13. Carboxylic Acids

13. Carboxylic Acids - 2010 Department of Chemistry, The...

Info iconThis preview shows pages 1–4. Sign up to view the full content.

View Full Document Right Arrow Icon
© 2010 Department of Chemistry, The University of Western Ontario 13.1 13. Carboxylic Acids (text 14.1 – 14.8) A. Structure and Nomenclature The carboxylic acid functional group results from the connection of a hydroxyl group to a carbonyl group. O OH R RCOOH or RCO 2 H The functional group retains some properties of a carbonyl group, some of a hydroxyl group, plus some properties unique to the carboxyl group. In IUPAC nomenclature, the carboxyl group is always given priority, with the C of COOH assigned as atom #1. The e in the word alkane is changed to oic acid . O OH propanoic acid O OH 4-bromo-2-butenoic acid Br
Background image of page 1

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
13.2 For complicated compounds, we can use the ending carboxylic acid . If we use this system, the carboxylic acid name does not count as part of the parent hydrocarbon. COOH COOH trans -1,2-cyclopentanedicarboxylic acid The simplest acids are known by their common names. HCOOH CH 3 COOH HOOC–COOH formic acid acetic acid oxalic acid COOH benzoic acid If a molecule contains a carbonyl in addition to the carboxyl group, the carbonyl oxygen is denoted by oxo . Like carbonyl compounds, Greek letters are often used to indicate substituent positions. HO O HO R O NH 2 an -amino acid 3-oxobutanoic acid HO O O
Background image of page 2
13.3 B. Properties As seen in Chapter 2, carboxylic acids are acidic. Acids generally taste sour. Vinegar is 5% acetic acid by volume. They are very polar compounds that can have extensive H-bonding and have bp higher than similarly sized alcohols. CH 3 CH 2 CH 2 CH 2 OH bp 118° CH 3 CH 2 COOH bp 141° In solution, the carboxyl groups of adjacent molecules hydrogen bond with each other to form dimers. O
Background image of page 3

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Image of page 4
This is the end of the preview. Sign up to access the rest of the document.

This note was uploaded on 05/01/2011 for the course CHEMISTRY Chemistry taught by Professor Dr.felixlee during the Fall '11 term at UWO.

Page1 / 13

13. Carboxylic Acids - 2010 Department of Chemistry, The...

This preview shows document pages 1 - 4. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online