopentane or 2-bromopentane |
86 |
Physical Properties |
4. Answer the
following: (i) Haloalkanes easily dissolve in organic solvents, why? (ii) What is known as a racemic mixture? Give an example. (iii) Of the two bromo derivatives, C6H5CH(CH3)Br
and C6H5CH(C6H5)Br, which one
is more reactive in SN1 substitution reaction and why? |
87 |
Chemical Reactions |
5. Rearrange
the compounds of each of the following sets in order of reactivity towards SN2 displacement: (i) 2-Bromo-2-methylbutane, 1-Bromopentane, 2-Bromopentane (ii) 1-Bromo-3-methylbutane, 2-Bromo-2methylbutane, 3-Bromo-2-methylbutane (iii) 1-Bromobutane, 1-Bromo-2, 2-dimethylpropane, 1-Bromo-2-methylbutane |
88 |
Chemical Reactions |
6. Answer the following questions: (i) What is meant by chirality of a compound? Give an example. (ii) Which one of the following compounds is more easily hydrolysed by KOH and why?
CH3CHClCH2CH3 or CH3CH2CH2Cl (iii) Which one undergoes SN2 substitution reaction faster and
why?
|
89 |
Chemical Reactions |
7. Consider
the three types of replacement of group X by group Y as shown here.
This can result in giving compound (A) or (B) or both. What is the process called if (i) (A) is the only compound obtained? (ii) (B) is the only compound obtained? (iii) (A) and (B) are formed in equal proportions? |
90 |
Classification |
8. Write the
structure of primary, secondary and tertiary – A. Alkyl halide. B. Allyl halide |
91 |
Nomenclature |
9. Write the
IUPAC name to the following:
A) (CH3)3C-CH=C(Cl)C6H4I-p,
B) CHF2CBrClF
C) ClCH2Cº CCH2Br |
92 |
Nomenclature |
10. Write the structure of
following comounds- A). Propylidene dichloride B). Iso-propylidiene dichloride C). Propylene dichloride |
93 |
Classification |
11. Draw the structures of all
the eight structural isomers that have the molecular formula C5H11Cl. Name
each isomer according to IUPAC system and classify them as primary, secondary
or tertiary chloride. |
94 |
Classification |
12. Write the suitable example
of each A. Alkyl halide. B. Allyl halide C. Vinyl halide D. Benzyalic halide E. Aryl halide |
Ans coming soon.