07 - IR 2 - Amides • C=O stretch is ~1680-1630 cm-1 •...

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1 Carboxylic acids C=O is at 1710 cm -1 for the dimer, but variable (1760, monomer) OH stretch is one broad peak but can be weak in nujol mulls (3400-2400 cm -1 ) O-H oop at ~900 is for the hydrogen bonded OH group More carboxylic acids
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2 Sodium salts: RCOONa The carboxylic acid anion is diagnostic (strong peak between 1650 and 1550 cm -1 and a weaker one near 1400 cm -1 ) Esters C=O is at 1735 cm -1 C-O stretch is about 1200 cm -1
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3 O O ethyl butyrate: 1738 cm -1 O O methyl methacrylate: 1725 cm -1 O O vinyl acetate: 1762 cm -1 Conjugation with the lone pair on oxygen places a positive charge next to the carbonyl carbon (more double bond character) in vinyl acetate
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Unformatted text preview: Amides • C=O stretch is ~1680-1630 cm-1 • NH stretch in primary amides has two bands; 3350 and 3180 cm-1 • Secondary amides have one band at about 3300 cm-1 • NH bending is around 1640-1550 cm-1 4 Acid Chlorides • C=O stretch is around 1810-1775 cm-1 • C-Cl stretch is in the fingerprint region (730-550 cm-1 ) 5 Amines • NH stretch is in the 3500-3300 cm-1 • Primary amines have two band • Secondary amines have one • NH bends (1°) 1640-1560 cm-1 • 2° amines bends are near 1500 cm-1 • Oop bending is ~800 cm-1 • CN stretching is in the 1350-1000 cm-1 range...
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This note was uploaded on 10/08/2009 for the course CHEM 439 taught by Professor Falzone,c during the Spring '08 term at Penn State.

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07 - IR 2 - Amides • C=O stretch is ~1680-1630 cm-1 •...

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