11.10Organic Chemistry
Structural isomers — Cambridge IGCSE Chemistry 0620 Revision Notes & Topical Questions
5 min read 11 parts Lesson 10 of 10 1 quiz
Lesson summary
11.10 Structural isomers — Notes — IGCSE Chemistry notes: Define structural isomers and identify and name isomers of butane, butene and propanol from their structural formulae.Structural isomers — compounds with the same molecular formula but different structural formulae.Same at…
- Same atoms
- Different compounds
- Double bond
- Functional group
- Displayed formula
- Methylpropane
Section 1 of 11Definition
Structural isomers
- Structural isomers compounds with the same molecular formula but different structural formulae.
Same atoms
- Same atoms isomers contain exactly the same number of each type of atom, and only the way the atoms are joined differs.
Different compounds
- Different compounds they can have different boiling points and other physical properties.
Section 2 of 11Ways atoms can be rearranged
Ways atoms can be rearranged
Chain
- Chain a branched instead of a straight carbon chain.
Double bond
- Double bond a moved C=C double bond.
Functional group
- Functional group a moved functional group such as –OH.
Pentane, C5H12, has three isomers.
Section 3 of 11Formula vocabulary
Molecular formula
- Molecular formula the number of each type of atom, such as C4H10.
Structural formula
- Structural formula shows how atoms are arranged, such as CH3CH2CH2CH3.
Displayed formula
- Displayed formula shows every atom and every bond.
Section 4 of 11Isomers of C4H10
Butane
- CH3CH2CH2CH3, a straight chain of 4 carbons.
Methylpropane
- CH3CH(CH3)CH3, a 3-carbon chain with a CH3 branch on the middle carbon.
Boiling point
- Boiling point the branched isomer has a lower boiling point.
A branch is named with a prefix such as methyl- before the main chain name.
Section 5 of 11Isomers of C4H8
But-1-ene
- CH2=CHCH2CH3, with the double bond after carbon 1.
But-2-ene
- CH3CH=CHCH3, with the double bond after carbon 2.
Methylpropene
- CH2=C(CH3)CH3, a branched chain.
Numbering
- Numbering the number in the name shows the position of the C=C bond.
Section 6 of 11Isomers of C3H7OH
Propan-1-ol
- CH3CH2CH2OH, with –OH on an end carbon.
Propan-2-ol
- CH3CH(OH)CH3, with –OH on the middle carbon.
Molecular formula
- Molecular formula both are C3H8O.
Section 7 of 11Finding isomers
1
Write the molecular formula.
2
Draw the straight-chain version.
3
Move the double bond or functional group.
4
Try branching the chain.
5
Check that each structure is genuinely different.
6
Name each isomer, numbering from the end that gives the lowest number.
7Same molecule
- Same molecule bending a chain on paper does not create a new isomer.
8Numbering examples
- CH3CH2CH=CH2 is but-1-ene, not but-3-ene, and HOCH2CH2CH3 is propan-1-ol, not propan-3-ol.
Section 8 of 11Common pairs of isomers
| Molecular formula | Isomer 1 | Isomer 2 | What differs |
|---|---|---|---|
| C4H10 | Butane | Methylpropane | Straight or branched chain |
| C4H8 | But-1-ene | But-2-ene | Position of the C=C bond |
| C4H8 | But-1-ene | Methylpropene | Straight or branched chain |
| C3H8O | Propan-1-ol | Propan-2-ol | Position of the –OH group |
Section 9 of 11More from the specification
More from the specification
Characteristic functional groups
- Characteristic functional groups homologous series share specific atomic groupings such as carbonyl or carboxyl groups dictating chemical behavior.
Hydrogen
- A gas that gives a squeaky pop with a lighted splint.
Hydroxyl group
- The –OH functional group of alcohols.
Saturated
- Saturated a compound with only single carbon–carbon bonds, such as alkanes with general formula CnH2n+2.
Unsaturated
- Unsaturated a compound with at least one C=C double bond, such as alkenes with general formula CnH2n.
Homologous series
- Homologous series compounds with the same functional group and general formula, such as alcohols (–OH) and carboxylic acids (–COOH).
Section 10 of 11Key terms
| Term | Meaning |
|---|---|
| Structural isomers | Compounds with the same molecular formula but different structural formulae. |
| Molecular formula | The number of each type of atom in a molecule. |
| Structural formula | Shows how the atoms are arranged. |
| Branched chain | A carbon chain with a side group attached. |
| Position isomer | Isomers that differ in the position of a double bond or functional group. |
Section 11 of 11Exam technique
1
Saying isomers have different molecular formulae — they have the same molecular formula.
2
Counting a bent drawing of the same chain as a new isomer.
3
Numbering from the wrong end — the group must get the lowest number.
4
Saying isomers have identical physical properties — they can differ.
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