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Isomerism

AIPMT 2006MCQEasyNot asked in last 5 yrs+4−1
Ques. 1AIPMT 2006

Which of the following is not chiral?

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

Answer

(4) 3-Bromopentane

Solution

A molecule with a carbon atom attached to four different groups (chiral carbon) and no element of symmetry is chiral.

(1) CH3-CH(OH)-COOH: C-2 has H, OH, CH3, COOH ⇒ chiral.

(2) CH3-CH(OH)-CH2-CH3: C-2 has H, OH, CH3, C2H5 ⇒ chiral.

(3) CH3-CHBr-CHBr-CH2-CH3: C-2 and C-3 are two different chiral centres ⇒ chiral.

(4) CH3-CH2-CHBr-CH2-CH3: C-3 carries two identical ethyl groups ⇒ no chiral carbon ⇒ not chiral.

Answer: (4)

Keep practising — Isomerism

Ques. 2AIPMT 2005

The chirality of the compound [figure]

  1. R
  2. S
  3. E
  4. Z
Ques. 3AIPMT 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. 4AIPMT 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. 5AIPMT 2003

Which of the following pairs of compounds are enantiomers?

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
Ques. 6AIPMT 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. 7AIPMT 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. 8AIPMT 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
Ques. 9AIPMT 2001

[figure] obtained by chlorination of n-butane will be

  1. meso form
  2. racemic mixture
  3. d-form
  4. l-form
Ques. 10AIPMT 2000

2-Butene shows geometrical isomerism due to

  1. restricted rotation about double bond
  2. free rotation about double bond
  3. free rotation about single bond
  4. chiral carbon
Ques. 11AIPMT 2000

Dihedral angle in staggered form of ethane is

  1. 0
  2. 120
  3. 60
  4. 180

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