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Hydrocarbons · Question 46

AIPMT 2007MCQMedium📈 Topic in 12% papers+4−1
1

Predict the product C obtained in the following reaction of 1-butyne. CH3CH2-C CH + HCl B HI C

  1. CH3-CH2-CH2- Cl | I |C-H
  2. CH3-CH2- I |CH-CH2Cl
  3. CH3CH2- Cl | I |C-CH3
  4. CH3- Cl |CH-CH2CH2I

Answer

(3) CH3CH2- Cl | I |C-CH3

Solution

Step 1: Addition of HCl to the alkyne follows Markovnikov's rule – Cl goes to the carbon having fewer H atoms.

CH3CH2-C CH + HCl CH3CH2- Cl |C=CH2 (B)

Step 2: H+ of HI adds to the terminal CH2; the carbocation formed on the carbon carrying Cl is stabilised by the lone pair of Cl (resonance).

⇒ I- attacks the same carbon, so both halogens are on C-2 (gem-dihalide).

CH3CH2- Cl |C=CH2 HI CH3CH2- Cl | I |C-CH3 (C)

∴ C is 2-chloro-2-iodobutane.

Answer: (3)

AIPMT 2007

Keep practising — Hydrocarbons

2

Which of the compound with molecular formula C5H10 yields acetone on ozonolysis?

  1. 3-Methyl-1-butene
  2. Cyclopentane
  3. 2-Methyl-1-butene
  4. 2-Methyl-2-butene
AIPMT 2007
3

The correct order regarding the electronegativity of hybrid orbitals of carbon is

  1. sp < sp2 < sp3
  2. sp > sp2 < sp3
  3. sp > sp2 > sp3
  4. sp < sp2 > sp3
AIPMT 2006
4

Which one of the following alkenes will react faster with H2 under catalytic hydrogenation conditions ?

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
AIPMT 2005
5

Products of the following reaction : CH3C CCH2CH3 [(ii) hydrolysis](i) O3 are

  1. CH3COOH + CO2
  2. CH3COOH + HOOC.CH2CH3
  3. CH3CHO + CH3CH2CHO
  4. CH3COOH + CH3COCH3
AIPMT 2005
6

Using anhydrous AlCl3 as catalyst, which one of the following reactions produces ethylbenzene (PhEt)?

  1. H3C-CH2OH + C6H6
  2. CH3-CH=CH2 + C6H6
  3. H2C=CH2 + C6H6
  4. H3C-CH3 + C6H6
AIPMT 2004
7

Reaction of HBr with propene in the presence of peroxide gives

  1. isopropyl bromide
  2. 3-bromopropane
  3. allyl bromide
  4. n-propyl bromide
AIPMT 2004
8

The compound CH3- CH3 |C=CH-CH3 on reaction with NaIO4 in the presence of KMnO4 gives

  1. CH3COCH3
  2. CH3COCH3 + CH3COOH
  3. CH3COCH3 + CH3CHO
  4. CH3CHO + CO2
AIPMT 2003
9

The correct order of reactivity towards the electrophilic substitution of the compounds aniline (I), benzene (II) and nitrobenzene (III) is

  1. III > II > I
  2. II > III > I
  3. I < II > III
  4. I > II > III
AIPMT 2003
10

When CH3CH2CHCl2 is treated with NaNH2, the product formed is

  1. CH3-CH=CH2
  2. CH3-C CH
  3. [figure]
  4. [figure]
AIPMT 2002
11

Which alkene on ozonolysis gives CH3CH2CHO and CH3COCH3?

  1. [figure]
  2. CH3CH2CH=CHCH2CH3
  3. CH3CH2CH=CHCH3
  4. [figure]
AIPMT 2001

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