Chem316F07Q4 - variable aldehyde sp 2 C-H ~2900 ~2700...

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Chem 316 Quiz 4 Dr. Kantorowski Fall 2007 Name ___________________________________ 1. (6 pts) Provide the Index of Hydrogen Deficiency (IHD) for each of the following molecular formulas. IHD a. C 7 H 11 F ______ b. C 8 H 9 NO 3 Br 2 ______ c. C 6 H 10 O 2 ______ 2. (4 pts) Using the molecular formula given in #1c above, provide a structure that is consistent with the IR spectrum shown below. Possible structure:
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Characteristic IR Absorption Values Functional Group Bond Stretching, cm -1 Intensity Zone 1: 3700 – 3200 cm -1 alcohol O-H 3650 – 3200 variable; usually broad alkyne C-H ~3300 strong amine, amide N-H 3500 – 3300 medium, often broad Zone 2: 3200 – 2700 cm -1 alkane sp 3 C-H 2960 – 2850 variable aryl, vinyl sp 2 C-H 3100 – 3000 variable
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Unformatted text preview: variable aldehyde sp 2 C-H ~2900, ~2700 medium, 2 bands carboxylic acid O-H 3000 – 2500 strong, broad Zone 3: 2300 – 2100 cm-1 alkyne C ≡ C 2260 – 2100 variable nitrile C ≡ N 2260 – 2220 variable Zone 4: 1950 - 1650 cm-1 aldehyde C=O 1740 – 1720 strong amide C=O 1690 – 1650 strong aryl ketone C=O 1700 – 1680 strong carboxylic acid C=O 1725 – 1700 strong ester C=O 1750 – 1735 strong ketone C=O 1750 – 1705 strong (C=C-C=O) C=O conjugation lowers frequency by about 30 cm-1 aromatic overtones 1950 – 1750 3 or 4 small peaks Zone 5: 1680 – 1450 cm-1 alkene C=C 1680 – 1620 variable aromatic C=C ~1600, 1500-1450 variable; 1600 often 2 bands Fingerprint region: < 1450 cm-1...
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