IB Chemistry SL Topic 3 — Classifying Organic Compounds Paper 1 & 2 Core skill ~10 min read

Formulas of Organic Compounds

Organic molecules can be written several different ways, and each one hides a bit more detail than the last. The skill isn’t memorising six definitions — it’s knowing which version a question is asking for, and being able to convert between them.

📚 What you need to know

The same molecule, five ways

The quickest way to see the difference is to write one molecule out in every format. Here is butane.

FIVE WAYS TO WRITE THE SAME MOLECULEall of these are butaneEMPIRICALC₂H⁵simplest whole-number ratioMOLECULARC₄H₁₀the actual number of each atomCONDENSEDCH₃CH₂CH₂CH₃or CH₃(CH₂)₂CH₃DISPLAYEDHHHCHHCHHCHHCHevery bond drawnSKELETALcorners and ends are carbonssame molecule every time — only the amount of detail changes
The further down this list you go, the more the drawing trusts you to fill in the obvious. All five describe butane.
Notice that nothing about the molecule changes as you move down that list — only how much you are choosing to draw. A skeletal formula isn’t a different molecule, it’s the same molecule with the obvious parts left off.

Empirical and molecular formulas

The molecular formula counts atoms. The empirical formula reduces that count to its simplest ratio, by dividing through by the highest common factor.

Sometimes they are identical. Butan-1-ol is C4H10O, and 4, 10 and 1 share no common factor, so the empirical formula is also C4H10O. But butane is C4H10, and both numbers divide by 2, giving C2H5.

WORKED EXAMPLE

Deduce the molecular and empirical formulas of ethanoic acid, CH3COOH, and of hexane.

Ethanoic acid — count every atom in the condensed formula C: 1 + 1 = 2   H: 3 + 1 = 4   O: 2 molecular = C₂H₄O₂ All three divide by 2, so the ratio simplifies. empirical = CH₂O Hexane — 6 carbons, so CₙH₂ₙ₊₂ gives 14 hydrogens molecular = C₆H₁₄ divide both by 2 empirical = C₃H₇

Displayed and condensed formulas

A displayed (or structural, or graphical) formula shows every atom and every bond. It is the version to use when a question says “draw the structure” and wants to see that you know where the bonds are.

A condensed formula squeezes that onto one line. Atoms attached to a carbon are simply listed after it, and repeated units can be bracketed:

Pentane, condensed CH3CH2CH2CH2CH3   or   CH3(CH2)3CH3

Branches go in brackets straight after the carbon they are attached to. So CH3CH(CH3)CH2CH3 means a four-carbon chain with a methyl group hanging off the second carbon.

Double and triple bonds are the exception — they are always shown, because you could not work them out otherwise. Propene is written CH2=CHCH3.

Counting hydrogens is the check. Every carbon must end up with four bonds. If a carbon in a condensed formula seems to have only three, there is a double bond you have missed.

Skeletal formulas

Skeletal formulas look almost empty at first, which is exactly why they are so useful for bigger molecules — the functional groups stand out instead of drowning in hydrogens.

HOW TO READ A SKELETAL FORMULAbutan-1-olOH1234each corner or endis a carbon atomthe hydrogens on carbon are there,they are just not drawnfunctional groupsare ALWAYS drawnmethane has no skeletal formula — one carbon means no C–C bond to draw
Skeletal formulas hide the hydrogens on carbon so the functional group is the first thing you see.

🧩 The three rules

  1. Carbon–carbon bonds are drawn as plain lines in a zig-zag.
  2. Every corner and every free end is a carbon atom. They are not labelled.
  3. Hydrogens attached to carbon are not drawn. Everything else — O, N, halogens, and any H inside a functional group like –OH — is drawn.

One consequence catches people out: methane has no skeletal formula. Skeletal drawings are built from carbon–carbon bonds, and methane only has one carbon, so there is nothing to draw. A single dot would be read as a lone atom or a radical.

WORKED EXAMPLE

A skeletal formula shows a chain of five plain line segments, with an OH written on the last vertex. Deduce the molecular formula and name the compound.

Count the carbons — corners and ends only Five segments, with the last one going to an O, so there are 5 carbon vertices. Fill in the hidden hydrogens so every carbon has 4 bonds CH₃ – CH₂ – CH₂ – CH₂ – CH₂ – OH C₅H₁₂O, pentan–1–ol

Stereochemical formulas

Sometimes flat isn’t enough. A stereochemical formula shows the actual three-dimensional arrangement of bonds around a carbon, which matters when two molecules have the same connections but are mirror images of each other.

DRAWING IN 3D: WEDGES AND DASHESHHBrClCplain linein the planeplain linein the planeSOLID wedgecoming towards youDASHED wedgegoing away from you
Two bonds stay in the plane of the paper, one comes towards you and one goes behind, giving the tetrahedral arrangement its 109.5 degree angles.

A carbon with four different groups attached is tetrahedral, with bond angles of about 109.5°, because the four bonding pairs repel each other as far apart as possible in three dimensions.

💡 Exam tip

⚠️ Common mix-up

Up next: Functional Groups — the small clusters of atoms that decide what a molecule actually does, no matter how long its carbon chain is.

Want this explained one-to-one?

Book a free session with an experienced IB Chemistry tutor and get your trickiest topics made simple.

Book a Free Session →