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Isomerism

AIPMT 2010 (Mains)MCQMediumNot asked in last 5 yrs+4−1
Ques. 1AIPMT 2010 (Mains)

Which of the following conformers for ethylene glycol is most stable?

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

Answer

(4) [figure]

Solution

Options (2) and (3) are eclipsed conformations ⇒ high torsional strain, so they are less stable.

Option (1) is the anti (staggered) form and option (4) is the gauche (staggered) form.

∵ In the gauche form the two –OH groups are close enough to form an intramolecular hydrogen bond O-H O, which more than makes up for the small gauche interaction.

∴ The gauche conformer of ethylene glycol is the most stable.

Answer: (4)

Keep practising — Isomerism

Ques. 2AIPMT 2010 (Prelims)

In the following the most stable conformation of n-butane is

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
Ques. 3AIPMT 2009

Which of the following compounds will exhibit cis-trans (geometrical) isomerism?

  1. Butanol
  2. 2-Butyne
  3. 2-Butanol
  4. 2-Butene
Ques. 4AIPMT 2008

How many stereoisomers does this molecule have? CH3CH=CHCH2CHBrCH3

  1. 8
  2. 2
  3. 4
  4. 6
Ques. 5AIPMT 2007

CH3-CHCl-CH2-CH3 has a chiral centre. Which one of the following represents its R-configuration?

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
Ques. 6AIPMT 2007

If there is no rotation of plane polarised light by a compound in a specific solvent, though thought to be chiral, it may mean that

  1. the compound is certainly meso
  2. there is no compound in the solvent
  3. the compound may be a racemic mixture
  4. the compound is certainly achiral.
Ques. 7AIPMT 2006

Which of the following is not chiral?

  1. 2-Hydroxypropanoic acid
  2. 2-Butanol
  3. 2,3-Dibromopentane
  4. 3-Bromopentane
Ques. 8AIPMT 2005

The chirality of the compound [figure]

  1. R
  2. S
  3. E
  4. Z
Ques. 9AIPMT 2005

Which one of the following pairs represents stereoisomerism?

  1. Structural isomerism and geometrical isomerism
  2. Optical isomerism and geometrical isomerism
  3. Chain isomerism and rotational isomerism
  4. Linkage isomerism and geometrical isomerism.
Ques. 10AIPMT 2004

The molecular formula of diphenylmethane, [figure] is C13H12. How many structural isomers are possible when one of the hydrogens is replaced by a chlorine atom?

  1. 6
  2. 4
  3. 8
  4. 7
Ques. 11AIPMT 2003

Which of the following pairs of compounds are enantiomers?

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

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