2009 Carboxylic Acid Family IV - Carboxylic Acid Family...

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Carboxylic Acid Family Part 4 - Chapters 21-23 1 Test 1 Answers now posted on website! http://http-server.carleton.ca/~pbuist/
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Chem 2204/2206/2208 Feb 11 Lecture 9 Carboxylic acids III Feb 13 Lecture 10 Carboxylic acids IV , Test Topics TODAY! Feb 16 – 20, Study Break 2 Wednesday, Feb 25 Review lecture – go over sample test. Friday Feb 27 Test 2 on Carboxylic Acids (Lectures 7-10), 11:30 – 1.00 Test 2 covers only Carboxylic Acids . Sample test is posted on http://http-server.carleton.ca/~pbuist/
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Assignment (McMurry 6( 7 ) th Edition) Topic Chapter Section Problems Top Ten except for Claisen 21.3-21.7 21.3, 21.( 5 )6, 21.8( 7 )- 21.10( 9 ), 21.13( 12 ), 21.17( 16 ), 21.19 ( 18 ), 21.36 a-e,g,h laisen 3.8 ( 3.10( 3.11 a, 23,12, 23.14, 3 Claisen 23.8 ( 7 ) -23.10( 9 ), 23.14( 13 ) 23.11 a, 23,12, 23.14, 23.40 Acetoacetate and Malonic Esters in Synthesis and Biosynthesis 22.( 7 ), 29.7 22.11a( 10a ), 22.14( 13 ), 29.14( 5 )
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Top 10 reactions of Carboxylic Acid and Derivatives 1. Hydro lysis 2. Synthesis of acid chlorides 3. Synthesis of acid anhydrides 5. Synthesis of Amides 6. Synthesis of Alcohols (3 ° ) 7. Reduction of Acyl erivatives 4 4. Synthesis of esters a) Fischer esterification b) Synthesis of esters via acid chlorides c) Synthesis of esters via anhydrides derivatives 8. Alkylation of β -keto esters or diesters 9. Claisen Reaction (like Aldol) 10. Decarboxylation of β -keto acids
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Summary of Top Ten Reactions • Nucleophilic Acyl Substitution ( X , O , N , C, H nucleophiles) (Reactions 1-7)… • Reactions alpha to the Carbonyl (Enolate) eaction 8)… 5 (Reaction 8)… • Acyl group transfer to Enolates: Claisen (Reaction 9)… • Decarboxylation of Claisen Product (Reaction 10)… TODAY
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Top 10 reactions of Carboxylic Acid and Derivatives 8. Alkylation of β -keto esters or diesters 9. Claisen reaction O O OR H H X R O O OR H R X - RO- 1. 2. + 6 10. Hydrolysis and Decarboxylation of β -keto esters O O OR O OR O O + + R -O R O R H O O O H 3 O OH O O O heat + + R O 2 C
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breaking C-C bonds Recall: Carbon-Carbon formation is critical to the synthesis and biosynthesis of rganic Molecules. Organic Molecules. 7
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This note was uploaded on 07/28/2009 for the course ORGANIC CH CHEM 2204 taught by Professor Dr.levin during the Winter '08 term at Indian Institute of Technology, Chennai.

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2009 Carboxylic Acid Family IV - Carboxylic Acid Family...

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