Class: 12 Subject: Chemistry

Name Date

MIXED BAG -1
Topic: Haloalkanes and haloarenes (Chapter 10)
1.
An organic compound A ( C6H5COOH) on heating with NH3 and heat at high pressure
gives compound B. The compound B on treatment with ice-cold solution of NaNO2 and HCl
gives
C. Identify A, B & C. compound.
2.
Which compound in each of the following pairs will react faster in SN2 reaction with OH-?
a. CH3Br or CH3I
b. (CH3)3CCl or CH3Cl
3. Out of chlorobenzene and chloromethane which is more reactive towards nucleophilic
substitution reaction.
4. Complete the following reaction equations:

CH3CH2CH = CH2 + HBr →→

5. Complete the following reaction equation:

6. Discuss the mechanism of SN1 reaction of haloalkanes.

7. Predict the order of reactivity of four isomeric bromobutanes in SN1 reaction.
8. A hydrocarbon C5H12 gives only one monochlorination product. Identify the hydrocarbon.
[2013]

9. Out of and which is an example of allylic halide?

10. Write a chemical reaction in which the iodide ion replaces the diazonium group in a
diazonium salt.
11. Complete the following chemical equation:

CH3CH2CH=CH2 + HBr

12. What happens when bromine attacks CH2=CH-CH2-C=CH? ]

13. Draw the structure of major monohalo product in each of the following reactions :

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 1
.

2. [2014]

14. Out of which is more reactive towards SN1

reaction and why?
15. Which would undergo SN1 reaction faster in the following pair? CH3-CH2-CH2-Br and

16. Which would undergo SN2 reaction faster in the following pair
and why?

CH3-CH2-Br and

17. Which would undergo SN2 reaction faster in the following pair and why?
CH3-CH2-Br and CH3-CH2-I

18. Draw the structures of major monohalo products in each of the following reactions:

1.

2.

Which halogen compound in each of the following pairs will react faster towards S N2
reaction?

1.
CH3Br or CH3I
2. (CH3)3C-Cl or CH3-Cl

19. Which compound in each of the following pairs will react faster towards S N2 reaction with-
OH group?

1.
CH3Br or CH3I
2.
(CH3)3C-Cl or CH3-Cl

Write the product(s) of the following reactions.

1. CH3-Cl+KCN→→?

2.

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20. Write chemical equations when

1.
ethyl chloride is treated with aqueous KOH.
2.
chlorobenzene is treated with CH3COCl in the presence of anhydrous AlCl3 [2014]

21. Suggest a possible reason for the following observations:

1.
The order of reactivity of haloalkanes is RI > RBr > RCI.
2.
neo-pentyl chloride, (CH3)3C-CH2Cl does not follow SN2 mechanism. [2009]

22. Which one in the following pairs undergoes SN1 substitution reaction faster and why?

1
.
2. [2009]

23. Write the structure of an isomer of compound C4H9Br which is most reactive towards
SN1 reaction. [2016]
24. Which compound in the following pair undergoes faster towards SN1 reaction?

[2013]

25. Why is it that haloalkanes are more reactive than haloarenes toward nucleophiles?

1.
Which one of the following react faster towards SN1 reaction and why?

[2008] [2015]

26. Rearrange the compounds of each of the following sets in order of reactivity towards S N2
displacement.

1.
2-bromo-2-methylbutane,1-bromopentane, 2-bromopentane.
2.
l-bromo-3-methylbutane, 2-bromo-2-methylbutane, 3-bromo-2-methylbutane.
3.
1-bromobutane,l-bromo-2, 2-dimethylpropane, 1-bromo-2-methylbutane, 1-bromo-3-
methylbutane. [2011]

27. Why is methyl chloride hydrolyzed more easily than chlorobenzene? [2011]

28. How would you differentiate between SN1 and SN2 mechanism of substitution reactions? Give
one example of each. [2010]

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