3.3.9 CARBOXYLIC ACIDS AND DERIVATIVES

26 Karteikartenvon Sabs2023
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1
carboxylic acid functional group?
-COOH carboxyl
made of carbonyl and hydroxyl group
2
Reaction of carboxylic acids with carbonates?
Theyre weak acids so partially disocciate to form -COO$^-$ (called carboxylate ion) and H$^+$
Form salt,H20,CO2
3
Esterification?
React alcohol with carboxylic acids in presence of acid catalyst(H2SO4).
Forms ester with functional group -COO and H20
4
Name scheme of esters?
First part from alcohol second part from carboxylic acid
eg if ethanol reacted with methanoic acid it forms Ethyl methanoate
eg if butanol reacted with 2-methylpropanoaic acid it formsButyl 2-methylpropanoate
5
Uses of esters
- Perfumes and food flavouring (Some have nice smell)
- Solvents (polar)
- Plasticisers
6
Ester hydrolysis?
Esters split via H20 and acid catalyst (acid hydrolysis) or use a base only (base hydrolysis)
7
Acid hydrolysis?
Add H20 and use dilute strong acid catalyst under reflux
Forms carboxylic acid + alcohol to equilibrium
8
Base hydrolysis
Add strong dilute base under reflux
Forms carboxylate ion + alcohol and goes to completion( no equilibrium)
9
How to form fats and oils?
Glycerol(alcohol) with 3 fatty acids(carboxylic acids) which forms fats and oils (esters)
Glycerol is propane-1,2,3-triol
3 Fatty acids can be saturated or unsaturated(biology yoooooooooo)
10
Fats and oils? difference?
Oils = glycerol + 3 UNsaturated fatty acids so form liquid
Fats = glycerol + 3 SATurated fatty acids so form solid
11
How to form soap
Animal fats/vegetable oils hydrolysed by heating with 3NaOH.
Forming glycerol(receives H) and soap(receives NaO sodium salt)
12
How to form biodiesel?
Vegetable oils with 3 methanol and potassium hydroxide as catalyst.
Forms glycerol(receives H) and 3 methyl ester(receives CH3O and is biodiesel)
13
Acyl group?
Derived from a carboxylic acid
RCO-
R = H or alkyl group
14
How to name acyl chlorides?
main alkane chain + anoyl chloride
eg
ethanoyl chloride
15
How do you form acyl chlorides
React any carboxylic acid with sulfur dichloride oxide (SOCL2)
Reaction forms acyl chloride + SO2 + HCL
16
how to name acid anhydrides
Take the carboxylic acid it was formed from remove the "acid" part and add anhydride
eg methanoic anhydride
17
Nucleophillic addition elimination reactions?
Nucleophile is added to carbon centre and last step hydrogen is removed
18
What are the four reactants we react with acyl chlorides or acid anhydrides?
Water
Alcohol
Ammonia
Primary amine
Note- these are nucleophillic addition elimination reactions
19
Acyl chloride + H20? Do mechanism also ethanoyl chloride
Carboxylic acid + HCL
20
Acyl chloride + alcohol? Do mechanism of propanoyl chloride + methanol
Ester + HCL
21
Acyl chloride + ammonia do mechanism of ethanoyl chloride
amide + ammonia chloride
22
Acyl chloride + primary amine do mechanism of butanoyl chloride
N-substituted amide + HCL
23
Acid anhydride + H20? (actually is hydrolysis)
2 Carboxylic acids
24
Acid anhydride + alcohol
Ester + carboxylic acid
25
acid anhydride + ammonia
Amide + carboxylic acid
26
acid anhydride + primary amine
N- substitued amide + carboxylic acid
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