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Isomerism · Question 23

AIPMT 2011 (Mains)MCQEasy📈 Topic in 0% papers+4−1
1

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)

AIPMT 2011 (Mains)

Keep practising — Isomerism

2

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

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

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

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

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

  1. Butanol
  2. 2-Butyne
  3. 2-Butanol
  4. 2-Butene
AIPMT 2009
5

How many stereoisomers does this molecule have? CH3CH=CHCH2CHBrCH3

  1. 8
  2. 2
  3. 4
  4. 6
AIPMT 2008
6

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]
AIPMT 2007
7

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.
AIPMT 2007
8

Which of the following is not chiral?

  1. 2-Hydroxypropanoic acid
  2. 2-Butanol
  3. 2,3-Dibromopentane
  4. 3-Bromopentane
AIPMT 2006
9

The chirality of the compound [figure]

  1. R
  2. S
  3. E
  4. Z
AIPMT 2005
10

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.
AIPMT 2005
11

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
AIPMT 2004

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