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Co-ordinated Sciences · Lesson

Link organic structure with a stated transformation

A question tells you what a hydrocarbon turned into, and you have to say what that reveals about its structure.

On this page
  1. What does the transformation tell you?
  2. Worked example
  3. The mistake to watch for
  4. Check yourself
  5. Where this leads next

To link structure with a transformation, balance the atoms, decide whether the structure is saturated or unsaturated, then use the observation to support your decision. A formula gives you a clue, and a test gives you evidence.

This lesson comes after explaining electrochemical observations in integrated chemical reasoning, and it uses the same skill of linking an observation to the particles behind it.

What does the transformation tell you?

Two transformations come up repeatedly. Cracking breaks a large alkane into a smaller alkane and an alkene. Addition happens when an alkene reacts across its double bond, as with bromine.

  • Alkane formula: CₙH₂ₙ₊₂ (saturated, only single bonds).
  • Alkene formula: CₙH₂ₙ (unsaturated, one C=C double bond).
  • Bromine water test: decolourised by an alkene, unchanged by an alkane.

Cracking is carried out industrially at high temperature, often with a catalyst. At school level you are asked to understand the idea and the equation, not to carry it out.

Worked example

The details below are invented for practice. Decane, C₁₀H₂₂, is cracked.

One product is octane, C₈H₁₈. A second product, a gas, decolourises bromine water.

Step 1, find the second product by balancing: C₁₀H₂₂ → C₈H₁₈ + ?

Carbon: 10 − 8 = 2. Hydrogen: 22 − 18 = 4. So the missing product is C₂H₄, which is ethene.

Step 2, check the structure: C₂H₄ fits CₙH₂ₙ with n = 2, so it is an alkene with a C=C double bond.

Step 3, link to the observation: an alkene is unsaturated, so it adds bromine and the bromine water turns from orange-brown to colourless.

Step 4, write the addition equation: C₂H₄ + Br₂ → C₂H₄Br₂

Step 5, check by mass: Mr of C₁₀H₂₂ = (10 × 12) + 22 = 142. Mr of C₈H₁₈ = 96 + 18 = 114. Mr of C₂H₄ = 24 + 4 = 28. And 114 + 28 = 142, so mass is conserved.

The mistake to watch for

Mistaken answer: C₁₀H₂₂ → C₈H₁₈ + C₂H₆

Counting hydrogen shows the problem: 18 + 6 = 24, but the left side has 22. The equation is not balanced.

Also, C₂H₆ is ethane, an alkane, which would not decolourise bromine water, so it clashes with the observation. The correction is to balance first, get C₂H₄, and then confirm with the test. If the formula and the observation disagree, one of them has been misread.

Check yourself

The formulae below are invented as practice questions.

1. Hydrocarbon P has formula C₅H₁₀ and decolourises bromine water. Hydrocarbon Q has formula C₅H₁₂. Which is the alkene, and what does Q do with bromine water?

Show answer

P is the alkene, since C₅H₁₀ fits CₙH₂ₙ. Q fits CₙH₂ₙ₊₂, so it is an alkane. Q is saturated and does not decolourise bromine water, so the mixture stays orange-brown.

2. Complete the cracking equation: C₁₂H₂₆ → C₈H₁₈ + ?

Show answer

Carbon: 12 − 8 = 4. Hydrogen: 26 − 18 = 8. The missing product is C₄H₈, an alkene.

3. Write the equation for the addition of bromine to C₃H₆.

Show answer

C₃H₆ + Br₂ → C₃H₆Br₂. One molecule of bromine adds across the double bond.

Where this leads next

The final lesson of the module uses evidence from two tests together, in comparing evidence from two analysis methods. Then use the mixed practice set. The scientific investigation critic helps you check whether one observation is enough to support a structure.

Students who rush into explanations without counting atoms often lose marks on questions they understand in principle. Our teachers in online one-to-one Co-ordinated Sciences tuition can show you how to build a short checking routine into every chemistry answer.

Questions people ask

How can I tell from a formula whether a hydrocarbon is an alkane or an alkene?

Alkanes follow CₙH₂ₙ₊₂ and alkenes follow CₙH₂ₙ, for chain molecules with one double bond. C₅H₁₂ fits the alkane pattern, while C₅H₁₀ fits the alkene pattern. A formula is a first clue, and a test result such as decolourising bromine water is the stronger evidence.

What does it mean when bromine water turns colourless?

It shows the hydrocarbon is unsaturated, meaning it has a carbon-carbon double bond. The bromine adds across the double bond, so the orange-brown colour disappears. A saturated hydrocarbon, an alkane, does not do this under ordinary conditions, so the colour stays.

Why do I need to balance a cracking equation if the question only asks for the product?

Balancing is the way to find the missing product. Count carbon atoms and hydrogen atoms on both sides, and the missing formula follows from the difference. It also catches errors, because an unbalanced equation breaks the rule that atoms are neither created nor destroyed.

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Your next step

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