Synthesis 7 Flashcards
How can carboxylic acids be prepared
- Oxidisation of alcohols and aldehydes
2. Hydrolysis of esters, amides and nitriles
Describe how carboxylic acids are prepared through oxidation
Primary alcohols and aldehydes can be oxidised to carboxylic acids
Copper oxide, acidified dichromate, acidified permanganate = oxidising agents the 2 acidified need heating under reflux
Describe how carboxylic acids are prepared through hydrolysis of ester
Water is catalyst
Ester +water —> carboxylic acid + alcohol
P what is needed for carboxylic acids to be prepared through hydrolysis of amides
Acid or base catalyst required
Describe how carboxylic acids are prepared through hydrolysis of nitriles
Dilute hydrochloride acid catalyst
Nitrile ( C triple N)
For hydrolysis of esters and amines into carboxylic acids how can you shift the equilibrium to the right
By using a base
This would mean that a salt is formed removing it from the equilibrium
Equilibrium then shifts right to dissociate more of the ester or amine
What are the 4 reactions of carboxylic acid
- Salt formation by reacting with metal
- Condensation to form ester
- Amide link formation ( C0NH)
- Reduction to primary alcohol
Describe salt formation reaction using carboxylic acids
React with metals to produce a salt and H2
Also react with bases such as ;
metal hydroxides to form a salt + H2O
metal carbonates to from salt + CO2 + H2O
Describe amide link formation reaction using carboxylic acids
- Carboxylic acid + ammonia = ammonium salts then Ammonium salts —heated-> amides
- Carboxylic acid + amines —> amides
Reaction via salt which when heated = amide
What is an amine and how is it classified
An ammonia where hydrogen atoms replaced by alkyl groups
Classified by no. of alkyl groups attached to nitrogen
How are amines named
By listing the alkyl groups attached to nitrogen (alphabetically) followed by the word amine
Eg. Ethyl methyl propyl amine
Methyl propyl amine
Amine properties
Polar N~H bonds with ability to H bond between amine molecules as well as amine +water
Only primary and secondary amines can H bond cause tertiary has no N~H
Due to H bonding present bpt higher than alkanes
All water soluble but increase Alkyl group length = decrease solubility
Amines are weak bases, what are some reactions with them
- Water. Water soluble Amines produce weak alkaline solution
- Acid. Amines can react with mineral or carboxylic acids to produce salts