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Isomerism

AIPMT 2008MCQMedium📈 Topic in 12% papers+4−1
Ques. 1AIPMT 2008

How many stereoisomers does this molecule have? CH3CH=CHCH2CHBrCH3

  1. 8
  2. 2
  3. 4
  4. 6

Answer

(3) 4

Solution

1CH3 2CH= 3CH 4CH2 5CHBr 6CH3

The C2=C3 double bond carries two different groups on each carbon (H, CH3 and H, CH2CHBrCH3), so it shows geometrical (cis/trans) isomerism: 2 forms.

C-5 carries four different groups (H, Br, CH3, CH2CH=CHCH3), so it is a chiral carbon: 2 optical forms.

Number of stereoisomers = 2 2 = 4

Answer: (3)

Keep practising — Isomerism

Ques. 2AIPMT 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. 3AIPMT 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. 4AIPMT 2006

Which of the following is not chiral?

  1. 2-Hydroxypropanoic acid
  2. 2-Butanol
  3. 2,3-Dibromopentane
  4. 3-Bromopentane
Ques. 5AIPMT 2005

The chirality of the compound [figure]

  1. R
  2. S
  3. E
  4. Z
Ques. 6AIPMT 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. 7AIPMT 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. 8AIPMT 2003

Which of the following pairs of compounds are enantiomers?

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
Ques. 9AIPMT 2003

In this reaction : CH3CHO + HCN CH3CH(OH)CN HOH CH3CH(OH)COOH an asymmetric centre is generated. The acid obtained would be

  1. D-isomer
  2. L-isomer
  3. 50% D + 50% L-isomer
  4. 20% D + 80% L-isomer
Ques. 10AIPMT 2002

Geometrical isomers differ in

  1. position of functional group
  2. position of atoms
  3. spatial arrangement of atoms
  4. length of carbon chain
Ques. 11AIPMT 2001

A compound of molecular formula C7H16 shows optical isomerism, compound will be

  1. 2,3-dimethylpentane
  2. 2,2-dimethylbutane
  3. 2-methylhexane
  4. none of these

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