1. Ch 13 Carboxylic Acids, Esters, Amines and Amides
SWBAT:
Name/Draw compounds with functional groups
Describe/Explain properties of functional groups
Complete/Show reactions of functional groups

2. Chapter 13.3 Esters

3. Esters Carboxylic acid react with an alcohol to form an ester
The aromas and flavors of many fruits are due to esters
Carboxylic Acid
Alcohol
Ester

4. Esterification
Occurs when a carboxylic acid reacts with an alcohol and is heated in the presence of an acid catalyst (usually H2SO4)
In this Reaction, water is produced from the –OH removed from the carboxylic acid and an –H lost by the alcohol

5. Naming Esters carboxylic acid alcohol
Determine the longest carbon chain that belongs to the alcohol (Ethyl – from ethanol)
Determine the longest carbon chain that contains the carbonyl and name it as a carboxylic acid (propanoic acid)
Change the acid ending from “-ic” to “-ate” (propanoate)
Combine the alcohol name followed by the acid name (Ethyl propanoate)

6. Practice Naming ethyl 3-bromo-2-chloropropanoate
ethyl 2-bromopropanoate
3-methylbutyl butanoate

7. Properties of Esters
Esters do not have a hydroxyl (OH) group – so they can not form H-bonds
Boiling point is lower than carboxylic acids & alcohols

8. Acid Hydrolysis of Esters
In acid hydrolysis esters are split apart with water when heated in the presence of a strong acid (usually H2SO4 or HCl)
The products are carboxylic acid and alcohol
This is the reverse of esterification rxn

9. Base Hydrolysis of Esters
In base hydrolysis esters are split apart with heat in the presence of a strong base (usually NaOH or KOH)
The products are carboxylic acid salt and alcohol
This is called saponification

10. Base Hydrolysis of Esters
The carboxylic acid that is produced in acid hydrolysis is converted in an irreversible reaction to a carboxylate ion by the strong base

11. Homework
Chapter 13
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