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Organic Chemistry – Some Basic Principles and Techniques · Question 49

AIPMT 2010 (Prelims)MCQMedium📈 Topic in 0% papers+4−1
1

Which one of the following is most reactive towards electrophilic reagent?

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]

Answer

(2) [figure]

Solution

Reactivity towards electrophiles increases with the electron density that the substituent releases into the ring (+R effect).

–OH is the strongest ring activator here: its lone pair is freely donated to the ring.

–OCH3 is a slightly weaker activator than –OH.

–NHCOCH3: the N lone pair is also delocalised over the C=O group, so it activates much less.

–CH2OH is attached through carbon and has no lone pair to donate; it does not activate the ring by resonance.

o-Cresol (option 2) is the most reactive towards an electrophilic reagent.

Answer: (2)

AIPMT 2010 (Prelims)

Keep practising — Organic Chemistry – Some Basic Principles and Techniques

2

The IUPAC name of the compound having the formula CH C-CH=CH2 is

  1. 1-butyne-3-ene
  2. but-1-yne-3-ene
  3. but-1-en-3-yne
  4. 3-butene-1-yne.
AIPMT 2009
3

The state of hybridisation of C2, C3, C5 and C6 of the hydrocarbon, [figure] is in the following sequence

  1. sp3, sp2, sp2 and sp
  2. sp, sp2, sp2 and sp3
  3. sp, sp2, sp3 and sp2
  4. sp, sp3, sp2 and sp3
AIPMT 2009
4

Base strength of [figure] is in the order of

  1. (i) > (iii) > (ii)
  2. (i) > (ii) > (iii)
  3. (ii) > (i) > (iii)
  4. (iii) > (ii) > (i)
AIPMT 2008
5

Which one of the following is most reactive towards electrophilic attack?

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
AIPMT 2008
6

The stability of carbanions in the following [figure] is in the order of

  1. (iv) > (ii) > (iii) > (i)
  2. (i) > (iii) > (ii) > (iv)
  3. (i) > (ii) > (iii) > (iv)
  4. (ii) > (iii) > (iv) > (i)
AIPMT 2008
7

In the hydrocarbon, 6CH3- 5CH= 4CH- 3CH2- 2C 1CH The states of hybridization of carbons 1, 3 and 5 are in the following sequence

  1. sp, sp2, sp3
  2. sp3, sp2, sp
  3. sp2, sp, sp3
  4. sp, sp3, sp2
AIPMT 2008
8

For (i) I-, (ii) Cl-, (iii) Br-, the increasing order of nucleophilicity would be

  1. Cl- < Br- < I-
  2. I- < Cl- < Br-
  3. Br- < Cl- < I-
  4. I- < Br- < Cl-
AIPMT 2007
9

Consider the following compounds (i) C6H5COCl (ii) [figure] (iii) [figure] (iv) [figure] The correct decreasing order of their reactivity towards hydrolysis is

  1. (i) > (ii) > (iii) > (iv)
  2. (iv) > (ii) > (i) > (iii)
  3. (ii) > (iv) > (i) > (iii)
  4. (ii) > (iv) > (iii) > (i)
AIPMT 2007
10

The general molecular formula, which represents the homologous series of alkanols is

  1. CnH2nO
  2. CnH2nO2
  3. CnH2n+2O
  4. CnH2n+1O
AIPMT 2006
11

The IUPAC name of [figure] is

  1. 1-chloro-1-oxo-2, 3-dimethylpentane
  2. 2-ethyl-3-methylbutanoyl chloride
  3. 2, 3-dimethylpentanoyl chloride
  4. 3, 4-dimethylpentanoyl chloride.
AIPMT 2006

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