3.9 Carboxylic Acids Flashcards

(29 cards)

1
Q

Derivatives of carboxylic acids

A
  • Esters RCOOR’
  • Acyl chlorides RCOCl
  • Acid anhydrides (RCO)₂O
  • Amides RCONH₂
  • N-substituted amides RCONHR’
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2
Q

General formula of carboxylic acids

A

CₙH₂ₙO₂

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3
Q

Functional group of carboxylic acids

A

RCOOH

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4
Q

Melting and boiling point of carboxylic acids

A

Relatively high due to hydrogen bonding

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5
Q

Why do carboxylic acids have higher boiling points than alcohols?

A

Carboxylic acids form dimers

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6
Q

Solubility of carboxylic acids

A

Carboxylic acids with a low Mr are soluble as they form hydrogen bonds with the water

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7
Q

Are carboxylic acids weak or strong acids?

A

Weak
They only partially ionise in solution

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8
Q

Acid + Base →

A

Salt + Water

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9
Q

Acid + Carbonate →

A

Salt + Water + Carbon dioxide

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10
Q

Acid + Metal →

A

Salt + Hydrogen

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11
Q

What salts do carboxylic acids form?

A

Carboxylate salts

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12
Q

General formula of esters

A

CₙH₂ₙO₂

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13
Q

Functional group of esters

A

RCOOR’

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14
Q

How are esters formed from carboxylate acids?

A

Reaction with an alcohol

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15
Q

What is the prefix of an ester is named from?

A

The alcohol

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16
Q

What is the suffix of an ester named from?

A

The carboxylic acid

17
Q

Properties of esters

A
  • Sweet smelling liquids which occur in fruits
  • Lower boiling points than carboxylic acids
  • Less soluble than carboxylic acids
  • Do not form hydrogen bonds
18
Q

Uses of esters

A
  • Food flavorings
  • Solvents
  • Perfumes
  • Plasticisers
19
Q

Methods for preparing esters

A
  • Carboxylic acid + Alcohol
  • Acid anhydride + Alcohol
  • Acyl chloride + Alcohol
    (All condensation reactions)
20
Q

Condensation reaction

A

A chemical reaction in which two molecules are joined together with the elimination of a small molecule

21
Q

Products:
Carboxylic acid + Alcohol

A

Ester + Water

22
Q

Products:
Acid anhydride + Alcohol

A

Ester + Carboxylic acid

23
Q

Products:
Acyl chloride + Alcohol

24
Q

Conditions:
Carboxylic acid + Alcohol

A
  • Heat
  • Concentrated sulfuric acid catalyst
25
**Why is conc. sulfuric acid used as a catalyst in this reaction?** Carboxylic acid + Alcohol
- The reaction is an equilibrium - Water is one of the products - Adding dilute acid catalyst shifts the equilibrium to the left
26
**Conditions:** Acid anhydride + Alcohol
- Gently warm - No catalyst
27
**Conditions:** Acyl chloride + Alcohol
- Room temperature - No catalyst
28
How is aspirin manufactured?
Reacting 2-hydroxybenzoic acid with ethanoic anhydride
29
Why is ethanoic anhydride used in the manufacture of aspirin rather than ethanoyl chloride?
- It is less corrosive - React less readily with water - Ethanoic acid is a safer byproduct than HCl - It is cheaper to use