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Why do isomeric (o-, m- and p-) dihalobenzenes possess almost similar boiling points? - Chemistry (Theory)

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Question

Why do isomeric (o-, m- and p-) dihalobenzenes possess almost similar boiling points?

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Solution

  1. All isomeric dihalobenzenes have the same molecular formula and nearly identical molecular mass, causing similar types and strengths of intermolecular forces (mainly van der Waals forces).
  2. The difference in positions of halogen substituents (ortho-, meta-, para-) causes slight changes in molecular shape but does not largely affect the intermolecular forces responsible for boiling points.
  3. Dipole moments vary slightly among isomers but average out to a similar polarity especially in meta- and para-isomers, having minimal impact on boiling points.
  4. Ortho-isomers have a bit more steric hindrance and intramolecular interactions, but these effects only marginally influence the boiling points.
  5. Overall, the boiling points depend majorly on molecular mass and van der Waals forces, which remain almost constant in these isomers.

Hence, the boiling points of o-, m-, and p-dihalobenzenes are almost similar.

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Chapter 10: Haloalkanes and Haloarenes - SHORT ANSWER TYPE QUESTIONS [Page 611]

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Nootan Chemistry Part 1 and 2 [English] Class 12 ISC
Chapter 10 Haloalkanes and Haloarenes
SHORT ANSWER TYPE QUESTIONS | Q 16. | Page 611
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