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Ch 13 Carboxylic Acids, Esters, Amines and Amides

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. Chapter 13.3 Esters. Esters. Carboxylic acid react with an alcohol to form an ester

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Ch 13 Carboxylic Acids, Esters, Amines and Amides

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  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 13.3Esters

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

  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 Page 439 13.18 – 13.32 (even)

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