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IBDP Chemistry - Reactivity 3.3 Electron sharing reactions- IB Style Questions For SL Paper 1A - FA 2025

Question

Which row correctly shows heterolytic fission?
▶️ Answer/Explanation
Detailed solution

1. Define Heterolytic Fission:
The bond breaks unevenly. One atom takes both electrons from the shared pair, forming ions (cation + anion). This is represented by a double-headed arrow (curly arrow) originating from the bond and pointing to the atom gaining the electrons.

2. Define Homolytic Fission:
The bond breaks evenly. Each atom gets one electron, forming radicals. Represented by single-headed (fish-hook) arrows.

3. Evaluate Options (Visual check):

  • Option C shows a double-headed curly arrow moving the electron pair to one Br, forming \(Br^+\) and \(Br^-\). This represents heterolytic fission.
  • Options B and D show fish-hook arrows (homolytic).

Answer: (C)

Question

Which is a propagation step in the free-radical substitution mechanism of ethane with chlorine?
A.  \(\text{Cl}_{2} \rightarrow 2\,\cdot\text{Cl}\)
B.  \(\cdot\text{C}_{2}\text{H}_{5} + \text{Cl}_{2} \rightarrow \text{C}_{2}\text{H}_{5}\text{Cl} + \cdot\text{Cl}\)
C.  \(\cdot\text{C}_{2}\text{H}_{5} + \cdot\text{Cl} \rightarrow \text{C}_{2}\text{H}_{5}\text{Cl}\)
D.  \(\text{C}_{2}\text{H}_{6} + \cdot\text{Cl} \rightarrow \text{C}_{2}\text{H}_{5}\text{Cl} + \cdot\text{H}\)
▶️ Answer/Explanation
Detailed solution

In a free-radical substitution mechanism:
Initiation produces radicals from non-radicals.
Propagation steps use a radical and produce a new radical.
Termination steps remove radicals by combining them.

Option A: \(\text{Cl}_{2} \rightarrow 2\,\cdot\text{Cl}\) produces radicals from a molecule → this is an initiation step.

Option B: \(\cdot\text{C}_{2}\text{H}_{5} + \text{Cl}_{2} \rightarrow \text{C}_{2}\text{H}_{5}\text{Cl} + \cdot\text{Cl}\)
A radical reacts and another radical is formed → this is a propagation step.

Option C: \(\cdot\text{C}_{2}\text{H}_{5} + \cdot\text{Cl} \rightarrow \text{C}_{2}\text{H}_{5}\text{Cl}\) removes two radicals → this is a termination step.

Option D: \(\text{C}_{2}\text{H}_{6} + \cdot\text{Cl} \rightarrow \text{C}_{2}\text{H}_{5}\text{Cl} + \cdot\text{H}\) is a possible propagation step in some mechanisms, but for the standard ethane–chlorine mechanism, the key accepted propagation steps are:
\(\text{C}_{2}\text{H}_{6} + \cdot\text{Cl} \rightarrow \cdot\text{C}_{2}\text{H}_{5} + \text{HCl}\)
\(\cdot\text{C}_{2}\text{H}_{5} + \text{Cl}_{2} \rightarrow \text{C}_{2}\text{H}_{5}\text{Cl} + \cdot\text{Cl}\).
Only option B matches one of these exactly.

Answer: (B)

Question

Which steps are involved in the free-radical mechanism of the bromination of ethane in the presence of ultraviolet radiation?
I.   \(\text{C}_{2}\text{H}_{6} + \cdot\text{Br} \rightarrow \cdot\text{C}_{2}\text{H}_{5} + \text{HBr}\)
II.  \(\cdot\text{C}_{2}\text{H}_{5} + \text{Br}_{2} \rightarrow \text{C}_{2}\text{H}_{5}\text{Br} + \cdot\text{Br}\)
III.  \(\cdot\text{C}_{2}\text{H}_{5} + \cdot\text{Br} \rightarrow \text{C}_{2}\text{H}_{5}\text{Br}\)
A.  I and II only
B.  I and III only
C.  II and III only
D.  I, II and III
▶️ Answer/Explanation
Detailed solution

In a free-radical halogenation mechanism:
Initiation: radicals are produced from a non-radical (e.g. \(\text{Br}_{2} \xrightarrow{h\nu} 2\,\cdot\text{Br}\)).

Propagation: a radical reacts to form a new radical, keeping the chain going.

Termination: two radicals combine to form a stable molecule, removing radicals.

Step I: \(\text{C}_{2}\text{H}_{6} + \cdot\text{Br} \rightarrow \cdot\text{C}_{2}\text{H}_{5} + \text{HBr}\) – radical + molecule → new radical + molecule ⇒ propagation.

Step II: \(\cdot\text{C}_{2}\text{H}_{5} + \text{Br}_{2} \rightarrow \text{C}_{2}\text{H}_{5}\text{Br} + \cdot\text{Br}\) – radical + molecule → new radical + molecule ⇒ another propagation step.

Step III: \(\cdot\text{C}_{2}\text{H}_{5} + \cdot\text{Br} \rightarrow \text{C}_{2}\text{H}_{5}\text{Br}\) – two radicals combine to form a stable product ⇒ a termination step.

The full mechanism of bromination includes both propagation (I and II) and termination (III), so all three steps are involved.
Answer: (D)

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