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EAS 1

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0% found this document useful (0 votes)
15 views

EAS 1

Uploaded by

ananyanigudkar
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© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
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SINGLE CHOICE CORRECT

1. Oxidation of benzene with air at 723 K in the presence of V2O5 gives


(a) Malic acid (b) Maleic acid
(c) Malonic acid (d) Maleic anhydride

2. nButyl benzene on oxidation will give


(a) Benzoic acid (b) Butanoic acid
(c) 4Phenyl butanoic acid (d) Benzaldehyde

3. Which reaction sequence would be best to prepare 3chloroaniline from benzene?


(a) Chlorination, nitration, reduction.
(b) Nitration, chlorination, reduction.
(c) Nitration, reduction, chlorination.
(d) Nitration, reduction, acylation, chlorination, hydrolysis.

4. All the following groups are activating and ortho, para directors when attached to a
benzene ring except
O
(a) OCH3 (b) NHCCH3
(c) Cl (d) N(CH3)2

5. Rank the following compounds in terms of increasing reactivity towards nitration with
conc. HNO3/ conc. H2SO4.
Cl NH–CH3

(1) (2) (3)


(a) (1) < (2) < (3) (b) (2) < (1) < (3)
(c) (3) < (1) < (2) (d) (3) < (2) < (1)

6. For the reaction,


Br
?
NO2
the best reactants are
(a) C6H5Br + HNO3, H2SO4 (b) C6H5Br + H2SO4, 
(c) C6H5NO2 + Br2, FeBr3 (d) C6H5NO2 + HBr
7. Consider the following statements concerning the effect of a trifluoroemethyl group,
CF3, on an electrophilic aromatic substitution.
1. The CF3 group will activate the ring.
2. The CF3 group will deactivate the ring.
3. The CF3 group will be a meta director.
4. The CF3 group will be an ortho, para director.
Which of these statements are correct?
(a) 1,3 (b) 1,4
(c) 2,3 (d) 2,4

8. Among the following, the compound that can be most readily sulphonated is
(a) benzene (b) nitrobenzene
(c) toluene (d) chlorobenzene

9. Among the following statements on the nitration of aromatic compounds, the false
one is
(a) The rate of nitration of benzene is almost the same as that of
hexadeuterobenzene.
(b) The rate of nitration of toluene is greater than that of benzene.
(c) The rate of nitration of benzene is greater than that of hexadeuterobenzene.
(d) Nitration is an electrophilic substitution reaction.

10. Which of the following reactions is not an example of electrophilic substitution


(a) C6H6  CH2 CHCH3   C6H5CH(CH3)2
AlCl3

(b) C6H6  CH2 Cl2   C6H5 CH2 Cl


AlCl3

(c) C6H6  3 Cl2   C6H6 Cl6


UV light

OH

AlCl
(d) C 6H5 OH  CO  HCl 3 

CHO
11. Toluene when treated with Br2/Fe gives pbromotoluene as the major product
because the CH3 group
(a) has I effect. (b) is meta directing.
(c) activates the ring by hyperconjugation. (d) deactivates the ring.

12. In the nitration of benzene with a mixture of conc. HNO3 and conc. H2SO4, the active
species involved is
(a) NO 3 (b) NO2
(c) NO 2 (d) NO 2

13. In the sulphonation of benzene, the active species involved is


(a) HSO 4 (b) SO3
(c) SO2 (d) SO 24
14. Benzene reacts with acetyl chloride in presence of anhydrous aluminium chloride to
form
(a) acetophenone (b) phenyl acetate
(c) chlorobenzene (d) benzoic acid

15. The direct iodination of benzene is not recommended because


(a) I2 is an oxidising agent. (b) resulting C6H5I is reduced to C6H6 by
HI
(c) HI is unstable (d) the ring gets deactivated
16. Identify the correct order of reactivity in electrophilic substitution reactions of the
following compounds:
CH3 Cl NO2

(I) (II) (III) (IV)


(a) (I) > (II) > (III) > (IV) (b) (IV) > (III) > (II) > (I)
(c) (II) > (I) > (III) > (IV) (d) (II) > (III) > (I) > (IV)
17. Sulphonation of benzene differs from most of the electrophilic aromatic substitution
reactions. Which one of the following statement is correct?
(a) is reversible.
(b) requires the presence of Lewis acid as catalyst.
(c) takes place with explosive violence.
(d) requires elevated temperature.
18. Benzene reacts with npropyl chloride in the presence of anhydrous AlCl3 to give
predominantly
(a) npropyl benzene (b) isopropyl benzene
(c) 3propyl1chloro benzene (d) no reaction

19. Which one of the following will undergo meta substitution on mono chlorination?
(a) chloro benzene (b) phenol
(c) ethyl benzoate (d) ethoxy benzene

20. NH2, Cl, OH and CH3 groups when attached to benzene ring activate/deactivate
it for electrophilic substitution reaction. Their decreasing order of reactivity is
(a) NH2 > OH > Cl > CH3 (b) NH2 > Cl > OH > CH3
(c) NH2 > OH > CH3 > Cl (d) OH > NH2 > Cl > CH3

21. The function of anhydrous aluminium chloride in the Friedel-Craft’s reaction is


(a) to absorb water. (b) to absorb hydrochloric acid.
(c) to produce an electrophile. (d) to produce nucleophile.
22. Isopropylbenezene can be obtained by
H+ AlCl3
(a) + CH3–CH=CH2 (b) + CH3 CH2CH2Cl

CH3 AlCl3
(c) + CHCl (d) all of these
CH3
23. A particular form of tribromobenzene (A) melts at 44°C. On nitration it forms one
possible mononitro tribromo benzene. The structure of compound (A) is
Br Br
Br
(a) (b)
Br Br
Br
Br
Br
(c) (d) Both (a) and (b)
Br

24. To prevent the formation of carbocation in Friedal craft alkylation the best possible
condition
(a) AlCl3 + high temperature (b) SnCl4 + high temperature
(c) AlCl3 + low temperature (d) SnCl4 + low temperature

NO2

25. To prepare from , which of the following is the correct sequence of


Et
steps?
(a) Nitration followed by Friedel Crafts ethylation.
(b) Friedel Crafts ethylation followed by nitration.
(c) Friedel Crafts acylation (CH3COCl), nitration followed by Clemenson’s reduction.

(d) Friedel Crafts acylation (CH3COCl), Clemenson’s reduction followed by nitration.


SINGLE CHOICE CORRECT

1. (d) 2. (a) 3. (b) 4. (c) 5. (d)

6. (a) 7. (c) 8. (c) 9. (c) 10. (c)

11. (c) 12. (d) 13. (b) 14. (a) 15. (b)

16. (c) 17. (a) 18. (b) 19. (c) 20. (c)

21. (c) 22. (d) 23. (a) 24. (d) 25. (c)

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