BlRLA PUBLIC SCHOOL, DOHA – QATAR

CHEMISTRY WORKSHEET -2

CHAPTER: HALOALKANES AND HALOARENES

Grade: XII Date: 23/03/2023

1. Write chemical equations when,

(i) Ethyl chloride is treated with aqueous KOH.

(ii) Chlorobenzene is treated with CH3COCl in presence of anhydrous AlCl3.

2. a) Which alkyl halide from the following pairs would you expect to react
more rapidly by SN2 mechanism and why?

(b) Racemization occurs in SN1 reactions. Why?

3. Write chemical equations when,

(i) Methyl chloride is treated with AgNO2.

(ii) Bromobenzene is treated with CH3Cl in the presence of anhydrous AlCl3

4. Which halogen compound in each of the following pairs will react faster in SN2
reaction?
(i) CH3Br or CH3I

(ii) (CH3)3 C—Cl or CH3—Cl

5. Draw the structures of major monohalo products in each of the following

reactions:

BPSD//XII/Chemistry/Worksheet-2/Haloalkanes and Haolarenes.

 6. Identify the chiral molecule in the following pair:

7. Which alkyl halide from the following pair is chiral and undergoes faster SN2
reaction?

8. 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?

BPSD//XII/Chemistry/Worksheet-2/Haloalkanes and Haolarenes.

 9. Chlorobenzene is extremely less reactive towards a nucleophilic substitution
reaction. Give four reasons for the same.

10. Give reasons for the following:

(i) Ethyl iodide undergoes SN2 reaction faster than ethyl bromide.

(ii) (dl) 2–Butanol is optically inactive.

(iii) C–X bond length in halobenzene is smaller than C–X bond length in CH3–X.

11. Explain as to why,

(i) Alkyl halides though polar are immiscible with water.

(ii) Grignard reagents should be prepared under anhydrous conditions.

12. What are ambident nucleophiles? Explain giving an example.

13. Although chlorine is an electron withdrawing group, yet it is ortho-, para-directing in

electrophilic aromatic substitution reactions. Explain why it is so?

14. 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?

BPSD//XII/Chemistry/Worksheet-2/Haloalkanes and Haolarenes.

 15. 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?

16. Explain why,

i) 3- Bromocyclohexene is more reactive than 4 - Bromocyclohexene in hydrolysis
with NaOH
ii) Allyl chloride is more reactive than n- propyl chloride towards SN1 reaction
iii) Vinyl chloride is less reactive towards SN1 reactions
iv) Sulphuric acid is not used during the reaction of alcohols with KI
v) Chloroform is a chlorine compound, but it does not give precipitate with silver
nitrate solution.

17. How will you chemically distinguish b/n the following pairs of compounds.

a) 2-methyl-propan-2-ol and propan-1-ol

b) Cyclohexyl chloride and chlorobenzene

18. Electrophilic substitution reactions in Aryl halides takes place at a slow rate. Why?

19.What do you mean by Enantiomers? Explain with an example.

20. During Diazotization reaction freshly prepared source of HNO2 is used. Why?

21.Convert the following.

a) Toluene to benzyl alcohol

b) Benzyl alcohol to 2-phenyl ethanoic acid

c) 2-Chlorobutane to 3,4-dimethylhexane
BPSD//XII/Chemistry/Worksheet-2/Haloalkanes and Haolarenes.
BPSD//XII/Chemistry/Worksheet-2/Haloalkanes and Haolarenes.