lect_17 - LECTURE 17 FRAGMENTATION MECHANISMS EI - INDUCED...

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LECTURE 17 FRAGMENTATION MECHANISMS
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EI - INDUCED FRAGMENTATION WHERE IS THE ODD e - LOCALIZED? R-R [R-R]+ .
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p244
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PROBLEM SOLVING M+• FRAGMENT IONS
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PROBLEM SOLVING M+• FRAGMENT IONS 1. Br 2. 73 = C5H13 (R-13:5/8) 3. MS Calc C6H13OBr
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PROBLEM SOLVING M+• FRAGMENT IONS 1. Br 2. 73 = C4H9O (+OR,-CH4) 3. MS Calc C6H13OBr C5H9O2Br
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THREE TYPES OF FRAGMENTATIONS 129 σ - CLEAVAGE AT ONE BOND 229 σ - CLEAVAGE AT TWO BOND OR REARRANGEMENT 1) COMPLEX REARRANGEMENTS
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P243
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P244 ONE BOND σ -CLEAVAGE
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P248 ONE BOND α -CLEAVAGE MW =45
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P249 α -CLEAVAGE
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P243
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P250 TWO BOND σ -CLEAVAGE
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P251 McLAFFERTY REARRANGEMENT
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P243 NO SIMPLE RULE BOOK HERE!
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P246 ODD EVEN RULE IN FRAGMENTATION
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P246 ODD EVEN RULE IN FRAGMENTATION REMEMBER: EI [M]+• odd soft ESI or CI [M+H]+ even
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OTHER IMPORTANT RULES 1. LOSS OF M/Z = 14 NOT POSSIBLE [M-CH2] + OR [F-CH2] + 2. ORDER OF R+ OR R• LOSS 3°>2°>1°>Me>H LOSS OF LARGEST ALKYL CHAIN PREFERRED 3. FRAG ION STABILITY>RADICAL FRAG STABILITY 4. LOSS OF “ =• “ NOT FAVORED
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P253 USING ALKANES TO REVISIT FRAGMENTATION MECHANISMS
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P253 USING ALKANES TO REVISIT FRAGMENTATION MECHANISMS Ref #1 (pp52-54)
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This note was uploaded on 08/06/2008 for the course CHEM 124 taught by Professor Amagata during the Winter '08 term at UCSB.

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lect_17 - LECTURE 17 FRAGMENTATION MECHANISMS EI - INDUCED...

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