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Isomerism · Question 27

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

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)

AIPMT 2008

Keep practising — Isomerism

2

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
3

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
4

Which of the following is not chiral?

  1. 2-Hydroxypropanoic acid
  2. 2-Butanol
  3. 2,3-Dibromopentane
  4. 3-Bromopentane
AIPMT 2006
5

The chirality of the compound [figure]

  1. R
  2. S
  3. E
  4. Z
AIPMT 2005
6

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
7

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
8

Which of the following pairs of compounds are enantiomers?

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

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
AIPMT 2003
10

Geometrical isomers differ in

  1. position of functional group
  2. position of atoms
  3. spatial arrangement of atoms
  4. length of carbon chain
AIPMT 2002
11

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
AIPMT 2001

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