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2023 H2 Chem P1 Q3 — Chemical bonding Solution

Chemical bonding 2023 A-Level H2 Chemistry · Paper 1 · Q3

Question

The table shows the boiling points of two organic compounds.

Which statement explains the relative boiling points of \(\text{CH}_3\text{Cl}\) and \(\text{CH}_3\text{Br}\)?Question diagram
  1. AChlorine is more electronegative than bromine.
  2. BThere are hydrogen bonds between \(\text{CH}_3\text{Cl}\) molecules but not between \(\text{CH}_3\text{Br}\) molecules.
  3. CBromine atoms contain more electrons than chlorine atoms.
  4. DThe covalent bonds are stronger in \(\text{CH}_3\text{Br}\) than in \(\text{CH}_3\text{Cl}\).
Correct answer: C

Video Solution

Explanation

The answer is C (bromine atoms contain more electrons than chlorine atoms).
\(\text{CH}_3\text{Br}\) (b.p. +4 °C) boils higher than \(\text{CH}_3\text{Cl}\) (b.p. -24 °C), so the total intermolecular forces in \(\text{CH}_3\text{Br}\) must be stronger.
Br has more electrons than Cl, so \(\text{CH}_3\text{Br}\) has a larger, more polarisable electron cloud and stronger id-id interactions. This outweighs the slightly stronger pd-pd interactions in the more polar \(\text{CH}_3\text{Cl}\), so more energy is needed to overcome the intermolecular forces in \(\text{CH}_3\text{Br}\).
A: True, but Cl being more electronegative makes \(\text{CH}_3\text{Cl}\) more polar with stronger pd-pd interactions, which would give \(\text{CH}_3\text{Cl}\) the higher boiling point. It does not explain the data.
B: Neither compound has an H atom bonded to N, O or F, so there is no hydrogen bonding between molecules of either compound.
D: Boiling a simple molecular substance overcomes the intermolecular forces between molecules; the covalent bonds within the molecules are not broken, so their strength does not decide the boiling point.

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