www.studyadda.com Haloalkanes And Haloarenes Previous Years’ Questions HALALKANES AND HALOARENES 1 [Delhi 2011] 3. Write the structure of the following compound: 1-bromo-4-sec. [All India 2010. [Delhi 2012] CH 2 C — CH 2 Br | CH3 2. butyl-2-methyl benzene. Give the IUPAC name of the following compound. [All India 2011C] 8. Write the structure of 2-(2.chlorophenyl )-1-isooctane. Write the IUPAC name of the following.www. Which will react faster in S2 N displacement. [All India 2011C] 7. 4-dibromobut-2-ene. Delhi 2008] 2 . 2010] 9. 1-bromopentane or 2-bromopentane and why? [Foreign 2011.studyadda. Write the IUPAC name of the following compound CH2 CHCH2 Br . Write the IUPAC name of the following compound (CH3 )3 CCH2 Br . Write the structure of 1.com Haloalkanes And Haloarenes Previous Years’ Questions 1 MARK QUESTIONS 1. Write the structure of 2-(2-bromophenyl) butane [Delhi 2011C] 6. [All India 2011] 4. [Delhi 2011C] 5. [All India 2010C] 14. [All India 2010.studyadda.www. [Delhi 2008] 3 . [All India 2009C] 17. [All India 2010C] 15. Which one of these is more easily hydrolyzed? [Delhi 2010] 11. [All India 2010C] 13. [Foreign 2010] 16.butyl-3-iodoheptane.com Haloalkanes And Haloarenes Previous Years’ Questions 10. Give the IUPAC name of the following. Write a chemical reaction in which the iodide ion replaces the diazonium group in a diazonium salt. Write the structure of the compound 4. Draw the structure of the following compound: 4-bromo-3-melhylpent-2-ene. Write the structure of the following organic compound: 2-chloro-3-methylpentane. Write the structure of the compound 1-chloro-4 ethylcyclohexane .tert. Foreign 2009] 12. Write the IUPAC name of the following compound. A solution of KOH hydrolysis CH3CHCICH 2CH3 and CH3CH 2CH 2CH 2CI . are Immiscible with water? Grignard's reagent should be prepared under anhydrous conditions? [Foreign 2012] 22. Which one of the two compounds CH3 Br and CH 3l will react faster in an SN 2 reaction With —OH? [Foreign 2007] 2 MARKS QUESTIONS 21. Write the IUPAC name of ClCH2C CCH2 Br [All India 2008C] 19. [Foreign 2012] 23. Write IUPAC name of [Foreign 2008] 20. Which one in the following pairs of substances undergoes SN 2 substitution reaction faster and why? [Delhi 2009] (i) (ii) 4 .www. What are ambient nucleophiles? Explain giving an example.com Haloalkanes And Haloarenes Previous Years’ Questions 18. though polar.studyadda. Explain as to why (i) (ii) alkyl halides. (i) (ii) CH3CH 2CH CH 2 HBr [All India 2009] 26. Complete the following reaction equations. The order of reactivity of haloalkanes is RI > RBr > RCI. (i) C6 H5 N2Cl KI (ii) [Delhi 2008. Suggest a possible reason for the following observations.www.pentyl chloride.com Haloalkanes And Haloarenes Previous Years’ Questions 24. [Delhi 2009C] (i) (ii) 28. Complete the following reaction equation. H2O n m BuBr KCN n BuCN [Delhi 20090. All India 2008] 5 . Suggest a possible mechanism for the following reaction : EtOH . (CH3 )3 C CH3CI does not follow SN 2 mechanism. All India 2008C] 27.studyadda. Neo. Which one in the following pairs undergoes SN 1 substitution reaction faster and why? [All India 2009] (1) (2) 25. Answer the following questions.com Haloalkanes And Haloarenes Previous Years’ Questions 29. why is it so? [Delhi 2012] 35. [All India2007] 32. [All India 2008] (i) (ii) 3 MARKS QUESTIONS 34. Although chlorine is an electron withdrawing group. 6 .studyadda.www. What happens when iodoform is heated silver powder? Write chemical reaction. (i) What is meant by chirality of a compound? Give an example. Explain. Give one example of [Delhi 2007] (i) (ii) Wurtz reaction Wurtz fitting reaction 31. [Delhi 2006] 33. Write IUPAC name of the following compound. [Delhi 2008C] 30. Discuss the mechanism of SN 1 reaction of haloalkanes. yet it is ortho-para-directing in electrophilic aromatic substitution reactions. What type of reaction is known as nucleophilic substitution reaction? Give one example. studyadda. EtOH . Answer the following. 1-bromo-2-methyl butane 1-bromo-3methyl butane [All India 2011] 38. (i) Write a chemical test to distinguish between 7 .n BuBr KCN 2 (ii) Why is the dipole moment of chlorobenzene lower than that cyclohexyl chloride? [Delhi 2011C] 39. Rearrange the compounds of each of the following sets in order of reactivity towards SN 2 displacement. (i) (ii) (iii) Haloalkanes easily dissolve is organic solvents Why? What is known as racemic mixture? Give an example. 1-bromo-2. 1-bromo-3-methyl butane.bromopentane. H O n BuCN n . 1-bromopentane. (i) Write the mechanism of the following reaction. 3-bromo-2-methyl butane.com Haloalkanes And Haloarenes Previous Years’ Questions (ii) Which one of the following compound is more easily hydrolyzed by KOH and why? CH3CHCICH 2CH3 or CH3CH 2CH 2CH 2CI (iii) Which one undergoes SN 2 substitution reaction faster and why? l or Cl [All India 2012] 36. 1-bromobutane. 2-bromo-2-methyl butane. Of the two bromo derivatives C6 H5CH (CH3 ) Br and (C6 H5 )CH (C6 H5 ) Br which one is more reactive in SN 1 substitution reaction and why? [Delhi 2011] 37. 2-dimethyl propane. (i) (ii) (iii) 2-bromo-2-methyl butane. 2.www. How would you differentiate between SN 1 and SN 2 mechanism of substitution reactions? Give one example of each. Explain why (i) the dipole moment of chlorobenzene is lower than that of cydohexyl chloride? 8 . (i) (ii) (iii) CH3CH 2CH CH2 +HBr [Foreign 2011. [Delhi 2010] 42. (i) (ii) (a) (b) State one use of DDT and iodoform. Which compound in the following? Couples will react faster in SN 2 displacement and why? 1-bromopentane or 2-bromopentane 1 – bromo-2-methylbutane or 2 bromo-2.com Haloalkanes And Haloarenes Previous Years’ Questions (a) (b) (ii) chlorobenzene and benzyl chloride chloroform and carbon tetrachloride Why is methyl chloride hydrolysed more easily than chlorobenzene? [All India 2011C] 40.methyl butane. [All India 2010] 43.studyadda. Complete die following reaction equations.www. 2009] 41. (CH 3 )3 —C— Cl and CH 2 Cl .com Haloalkanes And Haloarenes Previous Years’ Questions (ii) (iii) alkyl halides though polar are immiscible with water. [All India 2010C] 44. [All India 2009C Delhi 2008. 2008C] 9 . (i) (ii) (iii) p-dichlorobenzene has higher melting point than those of o and m-isomers.www.studyadda. Give reasons for the following observations. in the pair. The treatment of alkyl chloride with aqueous KOH leads to the formation of alcohol but in the presence of alcoholic = KOH. Haloarenes are less reactive than haloarenes towards nucleophilic substitution reaction. alkenes is the major product. CH 2 Cl will react faster in SN 2 reaction with —OH.
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