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Isomerism

AIPMT 2011 (Mains)MCQEasyNot asked in last 5 yrs+4−1
Ques. 1AIPMT 2011 (Mains)

The IUPAC name of the following compound is [figure]

  1. trans-2-chloro-3-iodo-2-pentene
  2. cis-3-iodo-4-chloro-3-pentene
  3. trans-3-iodo-4-chloro-3-pentene
  4. cis-2-chloro-3-iodo-2-pentene

Answer

(1) trans-2-chloro-3-iodo-2-pentene

Solution

Longest chain containing the double bond = 5 carbons: CH3-C(Cl)=C(I)-CH2CH3

Numbering from the end nearer the double bond (and nearer the first substituent) gives the double bond at C-2, Cl at C-2 and I at C-3.

⇒ Substituents in alphabetical order: 2-chloro-3-iodo-2-pentene

∵ The chain carbons attached to the double bond, CH3 (C-1, lower left) and CH2CH3 (C-4, upper right), lie on opposite sides of the double bond

∴ The compound is trans-2-chloro-3-iodo-2-pentene.

Answer: (1)

Keep practising — Isomerism

Ques. 2AIPMT 2010 (Mains)

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

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
Ques. 3AIPMT 2010 (Prelims)

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

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

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

  1. Butanol
  2. 2-Butyne
  3. 2-Butanol
  4. 2-Butene
Ques. 5AIPMT 2008

How many stereoisomers does this molecule have? CH3CH=CHCH2CHBrCH3

  1. 8
  2. 2
  3. 4
  4. 6
Ques. 6AIPMT 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. 7AIPMT 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. 8AIPMT 2006

Which of the following is not chiral?

  1. 2-Hydroxypropanoic acid
  2. 2-Butanol
  3. 2,3-Dibromopentane
  4. 3-Bromopentane
Ques. 9AIPMT 2005

The chirality of the compound [figure]

  1. R
  2. S
  3. E
  4. Z
Ques. 10AIPMT 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. 11AIPMT 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

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