ORGANIC - BRUICE 8E CH.11 -...
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ORGANIC - BRUICE 8E
CH.11 - ORGANOMETALLICS
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CONCEPT: NUCLEOPHILIC ADDITION
□ One of the most important ways that carbonyl compounds react is through nucleophilic addition.
● The carbonyl carbon is _____________________________
Nucleophilic Addition General Mechanism:
Nucleophilic Addition General Reactions:
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CONCEPT: PREPARATION OF ORGANOMETALLICS
□ Organometallics are alkylating agents that have mostly group IA or group IIA metals bonded to a carbon structure
● They can also react as strong ____________. Beware of cross-reactions with acidic hydrogens.
1. Sodium Alkynides
2. Grignard Reagents
3. Organolithium Reagents
4. Gilman Reagents
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CONCEPT: REACTIONS OF ORGANOMETALLICS
1. Substitution/Elimination on Alkyl Halides
2. Nucleophilic Addition on Ketones and Aldehydes
3. Nucleophilic Acyl Substitution on Esters
4. Base-Catalyzed Epoxide Ring Opening
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PRACTICE: Predict the product of the following reaction.
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PRACTICE: Predict the product of the following reaction.
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PRACTICE: Predict the product of the following reaction.
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PRACTICE: Predict the product of the following reaction.
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PRACTICE: Propose a synthesis to accomplish the following transformation.
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PRACTICE: Propose a synthesis to accomplish the following transformation.
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PRACTICE: Propose a synthesis to accomplish the following transformation (Hint: 4 steps)
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