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STD – XII CHEMISTRY MARKS: 100

DATE – HALOGEN DERIVATIVE OF ALKANE AND ARENE TIME: 3 Hr.

1. Which of the following is not an example of Sandmeyer’s reaction?


 
(a) C6 H5 N 2 Cl 
CuCl
 C6 H5Cl (b) C6 H5 N2 Cl 
CuBr
 C6 H5 Br
 
(c) C6 H5 N 2 Cl 
CuCN
 C6 H5CN (d) C6 H5 N 2 Cl 
KCN
KI
 C6 H 5 I

2. The Chemical reaction


(CH 3 )3 CBr 
KOH(alc.)
 H2 O,  KBr
(CH 3 )3 C  CH 2 is an example of:
(a) Nucleophilic substitution (b) Electrophilic substitution
(c) Free radical substitution (d)  -Elimination

3. Ethanol 
P4 / I2
(X) 
(i) KOH (alc.)
(ii) HBr
(Y)
In this sequence of reactions, (Y) is :
(a) Ethene (b)Bromoethane (c)Ethanol (d) None

4. A halide with formula C6 H13Br gave two isomeric alkenes (A) and (B) with formula
C6 H12 . On reductive ozonolysis of a mixture of (A) and (B), the following compounds
were obtained: CH3COCH3 ,CH3CHO,CH3CH 2CHO and (CH3 )2 CHCHO . The halide is:
(a) 2-Bromohexane (b) 3-Bromo-2-methylpentane
(c) 2,2-Dimethyl-1-bromohexane (d) Unpredictable

5. The optical isomers which are not mirror images of each other are called:
(a) Enantiomers (b) Mesomers (c)Diastereomers (d) Metamers

6. How many chiral carbon atoms are present in 2, 3, 4-trichloropentane?


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

7. The most reactive compound for electrophilic nitration will be:


(a) Toluene (b) Benzoic acid (c)Nitrobenzene (d) Benzene
8. The reaction of t-butyl bromide with sodium methoxide mainly produces:
(a) Isobutane (b) Isobutylene
(c) t-Butyl methyl ether (d) Sodium tert-butoxide

9. The experimentally determined rate equation for the alkaline hydrolysis of RBr is given
by:

Rate = K[RBr][OH]
Which of the following statements is inconsistent with these observations?
(a) The reaction is first order with respect to RBR
(b) The reaction is second order overall
(c) The reaction process is false
(d) The rate-determining step is bimolecular

10. Which is least reactive towards nucleophilic substitution (SN2)?


(a) (b) Me3C–Cl (c)PhCl (d) MeCH (Cl) Me

11. The correct decreasing order of SN1 reactivity of the following is:
I. PhCH2X II. CH2=CHCH2X
III. Me2CHX IV. C2H5X
(a) (I)>(II)> (III)>(IV) (b) (IV) > (III) > (II) > (I)
(c) (II) > (I) > (III) > (IV) (d) (IV) > (III) > (I) > (II)

12. Aryl halides are less reactive towards nucleophilic substitution reaction as compared to
alkyl halides due to:
(a) The formation of less stable carbonium ion
(b) Resonance stabilization
(c) Larger carbon-halogen bond
(d) Inductive effect

13. Chlorination of methane proceeds by:


(a) Electrophilic substitution (b) Nucleophilic substitution
(c) Free radical mechanism (d) None of these

14. (CH3 )2 CHCl  NaI 


(CH3 )2 CHI  NaCl
The above reaction is known as:
(a) Perkin’s reaction (b) Finkelstein’s reaction
(c) Fitting reaction (d) Sabatier and Senderan’s reaction
15. Out of monochloro, monobromo and monoiodo derivatives of ethane, the most reactive
compound towards nucleophilic substitutions will be:
(a) C2 H5 Br (b) C2 H5Cl (c) C2 H 5 I (d) All are equally reactive

16. The process of converting one enantiomer of an optically active compound into racemic
mixture is called:
(a) Resolution (b) Inversion (c) Epimerisation (d) Racemisation

17. Which of the following halides can yield ethane and also methane in a single step?
(a) C2 H5 Br (b) CH3 I (c) (CH3 )2 CHBr (d) None

18. Slow oxidation of chloroform in air leads to the formation of:


(a) Formyl chloride (b) Formic acid (c) COCl2 (d) Trichloro acetic acid

19. Which of the following undergoes nitration most readily?


(a) Toluene (b) Styrene (c)Chlorobenzene (d) Phenol

20. The reaction of toluene with chlorine in the presence of ferric chloride gives
predominantly:
(a) Benzoyl chloride (b) m-Chlorotoluene
(c) Benzyl chloride (d) o-and p-Chlorotoluene

21. (A) How will you prepare ethyl bromide


from (3)
(a) Ethane (b) Ethanol (c)
Ethene
(B) Define and classify Alkyl
halide (2)

(C) Write the IUPAC name of neohexyl bromide, isopentyl chloride and secondary
(3)
butyl iodide

22. (A) Explain Alkaline hydrolysis of tert-butyl bromide with energy profile

(4)
diagram.
(B) Write any two uses of
DDT. (1)
(C) What is action of following on isopropyl chloride
? (3)
(a) Alc.NaOH (b) Alc.AgCN (c)
Alc.NH3

23. (A) Explain SN2 Reaction Mechanism with suitable example and draw the energy
(3)
profile diagram.
(B) Write short note on sandmeyer
Reaction. (2)

(C) Identify A, B, C in following reaction.


(3)


Cl2
G.v.light
A Mg
dryether
 B 
HOH
C

24. (A) What is action of following on


chlorobenzene (3)
(a) Conc. HNO3 (b) conc. H2SO4 (c) Methyl chloride
(B) Explain optical activity of Lactic
acid (2)
(C) Define
(3)
(a) Enantiomer (b) Racemic mixture (c) Chiral carbon

25. (A) Identify A, B, C in the following


Reaction (3)
A  n  Butane 
Na
dryether
 B 
C Br2
AlBr3
Moist
Ag2O

(B) What is action of following on methyl


chloride (2)
(a) NaI (b) Silver Acetate
(C) Predict the expected product of substitution
reaction. (3)
i. isobutyl chloride + sodium ethoxide
ii. n-butyl chloride + sodium
iii. Aniline + NaNO2|HCl|