CHEMISTRY QUESTION BANK

 Haloalkane and Haloarenes

NAME: ___________________________________
BATCH : __________________________________
 Q. 1. Give one example of each primary secondary and tertiary alkyl halide with its IUPAC naming.

Q. 2. Discuss about allylic halides, vinylic halides, benzylic halides, aryhalides and write it’s hybridization .

Q. 3. Identify allylic and vinylic halides.

Q. 4. Out of and which is an example of benzylic halide?

Q. 5. Between allyl carbo cation and vinyl carbo cation, which is more stable and why?

Q. 6. Allyl chloride gives substitution reaction easily than vinyl chloride, Explain.

Q. 7. Discuss about Geminal dihalide and vicinal dihalide.

Q. 8. Discuss the classification of Haloalkanes and Haloarenes.

Q. 9. How ethyl chloride can be prepare from the following:

(i) Ethane (ii) Ethene (iii) Ethyl alcohol

(iv) silver salt of acid (Hunsdiecker reaction) (v) Using Lucas reagent.

Q. 10. What happens when Ethane on react with chlorine in presence of sunlight?

Q. 11. What happens when methane on react with chlorine in presence of sunlight?

Q. 12. What happens when propane is treated with chlorine in presence of sunlight?

Q. 13. What happens when ethane on react with in presence of sunlight?

Q. 14. Write the major product in the following reaction?

Q. 15. A hydrocharbon gives only one monochlorination product. Identify the hydrocarbon.

Q. 16. Complete the reaction and write which rule is applicable?

(a) →

(b) →

(c) →

(d) →

(e) →

Q. 17. What happens when ethene on react with HCl?

Q. 18. What happens when propene on react with .

(a) in presence of peroxide

(b) in absence of peroxide

Q. 19. Write the product of the following reaction:

(a) →

(f) →

(g) →

Q. 20. How can you convert the following? But-1-ene to (i) 1-Bromobutane (ii) 2-Bromo butane.

Q. 21. What happens when ethene is treated with in presence of ?

Q. 22. Complete the reaction :

Q. 23. What happens when attacks ?

Q. 24. What happens when ethyl alcohol on react with thionyl chloride?

Q. 25. Give reason for the following:

Thionyl chloride method is preferred for preparing alkyl chloride from alcohols.

(OR)

Among all the chlorinating agent SOCl2 is the best one to convert alcohol to alkyl chloride,

Explain?
Q. 26. Complete the equations for the following reactions:

Q. 27. How ethyl bromide can be prepare from : (a) Ethane (b) Ethene (c) Ethyl alcohol

Q. 28. Write the mechanism of the following reactions:

Q. 29. What happens when ethyl alcohol on react with in presence of sulphuric acid?

Q. 30. How ethyl iodide can be prepare from (a) Ethene (b) Ethyl alcohol

Q. 31. Why is sulphuric acid not used during the reaction of alcohols with KI?

(OR)

H2SO4 can not be used with KI for converting alcohol to alkyl iodide, why?

Q. 32. Explain the nature of carbon-Halogen bond ( ).

Q. 33. Arrange the following alkyl halide in in increasing order of their bond length, bond energy and

diploment of , , ,

Q. 34. Explain why the dipole moment of chlorobenzene is lower than that of cyclohexyl chloride?

Q. 35. Give reason: bond length in chlorobenzene is shorter than bond length in .

Q. 36. The boiling point of alkylhalides are higher than those of the hydrocarbons of comparable molecular

mass. Explain.

Q. 37. Arrange the sets of compounds in increasing order of their boiling point.

(a) Ethyl chloride, Ethyl bromide, Ethyl flouoride, Ethyl iodide.

(b) Brmo ethane, Bromoform, Chloro methane, Dibromomethane

(c) 1-Chloropropane, Isopropyl chloride, 1-chlorobutane

Q. 38. Which of the following has highest boiling point?

(a) (b) (c) (d)

Q. 39. Arrange the following isomeric haloalkane in decreasing order of their boiling point.

, ,

Q. 40. Give reason : bromide has higher boiling point than t-butyl bromide.

Q. 41. Give reason for the following: p-dichlorobenzene has higher m.p. than that of ortho and meta isomer.

Q. 42. Alkyl halides though polar, are immiscible with water. Explain why ?

Q. 43. What happens when ethyl chloride on react with :

(a) aqueous KOH (f) (k) Sodium methoxide

(b) alc. KOH (g) (l) Sodium ethoxide

(c) KCN (h) metal (m)

(d) AgCN (i) metal

(e) (j) metal

Q. 44. How may methyl bromide be preferentially converted to methyl isocyanide?

Q. 45. Write the major product of the following reaction: →

Q. 46. What is an ambident nucleophile?

Q. 47. Which one of the following compounds is more easily hydrolysed by KOH and why?

or

Q. 48. How can you prepare Grignard’s reagent/Methyl Magnesium bromide from methyl bromide?

Q. 49. Why Grignard’s reagent should be prepared under anhydrous conditions?

Q. 50. In the reaction identify ‘ ’ and ‘ ’

Q. 51. Identifying A and B in the following reaction :

(a) → →

(b) → →
Q. 52. Write the structure of the major product in of the following reactions:

(a) →

(b) ( ) →

(c) ( ) →

(d) →

Q. 53. Convert 2-Bromo butane to but-2-ene.

Q. 54. Sate and Explain Sytazev rule.

Q. 55. Write the structure of major alkene formed by β-elimination of 2, 2, 3-trimethyl-3-bromo pentane with

sodium ethoxide in ethanol.

Q. 56. Write chemical equation when (i) methyl chloride is treated with . (ii) Ethyl Chloride is treated

with aqueous KOH.

Q. 57. Write notes on : (a) Wurtz reaction (b) Wurtz-fittig reaction (c) Fittig reaction

Q. 58. What happens when ethyl chloride on react with Na methal in presence of Dry ether?

Q. 59. Write a chemical reaction when methyl iodide is treated with Na metal in presence of dry ether.

Q. 60. What happens when ethyl bromide is heated with sodium in dry ethereal solution? Give equation.

Q. 61. Wurtz reaction is not suitable for preparation of odd number carbon atom alkanes, Explain.

Q. 62. Write the product of the following reaction :

(a) →

(b) →

Q. 63. Write the structure of the product when chlorobenzene is treated with methyl chloride in presence of

dry ether?

Q. 64. Convert : (i) Chlorobenzene to biphenyl (ii) to Toluene (iii) Ethyl chloride to Butane
Q. 65. Which of the following reaction provides an example of nucleophilic substitution of an alkylhalide

( )?

(a) →

(b) →

(c) →

(d) →

Q. 66. Write notes on Ullmann reaction.

Q. 67. Write notes on (a) Swart reaction (b) Finkelstein reaction.

(OR)

Write notes on Halogen exchange method.

Q. 68. How can you convert the following (a) But-1-ene to 1-iodobutane

(b) 1-Iodobutane to 1-Chlorobutane

(c) Ethyl chloride to Ethyl fluoride

(d) Methyl Bromide to Methyl iodide

Q. 69. Write a reaction for the preparation of Iodoform and write its uses.

Q. 70. Write notes on and reaction.

Q. 71. Write the mechanism of reaction.

Q. 72. Which alkyl halide from the following pair undergo reaction faster and why?

(a) or

(b) or

(c) 1-Bromo pentane or 2-Bromo pentane

(d) ( ) or
 (e) or

(f) or

(g) , ( ) , ( ) , ( )( )

Q. 73. Which alkylhalide from the following pair undergo reaction faster and why?

(c) 2-Bromo pentane, 2-Bromo-2 methyl butane, 1-Bromopentane

Q. 74. Which will react faster in displacement reaction.

(a) and

(d) and

(e) and

Q. 75. Consider the following compounds:

 The correct order of reactivity towards reaction.

(a) (b) (c) (d)

Q. 76. Write the mechanism of the following reaction.

.
( ) → ( )

Q. 77. Out of and wchich reaction occurs with (a) inversion of configuration (b) racemization

Q. 78. Racemization occurs in : (a) reaction

(b) reaction

(c) Neither nor reaction

(d) reaction as well as reaction.

Q. 79. Identify the chiral molecule in the following pair:

Q. 80. Why is butan-1-ol optically inactive but butan-2-ol is optically active?

Q. 81. Which of the following is optically

(a) (b) (c) (d)

Q. 82. Give reason : racemic mixture is optically inactive.

Q. 83. Why is butan-2-01 is optically inactive?

Q. 84. Enantiomer differs only in : (a) Boiling point

(b) rotation of polarized light

(c) Melting point

(d) Solubility
Q. 85. Identify A, B, C, D, E and F in the following :

Q. 86. Identify A, B, C and D in the following :

Q. 87. Write the structure of the alkene formed by dehydrohalogenation of 1-bromo-1-methyl cyclohexane

with alc.KOH.

Q. 88. Following compounds are given to you:

2-Bromopentane, 2-Brmo-2-methylbutane, 1-Bromopentane

(i) Write the compound which is most reactive towards reaction.

(ii) Write the compound which is optically active.

(iii) Write the compound which is most reactive towards B-elimination reaction.

Q. 89. How chlorobenzene can be prepare from benzene?

Q. 90. Write the product of the following reaction:

Q. 91. How bromobenzene can be prepare from benzene?

Q. 92. Complete the reaction:

 Q. 93. Direct iodination of benzene is difficult explain. Suggest an alternative route for the synthesis of

iodobenzene.

Q. 94. Halo alkane undergo nucleophilic substitution reaction where as haloarenes undergo electrophilic

substitution reaction explain.

Q. 95. Give reason : bond length in chlorobezene is shourter than bond length in .

Q. 96. Chlorobenzene is extremely less reactive towards a nucleophilic substitution reaction. Give two

reasons.

Q. 97. Chlorobenzene does not give nucleophilic substitution reaction easily, Why?

Q. 98. Out to chlorobenzene and benzyl chloride which one get easily hydrolysed by aqueous NaOH and why?

Q. 99. Why is hydrolysed more easily than chlorobenzene?

Q. 100. Although chlorine is an electron with drawing group, but it is –ortho and –para directing in electrophilic

aromatic substitution reaction. Why?

Q. 101. What happens when chlorobenzene on react with with at 623 K temperature and 300 atm

pressure?

Q. 102. Give reason, the presence of nitro group ( ) at O/P positions increases the reactivity of

haloarrenes towards nucleophilic substitution reaction.

Q. 103. Complete the reaction:

Q. 104. Write the product of the following reactions:

Q. 105. Write notes on Fridel craft Alkylation reaction and acylation reaction.

Q. 106. Write the product of the following reaction:

Q. 107. Write notes on Sandmayer’s reaction.

Q. 108. Convert (a) Benzene to Toluene (b) Benzene to acetopheone (c) Chlorobenzene to Toluene (d) Aniline

to Chlorobenzene (e) 2-Bromopropane to 1-Bromopropane

Q. 109. Complete the following reaction equation : →

Q. 110. Give reason chloroform is stored in closed dark brown bottles.

Q. 111. Write the preparation DDT.

Q. 112. Write the formula of Lindane.

Q. 113. What is Freons? Write the formula of Freon-12.

Q. 114. Why chloroform is stored in closed air tight dark coloured bottle?

Q. 115. Write the reaction to distinguish between chlorobenzene and benzyl chloride.

Q. 116. How chlorobenzene can be prepare from (a) Benzene (b) Benzene diazonium chloride

How chlorobenzene on react with : (i) (ii) (iii)