carboxylic_acids - IGCSE

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Carboxylic Acids

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Where are carboxylic acids found?

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What are carboxylic acids?
Carboxylic acids contain a functional group of carbon,
hydrogen and oxygen atoms arranged as follows:

...which is written as –COOH.

For example,

methanoic acid (HCOOH) ethanoic acid (CH3COOH)

What do you think the carboxylic acid with three carbon


atoms is called? propanoic acid (CH3CH2COOH)

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Homologous series

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Representations of organic molecules

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Identifying carboxylic acids

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Properties of carboxylic acids
The structure of carboxylic acids means that they:
 have relatively high melting and boiling points
 are very soluble in water
 are weak acids
 have a characteristic smell.

Examples of everyday carboxylic acids include:


 citric acid (found in citrus fruits)
 lactic acid (found in tired muscles)
 malic acid (found in sour and tart foods).

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Match the properties

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Acids
Acids ionize in water, meaning that their H+ ions are released
into the mixture. Acids can be strong or weak depending on
how much they dissociate.

Strong acids dissociate fully into solution, so that all their


H+ ions are released into the mixture.

HA  H+ + A–
Hydrochloric acid is a typical strong acid, so the dissociation
reaction is complete:

HCl  H+ + Cl–
Weak acids are different. They do not fully dissociate.

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Weak acids
Weak acids, like carboxylic acids, do not dissociate fully, as
some of their H+ ions stay attached to the acid molecule.

The dissociation of a weak


acid in water is a reversible
reaction:

HA H+ + A–

Ethanoic acid is a typical weak acid, with its ions in dynamic


equilibrium with the undissociated acid. The reaction is
moving both directions at the same rate.

CH3COOH H+ + CH3COO–

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Properties of strong and weak acids

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pH of strong and weak acids
pH is a measure of the number of H+ ions in solution, with a
lower pH meaning more H+ ions.
Because strong acids dissociate fully in solution, they contain
many H+ ions per molecule of acid, producing a lower pH.
Weak acids do not fully dissociate; therefore, they contain
fewer H+ ions per molecule of acid and:
 have higher pH values
 are worse conductors of electricity
 react less quickly.

higher H+ lower H+
concentration concentration

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Diluting acids
pH is a measure of acid strength, that is concentration of H+
ions in a solution. The higher the concentration of H+ ions the
lower the pH.
Acid concentration is a measure of the number of moles of
acid dissolved in a given volume of water. Don’t confuse acid
strength and acid concentration!
Strong acids are fully dissociated. They have a relatively
high concentration of H+ ions and thus a low pH. As the
strong acid is diluted the concentration of H+ falls and the
pH rises.
Weak acids are not fully dissociated. A solution of the same
concentration as a strong acid will have a lower concentration
of H+ ions and thus a higher pH.

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pH or concentration?

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Strong or weak?

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Reactivity
A solution of ethanoic acid reacts more slowly than hydrochloric
acid of the same concentration.
Hydrochloric acid is fully
dissociated, so all the hydrogen
ions are available to react.
Ethanoic acid is partially
dissociated, so there are fewer
hydrogen ions to react.
The lower concentration of H+
ions in ethanoic acid leads to
lower collision frequency with
reactant molecules and so a
slower reaction.

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Amount of product

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Amount of product
A strong acid is fully dissociated and all the H+ ions react
with the solid reactant.
A weak acid is partially dissociated and forms the
equilibrium:

HA ⇌ H+ + A–

As the H+ ions react the equilibrium shifts to the right


making more H+ ions until no more of the undissociated
acid is left.
The same volume of a weak acid and a strong acid of
equal concentration will contain the same number of
moles of H+ and so will produce the same volume of
gaseous product.

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Electrolysis of acids
Ethanoic acid is less conductive than hydrochloric acid of the
same concentration.
The ethanoic acid is only partially dissociated and contains a
lower concentration of hydrogen ions to carry the charge.
The electrolysis of either
ethanoic acid or
hydrogen
hydrochloric acid
gas
produces hydrogen gas at
the negative electrode.
The H+ ions are attracted to the
acid
negative electrode when they
are reduced (gain electrons) to
form hydrogen gas.

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Chemical properties of carboxylic acids
Carboxylic acids are typical weak acids.

What would happen if you added each of these substances


to a few cm3 of dilute ethanoic acid:

 a few drops of universal


indicator?
 3 cm3 sodium hydroxide
solution?
 half a spatula of sodium
carbonate?
 a piece of magnesium
ribbon?

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Reactions of carboxylic acids

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Reactions of carboxylic acids

Carboxylic acids react like any other type of acid, forming


salts when they react with alkalis, carbonates and metals:
sodium  sodium
ethanoic acid + + water
hydroxide ethanoate
CH3COOH + NaOH  CH3COONa + H2O

sodium sodium carbon


ethanoic acid +  + + water
carbonate ethanoate dioxide
2CH3COOH + Na2CO3  2CH3COONa + CO2 + H 2O

 sodium
ethanoic acid + sodium + hydrogen
ethanoate
2CH3COOH + 2Na  2CH3COONa + H2

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Reactions of carboxylic acids

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Reactions of carboxylic acids

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Glossary

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Multiple-choice quiz

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