Q.1. Predict the order of reactivity of the following compounds in SN1 reaction.
C6H5CH2Br, C6H5C(CH3)(C6H5)Br, C6H5CH(C6H5)Br, C6H5CH(CH3)Br
Q.2. Give a chemical test of distinguish between C2H5Br and C6H5Br.
Q.3. Which will react faster in SN2 displacement, 1-bromopentane or 2-bromopentane and why?
Q.4. Which will react faster in SN1 displacement reaction:
1-Bromobutane or 2-bromobutane and why?
Q.5. A solution of KOH hydrolyses
CH3CHClCH2CH3 and CH3CH2CH2CH2Cl.
Which one of these is more easily hydrolysed?
Q.6. Explain Friedel-Crafts reaction with an example.
Q.7. Why is Chloroform stored in closed dark coloured bottles completely filled so that air is kept out?
Q.8. Explain why in the pair, (CH3)3CCl and CH3Cl, CH3Cl will react faster in SN2 reaction with OH−?
Q.9. Explain why C−Cl bond length in chlorobenzene is shorter than C−Cl bond length in CH3−Cl.
Q.10. SN1 reactions are accompanied by racemization in optically active alkyl halides.
Q.11. How will you convert?
(i) Chlorobenzene to biphenyl
(ii) 2-Bromobutane to but-2-ene
Q.12. Write the major product(s) in the following:
Q.13. Explain why Racemic mixture is optically inactive.
Q.14. Explain why the presence of nitro group (−NO2) at o/p positions increases the reactivity of haloarenes towards nucleophilic substitution reactions.
Q.15. Write the structure of the major product in each of the following reactions :
Q.16. Explain why is butan-1-ol optically inactive but butan-2-ol is optically active?
Q.17. Although chlorine is an electron withdrawing group, yet it is ortho-, para-directing in electrophilic aromatic substitution reactions. Why?
Q.18. Which alkyl halide from the following pair is chiral and undergoes faster SN2 reaction?
Q.19. Out of SN1 and SN2, which reaction occurs with inversion of configuration
Q.20. Out of SN1 and SN2, which reaction occurs with racemisation?
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