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Chemistry · Carbon compounds

Naming and drawing organic structures

You can name a compound from memory, but the drawing and the name disagree.

An organic name has three parts: the prefix that counts the carbons in the main chain, a position number, and an ending that shows the family. Build the name in that order.

This lesson is part of SPM Chemistry carbon compounds. It follows identifying homologous series and functional groups.

How do the prefixes and endings work?

The carbon count gives the stem: meth (1), eth (2), prop (3), but (4), pent (5), hex (6). The family gives the ending.

Family Ending Example
Alkane -ane butane
Alkene -ene but-1-ene
Alcohol -ol propan-1-ol
Carboxylic acid -oic acid ethanoic acid

Worked example: numbering from the correct end

Name CH₃–CH=CH–CH₂–CH₃. The chain has five carbons, so the stem is pent and the family is alkene.

Number from the end that gives the double bond the lower number. From the left the double bond starts at carbon 2. From the right it starts at carbon 3, so use the left.

The name is pent-2-ene.

Worked example: a branched alkane

Draw 2-methylbutane. The main chain has four carbons (butane), and a methyl group, CH₃, hangs from carbon 2.

The full structural formula has carbons 1 to 4 in a line, and a CH₃ joined to carbon 2. Carbon 2 has bonds to carbon 1, carbon 3, the methyl carbon and one hydrogen, which makes four.

The mistake that loses marks

A student numbers 2-methylbutane from the wrong end and writes 3-methylbutane. The methyl group is on the second carbon from one end and the third from the other.

The rule is to choose the direction that gives the branch the lowest number. Always check both ends before you write the name.

For a drawing, count the bonds on each carbon. A carbon with only three bonds is missing a hydrogen, and one with five is wrong.

Check yourself

Name CH₃CH₂CH(OH)CH₃, and draw the full structural formula of ethanoic acid.

Answer

The main chain has four carbons with –OH on carbon 2 counting from the right end (the lower number), so the name is butan-2-ol.

Ethanoic acid: a carbon with three hydrogens, joined to a second carbon that has a double bond to O and a single bond to –OH. Each carbon has four bonds. Written as H₃C–C(=O)–OH.

What to study next

The next lesson asks what happens when one formula gives two names: distinguishing isomers. Use the mistake log and paper-error review to record which naming step you slip on.

For a teacher to check your drawings with you, see online one-to-one Chemistry tuition.

Common questions

How do I choose the main chain?

Choose the longest continuous carbon chain that contains the functional group. Branches are the carbons left outside it. Name the branch as an alkyl group, for example methyl, and give it the number of the carbon it is attached to.

Which end do I number from?

Number from the end that gives the lowest number to the functional group. For alkenes and alcohols, the C=C or –OH position gets the lowest number. Branches are numbered after that. Carboxylic acids always have the –COOH carbon as carbon 1.

What do the prefixes meth, eth, prop, but, pent and hex mean?

They count the carbons in the main chain: 1, 2, 3, 4, 5 and 6. Learn them in order, since they are the same for every series. Only the ending changes: -ane, -ene, -ol and -oic acid.

How many bonds should each atom have?

Carbon has four bonds, oxygen two, hydrogen one and each halogen one. Check every carbon in a drawing. A double bond counts as two of the four, and a carbon with five bonds is always an error.

A teacher working one-to-one can watch you draw and name a compound live, and stop you at the step where the numbering or the bond count goes wrong.

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