- University of Michigan - Ann Arbor
- Chemistry 215
- Exam #2
Last Modified: 2011-06-23
Related Textbooks:Organic Chemistry: Structure and Reactivity
4. C-N triple bond
-Acid anhydride (GOOD)
-Carboxylic acid/carboxylate (POOR)
Attached to carboxylic acid.
Attached to SCH3.
Attached to OH or OCH3, respectively.
-Exceptions: C & H nucleophiles attack twice
3. Proton Transfers
5. Proton Transfers (Deprotonate)
-Do not protonate acyl halides or anhydrides
>Highly reactive and electrophilic
How do H & C nucleophiles differ in their mechanisms?
1. First attack
3. Second attack
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