Halogen Derivatives
Very Short Answer Questions (1 Mark) :
1. Draw the structure of 2-chlorobutane.
2. Give structual formula of monohaloarenes.
3. What is Lucas reagent ?
4. Name the reaction by which an alkyl chloride can be converted into alkyl iodide.
5. Show a chiral carbon atom present in lactic acid by astrick.
6. Write IUPAC name of CH2 = CH – Cl OR Write structure of vinyl chloride.
7. Give an eample of a monohalogen derivatives of alkane that show optical activity.
8. Identify the nucleophilic substitution reaction in the following reaction.
− ∆
H3C − Br + OH(aq) → HO – CH3 + Br−
9. A compound which rotates plane of plane polarised light in anticlockwise direction is
called as …….
10. Name the phenomenon that rotates the plane of plane polarised light towards right
or clockwise direction.
11. The number of carbon-carbon sigma bonds present in the molecule of
chlorobenzene are …….
12. Select the compound having highest boiling point from the following groups :
(I) (i) H3C – CH2 – Cl (ii) H3C − CH2 – Br (iii) CH3 – CH2 – I (iv) H3C – Cl
CH3
|
(II) (i) CH3 – CH2 – CH2 – CH2 − Br (ii) CH3 − CH − CH2 – CH3 (iii) H3C − C − CH3
| |
Br Br
13. Define :
(i) Chiral carbon (ii) Optical activity
(iii) PPL (iv) Laevorotatory compound
(v) Dextrorotatory compound (vi) Optical rotation
(vii) Optical isomerism (viii) Enantiomers
(ix) Racemic mixture (x) Ordinary light
14. Choose the compound from the following that will react fastest by SN1 mechanism.
(i) 1-iodobutane, (ii) 1-iodopropane, (iii) 2-iodo-2-methybutane,
(iv) 2-iodo-3-methylbutano
15. Draw structure of bromochloriodomethane by
(i) Fischer projection formula, (ii) Wedge formula.
16. Draw the structure of DDT.
17. Write conversion of 2-bromobutane into unsaturated hydrocarbon by using alc. KOH.
18. How will you convert ethyl bromide into n-butane?
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(1)
2
Very Short Answer Questions (2/3 Marks) :
1. Convert ethyl alcohol into ethyl chloride by using following reagents.
(i) PCl3, (ii) PCl5, (iii) SOCl2, (iv) Lucas reagent.
2. State and explain the following with suitable example.
(i) Markonikoff's rule, (ii) Saytzeff rule.
3. Identify from the following, which compound will undergo nucleophilic substitution
reaction by SN1 mechanism more readily. Justify.
Br I
I
4. What is β-elimination ? Explain with suitable example.
5. Write the following reactions :
(i) Wurtz Fittig reaction (ii) Fittig reaction
(iii) Sandmeyer's reaction (iv) Swarts reaction
(v) Finkelstein reaction
6. What happens when ethyl iodide reacts with
(i) NaOCH3, (ii) CH3COOAg
7. Write the reactions of ethyl bromide with the following reagents :
(i) NaOH(aq) (ii) alc. NH3
(iii) alc. KCN (iv) alc. AgCN
8. What happens when an alkyl halide is treated with
(i) KNO2 (ii) AgNO2 (iii) Moist. Ag2O
9. What is the action of following on ethyl bromide.
(i) Na in dry ether, (ii) Mg in dry ether.
10. Write the reaction of chlorobenzene with :
(i) Nitrating mixture (ii) Cl2 in presence of FeCl3
(iii) Fuming H2SO4 (iv) Methyl chloride in presence of unhydrous AlCl3
(v) Acetyl chloride (vi) Acetic anhydride in presence of unhydrous AlCl3
11. p-dichlorobenzene has higher melting point and solubility than o- and m-isomers.
Explain.
12. Explain the mechanism involved in the hydrolysis of t-butyl bromide with aq. KOH.
OR
Discuss the alkaline hydrolysis of an alkyl halide in which there is racemisation.
13. Explain the mechanism involved in the hydrolysis of methyl bromide with aq. NaOH.
OR
Discuss the alkaline hydrolysis of an alkyl halide in which there is complete inversion
of configuration.
3
14. Distinguish between SN2 and SN1 mechanism.
15. Explain the following terms in SN mechanism.
(i) Order of reaction, (ii) Transition state, (iii) Backside attack.
16. What is the effect of following on rate of reaction occurring by SN1 mechanism ?
(i) Nature of substrate (ii) Nature of nucleophile
(iii) Nature of solvent
17. Nucleophilic substitution reaction of haloarenes take place in lower rate. Explain.
18. Which type of substitution reaction takes place very easily with haloarenes ? Why ?
19. Write a note on Wurtz reaction.
20. Write a chemical name, structural formula and uses of DDT.
21. Identify 'A' and 'B' in the following reaction.
HBr alc. KOH
(i) CH3 – CH = CH2 → 'A' → 'B'
alc. KOH
(ii) H3C – CH2 − CH – CH3 → A + B + 2KBr + 2H2O
∆
|
Br
D.E D.E
(iii) CH3 – Br + Mg → A + CO2 → + 'B' + Mg(Br) OH
H /H2O
OH
∆
(iv) + SOCl2 →
CH3
dark
(v) + Cl2 →
22. How is chlorobenzene prepared from anline ? How is chlorobenzne converted into
diphenyl?
23. Complete and rewrite the following chemical reaction:
aq. alkaline
(i) 1-chloro-2, 4-dinitrobenzene → ?
368 K‚ H+
(ii) CH3 – CH2 – Br + SbF3 → ?
∆
(iii) Isopropyl alcohol → A → B
PBr3 NH3 in excess
24. Write chemical reactions for the following conversion.
(i) Ethyl bromide into ethyl methyl ether
(ii) Ethyl iodide
(iii) Ethyl fluoride
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25. Complete the following reaction giving major product.
HBr alc.
(i) CH3 – CH = CH2 → A → B
Perioxide KOH
Red P/Br2 Ag2O/H2O
(ii) CH3 − CH − CH3 → A → B
|
OH
Cl
Mg
(iii) →
dry ether
26. Name the reagent used to bring about the following conversion.
(i) Bromoethane to ethoxyethane
(ii) 1-chloro to 1-nitropropane
(iii) Ethyl bromide to ethyl isocyanide
(iv) Chlorobenzene to 4-chlorotuluene
27. Haloarenes are less reactive than haloalkenes. Explain.
28. Reactions involving Grignard reagent must be carried out under anhydrous
conditions. Explain.
29. Bring about the following conversion.
(i) Propene to propan-1-ol.
(ii) Ethanol to propane nitrile
(iii) But-1-ene into n-butyl iodide.
(iv) 2-chloropropan to propan-1-ol.
(v) p-nitrochlorobenzene to p-nitrophenol.
30. What is the action of Lucas reagent on ethanol?
31. Name the following reaction.
?
(i) R – Cl + NaI → R – I + NaCl ↓
(ii) R – Cl + AgF → R – F + AgCl ↓
32. Draw optical isomers of lactic acid.
33. Give laboratory test for haloalkanes.
34. Write any two uses and environmental effects of the following compounds :
(a) DDT, (b) Chloroform, (c) Freon, (d) Iodoform, (e) Methylene dichloride, (f) CCl4.
* Nomenclature of halogen derivatives.
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