Professional Documents
Culture Documents
oate
O C OH
Carboxylic Acids Chemical Properties of Carboxylic Acids They Behave as Acids Acid Proton (H+) Donor a) Acid + Base Salt + water
O C O
O C Cl
Ethanoic acid + NaOH Sodium Ethanoate + Water CH3CH2OH + NaOH CH3COONa+ + H2O Definaition of a Salt When a Metal Ion/Ammonium Ion replaces the acidic proton in an acid E.g.1. Benzoic acid + KOH Potassium Benzoate + Water
O C O H
C6H5COOH E.g.2. +
K+OH
O C O K
C6H5COOK+
+
H2O
2CH3COOH + Ca(OH)2
O H3C C O 2 Ca
2+
+ 2H2O
1 b) Acid + Carbonate Salt + CO2 + H2O NOTE: CAN be used as a test for Carboxylic acids as 2CH3COOH + Na2CO3 2CH3COONa+ + CO2(g) + H2O bubbles given off. -Alcohols wont react Written Bywith Faz014@hotmail.com carbonate
c) Acid + Reactive metal Salt + H2(g) CH3COOH + Na CH3COONa+ + H2(g) Ethanol + Na Sodium ethoxide + H2(g) CH3CH2OH + Na CH3CH2ONa + H2 d) Alcohols + Carboxylic Acids Ester + H2O
NOTE: CANNOT be used as a test for Carboxylic acids as bubbles given off. -Alcohols react with reactive metal to produce H2
C OH
O H O C C
O C O C C
H2O
H3C C OH H2
O H O C H
O H3C C O C H H2
Functional group
H2O
Diethyl Benzene-1,4-dioate
C H3C CH2OH
HO
O C
C
OH HOH2C CH3
O C
H3C C O H2
O C CH3 H2
2H2O
e) Carboxylic Aid + Chlorinating Agent Acyl(Acid)chlorides i. Ethanoic Acid + PCl5 Ethanoyl + HCl + POCl3 Chloride NOTE: CAN be used as a test for Carboxylic acids as white fumes given off.
O H3C C OH
PCl5
H3C C Cl
H Cl
POCl3
2
Written By Faz014@hotmail.com
O H3C C OH
SOCl2
H3C C Cl
H Cl
SO2
Very reactive and used to make other chemicals o good synthetic chemical o Lachromatory Makes you cry f) Carboxylic Acids can be reduced Carboxylic Acid Aldehyde Alcohols Carboxylic Acids are difficult to reduce o need a powerful reducing agent, LiAlH4 (non aq) Will reduce anything even water CH3COOH + [4] CH3CH2OH + H2O
O H3C C
+ [4] H3C
OH
CH2OH
H2O
Catalyst: Acid or Base a) Acid catalysed hydrolysis of an ester Propyl ethanoate + H2O Propene + Ethanoic Acid Catalyst: H + H2O
+ (aq)
O C CH3 HO
O CH3CH2CH2 O C CH3
CH3CH2CH2OH
3
Written By Faz014@hotmail.com
b) Base catalysed hydrolysis of an ester Propyl ethanoate + H2O Propene + Ethanoic Acid + + H2O
O C CH3 HO
O CH3CH2CH2
O C CH3
CH3CH2CH2OH
The carboxylic acid will react with the base to form a salt once the hydrolysis reaction is done Acid + Base + Alcohol Salt + Alcohol
O H3C C O Na
+
All reactions are very violent and spit HCl is given off and as observation seen as Misty white Fumes AcylChlorides react with anything that has a H in its functional group
O H3C C Cl
2. Making an Acid Amide Benzoyl Chloride + Ammonia Benzoic Acid Amide + HCl + H2O
HCl
+ H3C
C OH
O C Cl
+ NH3
O C NH2
4 + HCl
Written By Faz014@hotmail.com
Cl
CH3 H3C C C H
+
Cl
HO Cl
Cl
CH3 O Cl H3C C C O H Cl
+
Cl
HCl
This is 100% conversion, there is no equilibrium state 4. Manking a Peptide Ethanoyl Chloride + Ethylamine EthylEthanamide
O H3C C Cl
+
H H
H N C CH3 H
O H H3C C N C2H5
HCl
Written By Faz014@hotmail.com