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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
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Chapter 13.1 Carboxylic Acids
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Carboxylic Acids Functional Group: Carboxyl Group – Carbonyl and Hydroxyl at the same carbon Condensed writing: COOH Carboxyl Carbon is C #1 Alkyl prefix….end in -oic acid methanoic acid methylpropanoic acid 3-methylpentanoic acid
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Benzoic Acid Carboxyl on a benzene Carboxyl is attached to C #1 List all substituents by alpha Number either cw or ccw in order to get lowest numbers! 4-bromo-2-methylbenzoic acid
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Naming Practice Parent alkane has to include carboxylic acid
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Drawing Practice Draw: 2-methyl-3-phenyl-pentanoic acid 4-iodo-2-isopropyl-benzoic acid
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Common Names
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Fatty Acids Very long carboxylic acids Which one has a higher boiling pt? Why? Which one is a solid (fat) which a liquid (oil) at RT
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Alpha Hydroxy Acids (AHA) Hydroxyl groups on the α Carbon: Carbon # 2 Natural occurring acids in sour milk and fruits Part of many skin care products to exfoliate and smooth skin
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Homework Chapter 13 Page 430 13.6 and 13.8
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Chapter 13.2 Properties of Carboxylic Acids
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Acid Behavior Acids are Hydrogen (H+) Donors Carboxylic Acids dissociate in water and lower the pH aq COOH + H 2 O → COO - + H 3 O + carboxylate ion & hydronium ion
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Boiling Point Carboxylic Acids have the highest boiling point of organic molecules More partial charges (4) than alcohols (3)
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Solubility Carboxylic Acids dissolve very well in water Form H-bonds with water molecules But the longer the C-chain, the less soluble!
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Solubility
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Chapter 13.2 continued Reactions of carboxylic acids
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Dissociation Rx When carboxylic acids dissociate they form a carboxylate ion Example: HCOOH → HCOO- + H+ Methanoic Acid Methanoate Ion
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Neutralization Rx Carboxylate anions can react with metal cations to form carboxylic acid salts: COOH + NaOH → COO-Na+ + H2O Sodium methanoate
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Name the following: Pentanoate Ion Potassium ethanoate or Potassium acetate
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Homework Chapter 13 Page 434 13.10 – 13.16
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