Which of the following haloalkanes has the highest boiling point?

Answer and explanation

Correct answer: D.

  1. Step 1: For a given alkyl chain, boiling points of alkyl halides are governed primarily by the magnitude of London dispersion (van der Waals) intermolecular attractive forces.
  2. Step 2: Dispersion forces increase with increasing atomic mass, electron count, and polarizability of the halogen atom.
  3. Step 3: The polarizability sequence is , making 1-iodobutane possess the highest boiling point ( vs for bromide, for chloride, and for fluoride).
Answer
.
Why not the others: 1-Chlorobutane has lower polarizability; 1-Bromobutane has lower molecular weight and polarizability than 1-iodobutane; 1-Fluorobutane has the lowest polarizability and boiling point.

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