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Haloalkanes and Haloarenes

NEET (UG) 2022 (Phase 2)MCQEasy📈 Topic in 50% papers+4−1
Ques. 1NEET (UG) 2022 (Phase 2)

Predict the order of reactivity of the following four isomers towards SN2 reaction. (I) CH3CH2CH2CH2Cl (II) CH3CH2CH(Cl)CH3 (III) (CH3)2CHCH2Cl (IV) (CH3)3CCl

  1. (IV) > (II) > (III) > (I)
  2. (IV) > (III) > (II) > (I)
  3. (I) > (II) > (III) > (IV)
  4. (I) > (III) > (II) > (IV)

Answer

(4) (I) > (III) > (II) > (IV)

Solution

In SN2 reaction the nucleophile attacks from the back side, so the reactivity decreases with increasing steric hindrance: 1 > 2 > 3 .

(I) CH3CH2CH2CH2Cl — 1 , unbranched

(III) (CH3)2CHCH2Cl — 1 , but branched at the β-carbon ⇒ more hindered than (I)

(II) CH3CH2CH(Cl)CH3 — 2

(IV) (CH3)3CCl — 3 , most hindered

∴ Order of reactivity: (I) > (III) > (II) > (IV)

Answer: (4)

Keep practising — Haloalkanes and Haloarenes

Ques. 2NEET (UG) 2021

The major product formed in dehydrohalogenation reaction of 2-bromopentane is pent-2-ene. This product formation is based on?

  1. Hückel's Rule
  2. Saytzeff's Rule
  3. Hund's Rule
  4. Hofmann Rule
Ques. 3NEET (UG) 2021

The correct sequence of bond enthalpy of 'C-X' bond is :

  1. CH3-Cl > CH3-F > CH3-Br > CH3-I
  2. CH3-F < CH3-Cl < CH3-Br < CH3-I
  3. CH3-F > CH3-Cl > CH3-Br > CH3-I
  4. CH3-F < CH3-Cl > CH3-Br > CH3-I
Ques. 4NEET (UG) 2020

Elimination reaction of 2-Bromopentane to form pent-2-ene is :

  1. A, C and D only
  2. B, C and D only
  3. A, B and D only
  4. A, B and C only
Ques. 5NEET 2018

The compound C7H8 undergoes the following reactions : C7H8 3Cl2/ A Br2/Fe B Zn/HCl C The product 'C' is

  1. m-bromotoluene
  2. o-bromotoluene
  3. 3-bromo-2,4,6-trichlorotoluene
  4. p-bromotoluene
Ques. 6NEET 2017

Identify A and predict the type of reaction. [figure]

  1. [figure] and elimination addition reaction
  2. [figure] and cine substitution reaction
  3. [figure] and cine substitution
  4. [figure] and substitution reaction
Ques. 7NEET 2016 (Phase 2)

Consider the reaction, CH3CH2CH2Br + NaCN CH3CH2CH2CN + NaBr The reaction will be the fastest in

  1. ethanol
  2. methanol
  3. N,N-dimethylformamide (DMF)
  4. water
Ques. 8AIPMT 2015

Which of the following reaction(s) can be used for the preparation of alkyl halides? (I) CH3CH2OH + HCl Anh. ZnCl2 (II) CH3CH2OH + HCl Anh. ZnCl2 (III) (CH3)3COH + HCl Anh. ZnCl2 (IV) (CH3)2CHOH + HCl Anh. ZnCl2

  1. (I) and (II) only
  2. (IV) only
  3. (III) and (IV) only
  4. (I), (III) and (IV) only
Ques. 9AIPMT 2012 (Mains)

In the replacement reaction [figure] The reaction will be most favourable if M happens to be

  1. Na
  2. K
  3. Rb
  4. Li
Ques. 10AIPMT 2011 (Mains)

Which of the following compounds undergoes nucleophilic substitution reaction most easily?

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
Ques. 11AIPMT 2011 (Mains)

Consider the reactions. (i) (CH3)2CH-CH2Br C2H5OH (CH3)2CH-CH2OC2H5 + HBr (ii) (CH3)2CH-CH2Br C2H5O- (CH3)2CH-CH2OC2H5 + Br- The mechanisms of reactions (i) and (ii) are respectively

  1. SN1 and SN2
  2. SN1 and SN1
  3. SN2 and SN2
  4. SN2 and SN1

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