Haloalkanes and Halo Arenes
Haloalkanes and Halo Arenes
Haloalkanes and Halo Arenes
One mark:
1.Which of the following reactions is a halogenated exchange reaction :
19.
24.
25.
26.
27.
7.
Two marks
1. (i) Write the structure of 1-chloro-4-ethylcyclohexane.
(ii) Why is sulphuric acid not used during the reactions of alcohols with KI ?
2. (i) Arrange the following in increasing order of their boiling points :
1-chloropropane, 2-chloropropane, 1-chlorobutane
(ii) What is an ambident nucleophile ? Give one example.
3.What happens when :
(a) Isopropyl chloride is treated with Na in dry ether ?
(b) Ethyl chloride is treated with AgCN ?
4.What happens when :
(a) 1-chlorobutane is treated with alcoholic KOH ?
(b) Chlorobenzene is treated with sodium in dry ether ?
5.
6. An alkyl halide (A) of molecular formula C6H13Cl on treatment with alcoholic KOH
gives two isomeric alkenes (B) and (C) of molecular formula C6H12. Both alkenes on
hydrogenation give 2,3-dimethylbutane. Write the structures of (A), (B) and (C).
7. Why is boiling point of o-dichlorobenzene higher than p-dichlorobenzene but melting
point of para isomer is higher than ortho isomer ?
8.Write equations for the following :
(a) Oxidation of chloroform by air and light
(b) Reaction of chlorobenzene with CH3Cl / anhyd. AlCl3
9.Why haloarenes are not reactive towards nucleophilic substitution reaction ? Give two
reasons.
10.(a) Out of (CH3)3C Br and (CH3)3C I, which one is more reactive towards SN1 and why ?
(b) Write the product formed when p-nitrochlorobenzene is heated with aqueous NaOH at
443 K followed by acidification.
11.(a) Draw the structures of major monohalo products in each of the following reactions :
12.Give reasons for the following :
i) Grignard reagent should be prepared under anhydrous conditions.
(ii) Alkyl halides give alcohol with aqueous KOH whereas in the presence of alcoholic KOH,
alkenes are formed.
13.(a) In the following pair of compounds, which compound undergoes SN2 reaction faster
and why ?
14.
15(a) Which one of the following pairs of substances undergoes SN1 reaction faster and why
?
CH3- CH2- CH2- Cl OR CH2 = CH- CH2-Cl
(b) Write the major product in the following :
15. a)Which halogen compound in the following pair will react faster in SN2 reactions and
why ?
CH3- CH2- I OR CH3- CH2- Br
(b) Why is chloroform stored in closed dark coloured bottles ?
17.(a) Which halogen compound in the following pair will react faster in SN1 reaction and
why ?
16. a) Why is the dipole moment of chlorobenzene lower than that of cyclohexyl chloride ?
(b) Which halogen compound in the following pair will react faster in SN2 reaction and why
?
(c) Why does the presence of nitro groups at ortho- and para- positions in haloarenes increase
their reactivity towards nucleophilic substitution reaction ?
18.
19.
20.
3marks
1.(i) Why do tertiary alkyl halides undergo SN1 reaction at a faster rate ?
(ii) Define Enantiomers.
(iii) Why is chloroform stored in dark coloured air tight bottles ?
2.(i) Write the major alkene that would be formed by dehydrohalogenation of 2-
Bromopentane.
(ii) Which would undergo SN2 reaction at a faster rate and
why ?
18.
19.
20.
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