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Published byNicholas Nichols Modified over 9 years ago
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Carboxylic Acids Nitriles Natural Products Nomenclature Acidity Preparation Reactions
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Analgesics
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Fats and Fatty Acids
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Prostaglandins
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Penicillins from mold
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From Ergot Fungus
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Common Nomenclature
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I.U.P.A.C. Nomenclature
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Dicarboxylic Acids
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A Diacid
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Unusually High Melting and Boiling Points
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Boiling Points
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Acidity is due to Delocalization of the Charge in the Conjugate Base
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Alcohol vs. Acid
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e - Withdrawing Groups Enhance Acidity
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Benzoic acids
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Deprotonation
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Ester Formation
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Carboxylic Acid Preparations Oxidation of 1 o alcohols and aldehydes with Na 2 Cr 2 O 7 /H 2 SO 4 KMnO 4 oxidation of alkylbenzenes Grignard reaction with CO 2 (Carboxylation) Hydrolysis of a carboxylic derivative: e.g. acid chloride, acid anhydride, ester, amide, nitrile
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Grignard Reaction with CO 2
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Mechanism
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Hydrolysis of a Nitrile
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Reduction of Carboxylic Acids
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Naming Nitriles
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Dehydration of an Amide use strong dehydrating agent
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Reduction of Nitriles
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Grignard Addition to a Nitrile
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Partial Mechanism
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The Rest of the Mechanism
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