A RX and ArX

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DELHI PUBLIC SCHOOL- BOPAL, AHMEDABAD

ASSIGNMENT (CYCLE: 2)

CHEMISTRY

Chapter: Haloalkanes and Haloarenes Date: May 9, 2022

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[A] Write down chemical equation for the following name reactions.

1. Free radical halogenation of alkanes.


2. Sandmeyer’s reaction.
3. Markovnikov’s rule.
4. Anti-Markovnikov’s rule.
5. Finkelstein reaction.
6. Swarts reaction.
7. Zaitsev rule (β-elemination).
8. Wurtz reaction.
9. Friedel-Crafts alkylation of haloarene.
10. Friedel-Crafts acylation of haloarene
11. Wurtz-Fittig reaction.
12. Fittig reaction.
13. Reaction of ROH with Lucas reagent.
14. Gatterman reaction.
15. Diazotisation.
16. Test for unsaturation.
[B] Write the following mechanism

1. SN1
2. SN2
3. β-elimination
4. p-nitrocholoro benzene to p-nitro phenol

[C] Give reasons for the following.

1. Alkyl halides are polar.


2. Bond length increases and bond enthalpy decreases from C-F to C-I.
3. Lucas reagent can be used to distinguish amongst 10 , 20 , 30 alcohol.
4. Aryl halides cannot be prepared from phenols.
5. Free radical halogenation is not a good method to prepare haloalkanes.
6. Electrophilic substitution of arenes requires Lewis acid as catalyst.
7. Electrophilic substitution of arenes with HI is carried out in presence of HNO 3 /HIO 4 .
8. P-dichlorobenzene has high melting point compared to its o- and m- isomers.
9. Boiling point of halo alkanes is greater than hydrocarbons.
10. Boiling point of halides decrease in the order RI > RBr > RCI > RF.
11. Boiling point of 1-bromo butane> 2-bromo butane> 30 butyl bromide.
12. Halo alkanes react with KCN to form alkyl cyanide as main product while AgCN
forms isocyanides as chief product explain.
13. Halo alkanes react with NaNO 2 to form iso-nitro compound while AgNO2 forms nitro
compound. Explain.
14. RMgX should be prepared in anhydrous conditions.
15. Allylic and benzylic halides undergo SN1 mechanism.
16. Alkyl halides though polar are immiscible with water.
17. Dry acetone facilitates Finkelstein reaction.
18. HNO 2 is prepared “insitu”.
19. For isomeric alkyl halides the boiling point decreases with increase in branching.
20. Aryl halides are soluble in benzene but insoluble in water.
21. Order of reactivity of halogen acids on alcohol is HI > HBr > HCl.
22. Molecular inversion takes place in case of SN2.
23. SN1 undergoes racemization.
24. Halo alkanes are more reactive than halo arenes towards nucleophile.
25. Presence of nitro group make nucleophilic substitution in chlorobenzene easier.
However, no effect on reactivity of haloerene is observed when NO 2 group is present
in meta position.
26. Although chlorine is an electron withdrawing group, yet it is ortho- para- directing
in electrophilic aromatic substitution reactions. Why?
27. Chloroform is stored in dark coloured bottles completely filled.
28. Iodoform is used as an antiseptic.
29. The dipole moment of chlorobenzene is lower than that of cyclohexyl chloride.
30. P - dichlorobenzene has higher solubility than those of o- and m- isomers in organic
solvents.
31. The treatment of alkyl chloride with aqueous KOH leads to the formation of alcohols
but in the presence of alcoholic KOH, alkenes are major products. Explain.
32. Chloroform contains chlorine but gives no reaction with AgNO 3 , solution. Why?
33. Iodoform gives a precipitate with silver nitrate on heating while chloroform does not.
34. A small amount of ethyl alcohol is usually added to chloroform bottles. Why?
35. Ethyl chloride is gas, whereas ethyl iodide is liquid at room temperature.
36. Allyl chloride is more reactive than n-propyl chloride towards nucleophilic
substitution reaction.
37. Reactivity order SN1 3o > 2o > 1o and in SN2 1o >2o >3o . Explain.
38. Reaction of RX with SOCl2 is a best method to prepare alkyl halides.
.

[D] Distinguish between the following compounds by giving a simple chemical test
1. 30 butyl alcohol and 20 butyl alcohol.
2. n-propyl alcohol and isopropyl alcohol.
3. Chlorobenzene and chlorocyclohexane.
4. Chlorobenzene and Benzyl chloride.
5. Ethyl chloride and vinyl chloride.
6. Carbon tetra chloride and chloroform.
7. Chlorobenzene and n-Hexyl chloride.
8. Chloroethane and Bromoethane.
9. 1,1-dichloroethane and 1,2-dichloroethane.
10. Bromopropene and 1-bromopropane.
11. o-bromobenzyl chloride and o-chlorobenzyl bromide.

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