Haloalkanes and Haloarenes
Manipur Board · Class 12 · Chemistry
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What is the IUPAC name of (CH₃)₃CBr?
Which reagent is preferred for converting alcohols to alkyl chlorides?
Primary alkyl halides undergo nucleophilic substitution mainly by which mechanism?
What is the major product when 2-bromopentane undergoes elimination reaction with alcoholic KOH?
Sample Questions
Which of the following are characteristics of the C-X bond in haloalkanes?
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The bond is polar, Carbon bears partial positive charge, Halogen bears partial negative charge, Bond length increases from C-F to C-I
Halogens are more electronegative than carbon, making the C-X bond polar with carbon having δ+ charge and halogen having δ- charge. As we go down the halogen group, atomic size increases, so bond length increases from C-F (139 pm) to C-I (214 pm).
Which of the following factors affect the reactivity of haloalkanes in nucleophilic substitution?
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Nature of halogen, Nature of alkyl group, Nature of nucleophile, Temperature
Reactivity depends on: nature of halogen (I > Br > Cl > F), alkyl group structure (3° > 2° > 1° for SN1), nucleophile strength, and temperature. Color has no effect on reactivity.
Grignard reagents are prepared by reacting alkyl halides with:
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Magnesium in dry ether
Grignard reagents (RMgX) are formed by the reaction of alkyl halides with magnesium metal in dry ether. The reaction must be carried out in anhydrous conditions to prevent reaction with water.
Why are aryl halides less reactive than alkyl halides towards nucleophilic substitution?
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Resonance stabilization, sp² hybridization of carbon, Instability of phenyl cation, Electron repulsion
Aryl halides are less reactive due to: (1) resonance giving C-X partial double bond character, (2) sp² carbon being more electronegative than sp³, (3) phenyl cation instability ruling out SN1, and (4) electron-rich nucleophile repulsion by electron-rich benzene ring. Molecular weight doesn't affect reactivity.
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