11.7Organic Chemistry
Carboxylic acids — Cambridge IGCSE Chemistry 0620 Revision Notes & Topical Questions
5 min read 11 parts Lesson 7 of 10 1 quiz
Lesson summary
11.7 Carboxylic acids — Notes — IGCSE Chemistry notes: Describe the reactions of carboxylic acids with metals, bases and carbonates, their formation by oxidation and esterification.Functional group — –COOH, and the general formula is CnH2n+1COOH.Behaviour — they behave like other…
- Salt names
- Naming salts
- Bacterial oxidation
- Chemical oxidation
- Fermentation
- Hydration of ethene
Section 1 of 11Carboxylic acids
Carboxylic acids
Functional group
- –COOH, and the general formula is CnH2n+1COOH.
Behaviour
- Behaviour they behave like other acids and are weak acids.
Salts
- Salts the salts formed end in -anoate, so ethanoic acid gives ethanoates.
Section 2 of 11Structure, naming and weak acid behaviour
Structure, naming and weak acid behaviour
Examples
- Examples methanoic acid HCOOH, ethanoic acid CH3COOH and propanoic acid CH3CH2COOH.
Vinegar
- Vinegar ethanoic acid gives vinegar its sharp smell and taste, and vinegar is about a 5% solution.
Acidity
- Acidity the –COOH group can lose its hydrogen as H+ in water, so the solution is acidic.
Weak acid
- Weak acid carboxylic acids ionise only partially in water: CH3COOH ⇌ CH3COO− + H+.
- Compared with hydrochloric acid of the same concentration, ethanoic acid has a higher pH (about 3 compared with about 1).
- It reacts more slowly with metals and conducts electricity less well.
- Equal moles of each acid neutralise the same amount of base.
Section 3 of 11Reactions of ethanoic acid
| Reagent | Products | Observation | Example |
|---|---|---|---|
| Metal | Salt + hydrogen | Fizzing | 2CH3COOH + Mg → (CH3COO)2Mg + H2 |
| Base (hydroxide) | Salt + water | None | CH3COOH + KOH → CH3COOK + H2O |
| Carbonate | Salt + water + carbon dioxide | Fizzing | 2CH3COOH + K2CO3 → 2CH3COOK + H2O + CO2 |
- Salt names
- magnesium ethanoate and potassium ethanoate.
Section 4 of 11Observations in the reactions of carboxylic acids
| Reagent | Observation |
|---|---|
| Metal (Mg) | Fizzing and the metal dissolves |
| Base (CuO) | Black solid dissolves to a blue solution |
| Alkali (NaOH, KOH) | No visible change |
| Carbonate (Na2CO3) | Fizzing, and the gas turns limewater cloudy |
- Naming salts
- the ending changes from -oic acid to -oate, such as magnesium ethanoate and potassium ethanoate.
Section 5 of 11Forming ethanoic acid (Extended)
Bacterial oxidation
- Bacterial oxidation acetobacter in the air uses oxygen to oxidise ethanol, as when wine is left open or in vinegar production.
C2H5OH + O2 → CH3COOH + H2O.
Chemical oxidation
- Chemical oxidation ethanol is heated under reflux with acidified potassium manganate(VII).
The condenser stops the volatile alcohol escaping.
The solution changes from purple to colourless.
CH3CH2OH + 2[O] → CH3COOH + H2O.
Bacterial oxidation gives a weak solution of vinegar, which is why an open bottle of wine turns sour.
Section 6 of 11Esterification (Extended)
Reaction
- Reaction a carboxylic acid reacts with an alcohol, using an acid catalyst, to form an ester and water.
Catalyst
- Catalyst concentrated sulfuric acid.
Equation
- CH3COOH + C2H5OH ⇌ CH3COOC2H5 + H2O.
Esters
- Esters sweet-smelling oily liquids used as flavourings and perfumes.
Section 7 of 11Advantages and disadvantages of making ethanol (Extended)
1Fermentation
- Fermentation uses renewable resources and simple equipment, but is slow and gives a dilute solution.
2Hydration of ethene
- Hydration of ethene is fast and gives pure ethanol, but uses non-renewable crude oil and high temperature and pressure.
Section 8 of 11Uses of carboxylic acids
Uses of carboxylic acids
Vinegar
- Vinegar a food preservative and flavouring.
Esters
- Esters used in perfumes and flavourings.
Polymers
- Polymers making polyesters and other chemicals.
Higher members (fatty acids)
- Higher members (fatty acids) used to make soaps and margarine.
Natural acids
- Natural acids citric acid in citrus fruit, lactic acid in sour milk and methanoic acid in ant stings.
Section 9 of 11More from the specification
More from the specification
Industrial steam reforming and fossil fuels
- Industrial steam reforming and fossil fuels cracking raw petrochemical feedstocks from fossil fuels produces ethylene,
- which is reacted with steam into carboxylic acids.
Homologous series
- A family of compounds with the same functional group and general formula.
Substitution reaction
- A reaction in which one atom or group is replaced by another.
Ultraviolet radiation
- Radiation that provides the activation energy for alkane–halogen reactions.
Carboxylic Acid Functional Group and Weak Acidity
- Carboxylic acids contain the terminal carboxyl group (-COOH) and behave as typical weak organic acids, partially dissociating in aqueous solution to establish an equilibrium (CH3COOH CH3COO- + H+).
Characteristic Acid Reactions of Ethanoic Acid
- Ethanoic acid effervesces with reactive metals and carbonates (producing carbon dioxide, water, and ethanoate salts).
- (yielding hydrogen and metal ethanoates)
Condensation Esterification Reactions
- Heating a carboxylic acid with an alcohol in the presence of concentrated sulfuric acid catalyst produces sweet-smelling, volatile esters and water.
- (e.g. ethanoic acid + ethanol → ethyl ethanoate + water)
Combustion
- Burning in oxygen
Distillation
- Separating a liquid from a solution by boiling and condensing the vapour.
Mixture
- Two or more substances mixed but not chemically combined.
Fractional distillation
- Separating a mixture of liquids by their boiling points.
Bromine water
- An orange solution that is decolourised by alkenes.
Addition reaction
- A reaction in which atoms add across a C=C bond to give one product.
Fossil fuel
- A fuel formed from the remains of living things, such as coal, natural gas and petroleum.
Displayed formula
- A formula showing all atoms and all bonds.
Alkene
- A hydrocarbon with a C=C bond and a name ending in -ene.
Alkane
- A saturated hydrocarbon with a name ending in -ane.
Molecule
- Two or more atoms held together by covalent bonds.
Hydrocarbon
- A compound containing hydrogen and carbon only.
Fraction
- A group of hydrocarbons with similar chain length and boiling points.
Boiling
- Liquid to gas throughout the liquid at the boiling point.
Section 10 of 11Key terms
| Term | Meaning |
|---|---|
| Carboxylic acid | Compound containing –COOH, a weak acid. |
| Ethanoate | The salt of ethanoic acid. |
| Ester | Compound formed from an acid and an alcohol, with a sweet smell. |
| Esterification | Acid + alcohol ⇌ ester + water with an acid catalyst. |
| Reflux | Heating with a condenser to stop volatile liquids escaping. |
| Weak acid | an acid that ionises only partially in water. |
| Vinegar | an ethanoic acid solution of about 5%. |
| Acetobacter | bacteria that oxidise ethanol to ethanoic acid in air. |
Section 11 of 11Exam technique
1
Saying carboxylic acids are strong acids — they are weak acids.
2
Forgetting hydrogen in the metal reaction and carbon dioxide in the carbonate reaction.
3
Naming the salt as an ethanoic salt — it is an ethanoate, such as sodium ethanoate.
4
Heating ethanol with potassium manganate(VII) without reflux — the condenser stops the alcohol escaping.
5
Saying weak acids are the same as dilute acids — weak refers to partial ionisation and dilute refers to concentration
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