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*Revision Materials* 1 Atomic Structure 2 Atoms, molecules and stoichiometry 3 Chemical Bonding 4 States of matter 5 Chemical energetics 6 Electrochemistry 7 Equilibria 8 Reaction kinetics 9 The Periodic Table, chemical periodicity 10 Group 2 11 Group 17 12 Nitrogen and sulfur 13 Organic 14 Hydrocarbons 15 Halogen compounds 16 Hydroxy compounds 17 Carbonyl compounds 18 Carboxylic acids and derivatives 19 Nitrogen compounds 20 Polymerisation 21 Organic synthesis 22 Analytical techniques 23 Chemical energetics 24 Electrochemistry 25 Equilibria 26 Reaction kinetics 27 Group 2 28 Chemistry of transition elements 29 Organic 30 Hydrocarbons 31 Halogen compounds 32 Hydroxy compounds 33 Carboxylic acids and derivatives 34 Nitrogen compounds 35 Polymerisation 36 Organic synthesis 37 Analytical techniques

13 Organic

13.1 Formulas, functional groups and the naming of organic compounds 13.2 Characteristic organic reactions 13.3 Shapes of organic molecules; σ and π bonds 13.4 Isomerism, structural isomerism and stereoisomerism

Formulas, Functional Groups and the Naming of Organic Compounds

Specification Reference Organic Chemistry, An introduction to AS level organic chemistry 13.1

Quick Notes

  • A hydrocarbon is a compound made only of carbon and hydrogen atoms.
  • Alkanes are saturated hydrocarbons — they contain only single bonds and no functional group.
  • Functional groups determine a molecule’s physical and chemical properties.
  • You must know and use:
    • General formulas (e.g. CnH2n+2 for alkanes)
    • Structural formulas (e.g. CH₃CH₂CH₃)
    • Displayed formulas (showing all bonds)
    • Skeletal formulas (zig-zag lines)
  • Naming rules follow IUPAC systematic nomenclature — up to six carbon atoms (or 6+6 for esters).
  • You should be able to work out molecular and empirical formulas from any diagram or name.

Full Notes

Definition of Hydrocarbons

A hydrocarbon is an organic compound made up only of carbon and hydrogen atoms.

Types of hydrocarbons:

Alkanes: Simple Hydrocarbons with No Functional Group

Alkanes are the simplest hydrocarbons:

Examples:

Functional Groups and Their Importance

A functional group is an atom or group of atoms within a molecule that:

Two compounds with the same carbon skeleton but different functional groups behave very differently.

You need to know the following functional groups and be able to recognise them.

CIE A-Level Chemistry table of key organic functional groups with names and structures.

Types of Organic Formulas

Organic molecules can be written using different formula types and you need to be comfortable using and changing between the following:

Molecular Formula – Shows the actual number of atoms in a molecule.

ExampleHexane → C6H14

CIE A-Level Chemistry molecular formula example of hexane C6H14

Empirical Formula – Shows the simplest whole number ratio of atoms in a compound.

Example Hexane (C6H14) → C3H7

CIE A-Level Chemistry empirical formula example showing hexane simplified to C3H7

General Formula – Represents a homologous series using an algebraic expression.

Example Alkanes → CnH2n+2

CIE A-Level Chemistry general formula example for the alkane series CnH2n+2

Structural Formula – Shows how atoms are arranged in a molecule without drawing bonds.

Example Hexane → CH3CH2CH2CH2CH2CH3

CIE A-Level Chemistry structural formula example for hexane showing CH3CH2 repeats

Displayed Formula – Shows all bonds and atoms.

Example Hexane

CIE A-Level Chemistry displayed formula diagram of hexane with all bonds shown

Skeletal Formula – Simplified representation where carbon atoms are at the ends and bends of lines, and hydrogens bonded to carbon atoms aren’t shown.

Example Hexane

AQA A-Level Chemistry skeletal formula diagram of hexane as a zig-zag line
Photo of Matt
Matt’s exam tip

Matt’s exam tip - if you find drawing skeletal formulas hard, start by drawing the displayed formula with a diagonal pattern between C-C bonds, then remove all the C-H bonds.
CIE A-Level Chemistry tip image showing how to convert from displayed to skeletal by removing C–H bonds

Homologous Series

A homologous series is a family of organic compounds that:

ExamplesCommon Homologous Series:

Series General Formula Functional Group Example (Name)
Alkanes CnH2n+2 None (single C–C) CH4 (Methane)
Alkenes CnH2n C=C C2H4 (Ethene)
Alcohols CnH2n+2O –OH C2H5OH (Ethanol)
Aldehydes CnH2nO –CHO CH3CHO (Ethanal)
Ketones CnH2nO >C=O CH3COCH3
(Propan-2-one)
Carboxylic Acids CnH2nO2 –COOH CH3COOH
(Ethanoic acid)

IUPAC Naming Rules

You should be able to use IUPAC (International Union of Pure and Applied Chemistry) naming rules to name:

Steps for Naming Organic Compounds:

Applying IUPAC Rules to Name Organic Compounds

Class (a–g) Suffix Structure / Key Rule Examples
Alkanes -ane Only single bonds between carbon atoms. CH4
Methane
Alkenes -ene One or more C=C double bonds. Number the double bond position. CH3CH=CHCH3
But-2-ene
Alkynes -yne One or more C≡C triple bonds. CH≡CCH3
Prop-1-yne
Alcohols -ol OH (hydroxyl) group attached to a carbon atom. Number the position of the OH group. CH3CH(OH)CH3
Propan-2-ol
Aldehydes -al CHO group at the end of a molecule. No need to number the group, it's always at position 1. CH3CH2CH2CHO
Butanal
Ketones -one C=O (carbonyl) group within the carbon chain. Number to show position of C=O. CH3CH2COCH3
Butan-2-one
Carboxylic Acids -oic acid COOH group at the end of the molecule. Always at position 1; no number needed. CH3CH2CH2COOH
Butanoic acid

Naming Branched and Substituted Compounds

Example 2-Methylpentane (C6H14)
CIE A-Level Chemistry example showing 2-methylpentane with the longest chain and a methyl substituent at carbon 2Longest chain = pentane, with a methyl group at carbon 2.

Naming Cyclic Compounds

Cyclic compounds are named with the prefix “cyclo-”.

Example Cyclohexane (C6H12)
Six-membered ring.

CIE A-Level Chemistry displayed ring structure of cyclohexane C6H12

Applying IUPAC Rules to Draw Structures from Names

Example Propan-1-ol

Longest carbon chain = 3 (prop)

CIE A-Level Chemistry step showing the three-carbon chain for propan-1-ol

Type of functional group: -OH (anol) and Bonding position on carbon 1 (-1-ol)

CIE A-Level Chemistry step adding the hydroxyl group at carbon 1 for propan-1-ol

Giving the final structure of

CIE A-Level Chemistry final displayed formula of propan-1-ol

Summary Table: IUPAC Naming Rules

Rule Details Quick Reference
Longest Chain Choose the longest continuous carbon chain. Meth-, Eth-, Prop-, But-, Pent-, Hex-
Functional Group Determines the suffix (end of name) and carbon number priority. -ol, -al, -one, -oic acid, -ene, -yne
Numbering Assign lowest possible carbon numbering to the functional group and double/triple bonds. Use 1-, 2-, etc.; commas between numbers
Substituents Name and number alkyl groups as prefixes; alphabetise if multiple. 2-Methyl-, 3-Ethyl-, di-/tri- for repeats
Punctuation Commas between numbers; hyphens between numbers and letters. e.g., But-2-ene; Propan-2-ol