26.4 Carboxylic avid derivatives Flashcards
What are the 4 derivatives of carboxylic acids
ester
acyl chlorine
acid anhydride
amide
How do you name an ester
- suffix is ____oate
- the alkyl chain attached to the oxygen atom of COO group is added to the first word in the name
How do you name a acyl chloride
suffix is ____oyl chloride
How is a acid anhydride formed
-removal of water from 2 carboxylic acid molecules
What is esterification?
the reaction of an carboxylic acid with a alcohol to form an ester
What are the reagents and conditions required for esterification of a carboxylic acid?
Alcohol, conc. H2SO4 (esterfication)
What is the use of H2SO4 (sulfuric acid) in esterification
acts as a catalyst
What is produced from the reaction of propanoic acid with ethanol
propanoic acid + ethanol = ethyl propanoate + water
What does anhydride mean
with water
Definition of hydrolysis
the chemical breakdown of a compound in the presence of water or in aqueous solution
What are the reagents and conditions required for acid hydrolysis?
Dilute aq acid, reflux
What is formed during acid hydrolysis of esters?
-Ester broken down by water with the acid acting as the catalyst
-Carboxylic acid and alcohol formed
What is the role of dilute aqueous acid in acid hydrolysis?
Acts as a catalyst
What are the reagents and conditions required for alkaline hydrolysis?
aq hydroxide ions (or NaOH, KOH), reflux
What is formed from alkaline hydrolysis?
-carboxylate ion
-alcohol
What is the equation for reaction of methyl ethanoate and sodium hydroxide?
How are acyl chlorines prepared?
Directly from carboxylic acid by reaction with SOCl2 (thionyl chloride)
What are the precautions for the preparation of acyl chlorines
-volatile so should be carried out in a fume cupboard
-fume cupboard as products are harmful
What are the precautions for the preparation of acyl chlorines?
-Volatile so should be carried out in a fume cupboard
-Fume cupboard as products are harmful
What is the equation for the preparation of acyl chlorine from propanoic acid?
How do acyl chlorine’s react with nucleophiles?
-losing the chlorine ion whilst retaining the C=O double bond
What do acyl chlorine’s react with alcohols to form?
Esters and HCl
What is the equation for the reaction of acyl chlorine with propan-1-ol?
What is produced when acyl chlorines react with phenols?
Phenyl esters