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← IIT-JEE 2008 · Paper 1
ChemistryMultiple correct+4 / -1Question 53 of 69

IIT-JEE 2008 · Paper 1, Chemistry question 53

The correct statement(s) about the compound given below is (are)

2,3-Dichlorobutane drawn in a staggered sawhorse view: front carbon with Cl (wedge), H (hash) and CH₃; back carbon with CH₃, Cl (wedge) and H (hash), arranged so that the molecule is one enantiomer of the chiral (2R,3R)/(2S,3S) form.
Choose one or more options
Answer and worked solution

Official answer: A, D

The drawn molecule is one enantiomer of chiral 2,3-dichlorobutane (the (R,R)/(S,S) form), not the meso form.

  • (A) It has no mirror plane or centre of symmetry, so it is optically active. True.
  • (B) No centre of symmetry (that belongs to the anti conformer of the meso form). False.
  • (C) No plane of symmetry. False.
  • (D) It has a C2C_2 axis through the midpoint of the C2-C3 bond, which swaps the two identical halves. True.

(A), (D)

Topics:Optical isomerism and chiralityConformations
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