Haloalkanes and Haloarenes for NEET UG

Haloalkanes and haloarenes are where organic reaction mechanisms begin. SN1, SN2 and elimination decide what product forms, and the conditions decide which mechanism wins.

ChemistryClass 1274 MCQs2 lessons13 flashcards3 memory tricks

Practise Haloalkanes and Haloarenes free

What you'll learn

  1. SN1 and SN2 reactions
    Tell SN1 from SN2 and predict which mechanism a haloalkane follows.
  2. Elimination and haloarenes
    Apply Saytzeff's rule, and explain why haloarenes resist nucleophilic substitution.

Memory tricks

SN1 versus SN2SN2 flips the molecule like an umbrella in monsoon wind.

SN2: one step, backside attack, inversion; fastest for 1°. SN1: two steps through a carbocation, racemisation; fastest for 3°.

Leaving-group orderIodide leaves the party first.

Reactivity R–I > R–Br > R–Cl > R–F, because the C–I bond is the weakest.

Storing chloroformChloroform is stored in dark, brim-full bottles, because light and air turn it into poison.

In light and air, CHCl₃ oxidises to phosgene (COCl₂), which is highly toxic.

Try 3 NEET-style questions

Q1. Bromoethane reacts with silver nitrite (AgNO₂). The main product is

  1. ethyl nitrite
  2. nitroethane
  3. ethylamine
  4. ethanol
Show answer

Answer: (2) nitroethane

AgNO₂ is mainly covalent, so attack occurs through nitrogen, giving nitroethane, CH₃CH₂NO₂. (KNO₂ gives mainly ethyl nitrite, through oxygen.)

Q2. Ethyl bromide reacts with alcoholic KOH to give mainly

  1. ethanol
  2. ethene
  3. diethyl ether
  4. ethane
Show answer

Answer: (2) ethene

Alcoholic KOH causes dehydrohalogenation (elimination), giving ethene.

Q3. An SN2 reaction at a chiral carbon atom results in

  1. retention of configuration
  2. inversion of configuration
  3. complete racemisation
  4. loss of the chiral carbon
Show answer

Answer: (2) inversion of configuration

The nucleophile attacks from the side opposite the leaving group, so the other three groups flip over like an umbrella in the wind: inversion of configuration.

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