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2019 H2 Chem P1 Q16 — Introduction to Organic Solution

Introduction to Organic 2019 A-Level H2 Chemistry · Paper 1 · Q16

Question

Which molecule contains a total of two sp hybridised atoms?
  1. A\(\text{HC} \equiv \text{CH}\)
  2. B\(\text{H}_2\text{C} = \text{CH}_2\)
  3. C\(\text{HC} \equiv \text{C} - \text{C} \equiv \text{CH}\)
  4. D\(\text{H}_2\text{C} = \text{CH} - \text{CH} = \text{CH}_2\)
Correct answer: A

Video Solution

Explanation

The answer is A (\(\text{HC} \equiv \text{CH}\)).

Hybridisation of a C atom follows from the number of \(\sigma\) bonds it forms (no lone pairs on these C atoms): 2 \(\sigma\) bonds = sp, 3 = sp\(^2\), 4 = sp\(^3\). A C atom in a triple bond forms 2 \(\sigma\) bonds (sp); a C atom in a C=C double bond forms 3 \(\sigma\) bonds (sp\(^2\)). H atoms are not hybridised.
• A: \(\text{H}-\text{C} \equiv \text{C}-\text{H}\): each C forms 2 \(\sigma\) bonds, so there are exactly 2 sp atoms.

• B is wrong: in ethene each C forms 3 \(\sigma\) bonds, so there are 2 sp\(^2\) atoms and no sp atoms.
• C is wrong: in \(\text{HC} \equiv \text{C}-\text{C} \equiv \text{CH}\) all four C atoms are in triple bonds and form 2 \(\sigma\) bonds each, so there are 4 sp atoms, not 2.
• D is wrong: in buta-1,3-diene all four C atoms form 3 \(\sigma\) bonds, so there are 4 sp\(^2\) atoms and no sp atoms.

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