Chap12 Part 1 Lecture Notes

Chap12 Part 1 Lecture Notes - bond cleavage Example:...

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Chapter 12: Identifying Organic Compounds Mass Spectrometry ­ Infrared Spectroscopy ­ Nuclear Magnetic Resonance Spectroscopy (NMR) ­ Mass Spec: 1. Sample is vaporized into the spectrometer 2. Sample is bombarded by high energy electrons Results: Title: Jul 27 ­ 11:07 AM (1 of 14)
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Title: Nov 15 ­ 4:22 PM (2 of 14)
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Z usually equals 1, so the peaks correspond to mass (m) Mass Spectrum: Base Peak = Parent Peak / Molecular Ion ( ) = Mass Spectrum of Methane: Title: Jul 28 ­ 9:53 AM (3 of 14)
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Mass Spectrum of Methane and Propane Title: Nov 15 ­ 4:22 PM (4 of 14)
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How to use a mass spectrum: M + Peak = Molecular Weight How can the following compounds be distinguished from one another using mass spec? Propane Propene Propyne MW = Distinguish between compounds with the same nominal mass M+1 peak indicates the presence of isotopically substituted compounds Sometimes a M + peak is not present Title: Jul 28 ­ 10:02 AM (5 of 14)
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Interperating Fragmentation Patterns: Fragmentation occurs when the high­energy cation undergoes a spontaneous
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Unformatted text preview: bond cleavage Example: 2,2Dimethylpropane Title: Jul 28 10:08 AM (6 of 14) Figure 12.3 Mass Spectrum of 2,2Dimethylpropane Title: Nov 15 4:26 PM (7 of 14) Spectrum of Hexane Title: Nov 15 4:30 PM (8 of 14) Analyze the Fragmentation Pattern of Hexane: Figure 12.4 Mass Spectrum of Hexane Practice Problem: Differentiate between the following compounds: Ethylcyclopentane (m/z = 98): Methylcyclohexane (m/z = 98): Fragments Title: Jul 28 10:11 AM (9 of 14) Spectra of Ethylcyclopentane and Methylcyclohexane Title: Jun 1110:10 AM (10 of 14) MassSpectral Behavior of Common Functional Groups: 1. Alcohols: Two Cleavage Pathways Alpha Cleavage ( ): Dehydration: Title: Jul 28 10:16 AM (11 of 14) 2. Amines: Alpha Cleavage: 3. Carbonyl Compounds: McLafferty Rearrangement: Alpha Cleavage: Title: Jul 28 10:20 AM (12 of 14) Practice Analysis: 2Methyl3pentanol Title: Jul 28 10:23 AM (13 of 14) Title: Jun 1110:12 AM (14 of 14)...
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This note was uploaded on 09/16/2008 for the course CHEM 2212 taught by Professor Habbard during the Fall '08 term at University of Georgia Athens.

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Chap12 Part 1 Lecture Notes - bond cleavage Example:...

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