Revision Notes MCQ Bank SAQ Bank Study Cards Courses Teachers Blog

Alkene

A concise revision guide to alkene functional groups, carbon-carbon double bonds, the -ene suffix, E-Z naming, diene and triene suffixes, and functional group priority in IUPAC names.

Exam board: Edexcel International
Topic 4: Organic Chemistry & Alkanes
Level: A Level Chemistry
Edexcel International specification2 spec points in this lesson
  • 4.5i
  • 5.3-a
What these spec points say
  • 4.5i be able to apply IUPAC nomenclature rules to name compounds relevant to this specification
  • 5.3-a understand the E-Z naming system for geometric isomers
Before you start

GCSE Recap: Alkenes and Unsaturation

Three quick questions on what you learned about alkenes at GCSE.

1

What Is an Alkene?

An alkene is an unsaturated hydrocarbon containing at least one carbon-carbon double bond, written as C=C. The double bond is always between two carbon atoms.

The C=C double bond is the functional group of alkenes. It is the part of the molecule responsible for the characteristic reactions of the homologous series.

For open-chain alkenes with one double bond, the general formula is CnH2n.

Key idea: A molecule is not an alkene unless it contains a C=C double bond between two carbon atoms.

Generic alkene fragment: two carbon atoms joined by a highlighted double bond, each carrying two R groups

The C=C double bond is shown explicitly because it is the functional group that defines the alkene homologous series.

Alkanes are saturated with free rotation about C–C; alkenes are unsaturated, and the C=C cannot rotate.

Check your understanding

Quick Check: Spot the Alkene

Only one of these four compounds has a carbon-carbon double bond.

Free preview from the course

Watch: the chain that looks longest is wrong

Seven carbons in a row, but for this alkene that is not the chain to name. Why not, and where does carbon 1 go?

The full lesson, with its exam questions and marking, is in the course. Get the full Organic Chemistry and Alkanes – Topic 4A/4B course →
2

Naming Alkenes Using the -ene Suffix

Alkenes are named using the suffix -ene. The parent carbon chain is chosen by identifying the longest chain that contains the C=C double bond.

When numbering the carbon chain, use the lower of the two possible numbers to show the position of the double bond. The number gives the first carbon of the C=C bond.

Homologous series Functional group Suffix Example
Alkenes C=C -ene propene
Skeletal formula of propene

Propene contains three carbon atoms and one C=C double bond, so the parent name uses prop- and the alkene suffix -ene.

Choose the longest chain that contains the C=C, give the C=C the lowest number, then let any higher-priority group take the suffix.

Check your understanding

Quick Check: Name That Alkene

Choose the correct name for each new alkene.

3

E-Z Prefixes in Alkene Names

Some alkene names begin with E or Z. These prefixes show the type of stereoisomer present.

This is needed because rotation around a C=C double bond is restricted. If the groups attached to the double bond are arranged differently in space, different stereoisomers can exist.

Skeletal formula of (Z)-but-2-ene

The Z prefix identifies the spatial arrangement of the groups around the C=C bond.

Skeletal formula of (E)-but-2-enoic acid

The E prefix can still be used when the molecule also contains a higher-priority functional group.

Exam focus: E and Z are stereochemical prefixes, not part of the carbon chain length. They describe the arrangement around the C=C double bond.

Check your understanding

Quick Check: What Do E and Z Change?

Decide whether this statement about two stereoisomers is true or false.

4

More Than One Double Bond

If a molecule contains more than one C=C double bond, the alkene suffix changes.

Two double bonds use the suffix -diene, while three double bonds use -triene. The positions of the double bonds are shown with numbers.

One C=C bond

Use -ene, such as but-2-ene.

Two C=C bonds

Use -diene, such as penta-1,3-diene.

Three C=C bonds

Use -triene, with numbers showing the positions of the three double bonds.

Skeletal formula of (E)-penta-1,3-diene

The name penta-1,3-diene shows a five-carbon chain with double bonds beginning at carbon 1 and carbon 3.

Check your understanding

Quick Check: Two Double Bonds

Name a diene that the page has not shown you.

5

Alkenes with Other Functional Groups

The -en part used for alkenes can appear before other functional group suffixes, such as -ol or -oic acid.

However, alcohol and carboxylic acid groups have higher priority than alkenes. This means they take precedence when numbering the carbon chain.

For example, in 2-bromobut-3-en-1-ol, the alcohol group receives the lowest possible number because the OH group has higher priority than the C=C double bond.

Skeletal formula of 2-bromobut-3-en-1-ol

The -en part shows the C=C bond, while -ol is the higher-priority suffix used for the alcohol group.

Skeletal formula of (E)-but-2-enoic acid

The carboxylic acid group takes priority, so the compound is named as an enoic acid rather than only as an alkene.

Remember: The C=C bond still needs to be included in the name, but higher-priority functional groups control the main suffix and numbering direction.

Check your understanding

Quick Check: When Another Group Outranks C=C

Name each compound on paper, then flip the card to see the full working.

Check your understanding

Quick Check: Naming Alkenes from Start to Finish

Each round tests one naming rule from this page on a molecule you have not met here. Choose the one accurate statement.

Alkene Naming FAQs

These questions check the alkene naming points students most often confuse.

Why is it but-2-ene and not but-3-ene?

Number the chain from the end nearer the double bond. The number gives the first carbon of the C=C bond, so the lower of the two possible numbers is used.

Does every alkene fit CnH2n?

Only open-chain alkenes with one C=C bond. A diene has two fewer hydrogen atoms, and a cycloalkane also fits CnH2n without being an alkene.

Are E and Z part of the chain length?

No. E and Z are stereochemical prefixes. They describe how the groups are arranged around the C=C bond, which cannot rotate.

How do I name a molecule with two double bonds?

Use -diene with both positions, as in penta-1,3-diene. An a is added to the stem before the numbers, so it is penta, not pent.

Which group numbers the chain in an unsaturated alcohol?

The -OH group. It has higher priority, so it takes the suffix and the lowest number, while the C=C bond appears as -en-, as in but-3-en-1-ol.

Dr. Mohammed Al-Fatah

Written by: Dr. Mohammed Al-Fatah

Chemistry specialist revision notes for A Level Chemistry.

View LinkedIn Profile

Copyright notice: This OLS revision content, including the explanations, layout, diagrams, tables and embedded learning structure, is authored for Online Learning System by Dr. Mohammed Al-Fatah. It may not be copied, reproduced, redistributed or adapted without written permission.