310-16 - Organic Lecture Series CH 310 N LECTURE 16...

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Organic Lecture Series 1 CH 310 N LECTURE 16 Textbook Assignment: Chap 17 Begin Homework (for credit): POW 5 posted (Due Feb 28) Today’s Topics: Structure, nomenclature & acidity Notice & Announcements: Exam 1 Check BB for room # Bring #2 pencils Organic Lecture Series 2 Carboxylic Acids Carboxylic Acids Chapter 17
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Organic Lecture Series 3 • The functional group of a carboxylic acid is a carboxyl group – the general formula for an aliphatic carboxylic acid is RCOOH; that for an aromatic carboxylic acid is ArCOOH COOH CO 2 H O OH C O Alternative representations for a carboxyl group Structure Structure Organic Lecture Series 4 • IUPAC names: drop the - e from the parent alkane and add the suffix - oic acid oic acid – if the compound contains a carbon-carbon double bond, change the infix - an an- to - en en- HCOOH CH 3 3-Methylbutanoic acid (Isovaleric acid) Ethanoic acid (Acetic acid) Methanoic acid (Formic acid) O Propenoic acid (Acrylic acid) trans- 3-Phenylpropenoic acid (Cinnamic acid) 2-Butenoic acid (Crotonic acid) O O O Nomenclature Nomenclature
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Organic Lecture Series 5 • The carboxyl group takes precedence over most other functional groups 5-Oxohexanoic acid 4-Aminobutanoic acid ( R )-5-Hydroxyhexanoic acid OH O O O H 2 N O O γ -hydroxybutyric Acid GHB 4 3 2 5 O α β γ δ 1 Organic Lecture Series 6 dicarboxylic acids: add the suffix - dioic dioic acid acid to the name of the parent alkane containing both carboxyl groups HO O Propanedioic acid (Malonic acid) Ethanedioic acid (Oxalic acid) O O O Hexanedioic acid (Adipic acid) Pentanedioic acid
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310-16 - Organic Lecture Series CH 310 N LECTURE 16...

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