Textbook Question
Show how you would accomplish the following syntheses. Some of these conversions may require more than one step.
(d) ethyl acetate → 3-methylpentan-3-ol
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- 1. A Review of General Chemistry5h 6m
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- Overview of Alpha-Alkylations and Acylations5m
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- 25. Condensation Chemistry2h 9m
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- Nomenclature of Heterocycles15m
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- 29. Amino Acids4h 20m
- Proteins and Amino Acids19m
- L and D Amino Acids14m
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- Amino Acid Chart1h 18m
- Acid-Base Properties of Amino Acids33m
- Isoelectric Point14m
- Amino Acid Synthesis: HVZ Method12m
- Synthesis of Amino Acids: Acetamidomalonic Ester Synthesis16m
- Synthesis of Amino Acids: N-Phthalimidomalonic Ester Synthesis13m
- Synthesis of Amino Acids: Strecker Synthesis13m
- Reactions of Amino Acids: Esterification7m
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- 30. Peptides and Proteins2h 42m
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- Intro to Peptide Sequencing2m
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- Peptide Sequencing: Partial Hydrolysis with Cyanogen Bromide7m
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- 31. Catalysis in Organic Reactions1h 30m
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- Pyruvate Oxidation (Simplified)4m
- Anaerobic Respiration11m
- Catabolism of Fats: Glycerol Metabolism11m
- Intro to Citric Acid Cycle7m
- Structures of the Citric Acid Cycle19m
- The Citric Acid Cycle35m
- 34. Nucleic Acids1h 32m
- 35. Transition Metals6h 14m
- Electron Configuration of Elements45m
- Coordination Complexes20m
- Ligands24m
- Electron Counting10m
- The 18 and 16 Electron Rule13m
- Cross-Coupling General Reactions40m
- Heck Reaction40m
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- Suzuki Reaction25m
- Sonogashira Coupling Reaction17m
- Fukuyama Coupling Reaction15m
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- Negishi Coupling Reaction16m
- Buchwald-Hartwig Amination Reaction19m
- Eglinton Reaction17m
- Catalytic Allylic Alkylation18m
- Alkene Metathesis23m
- 36. Synthetic Polymers1h 49m
- Introduction to Polymers6m
- Chain-Growth Polymers10m
- Radical Polymerization15m
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- Polymer Stereochemistry3m
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- Step-Growth Polymers: Urethane6m
- Step-Growth Polymers: Polyurethane Mechanism10m
- Step-Growth Polymers: Epoxy Resin8m
- Polymers Structure and Properties8m
22. Carboxylic Acid Derivatives: NAS
Nucleophilic Acyl Substitution
Multiple Choice
Determine the major product for the following reaction.
A
B
C
D
0 Comments
Verified step by step guidance1
Identify the reaction type: The reaction involves an ester and an alcohol in the presence of an acid catalyst, which suggests a transesterification reaction.
Understand the mechanism: In transesterification, the alcohol attacks the carbonyl carbon of the ester, leading to the formation of a tetrahedral intermediate.
Protonation step: The acid catalyst protonates the carbonyl oxygen, increasing the electrophilicity of the carbonyl carbon, making it more susceptible to nucleophilic attack by the alcohol.
Nucleophilic attack: The alcohol (isopropanol) acts as a nucleophile and attacks the carbonyl carbon of the ester, forming a tetrahedral intermediate.
Formation of the major product: The intermediate collapses, expelling the original alcohol group (methanol) and forming a new ester with the isopropyl group, resulting in the major product.
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