Textbook Question
For each pair, choose the nucleophile that would react most quickly in an SN2 reaction (assume H2O is the solvent).
(a) F- vs Br-
Table of contents
- 1. A Review of General Chemistry5h 6m
- Summary23m
- Intro to Organic Chemistry4m
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- Enantiomers vs. Diastereomers13m
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- Test 3:Disubstituted Cycloalkanes13m
- What is the Relationship Between Isomers?16m
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- Overview of Alpha-Alkylations and Acylations5m
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- 25. Condensation Chemistry2h 9m
- 26. Amines1h 43m
- 27. Heterocycles2h 0m
- Nomenclature of Heterocycles15m
- Acid-Base Properties of Nitrogen Heterocycles10m
- Reactions of Pyrrole, Furan, and Thiophene13m
- Directing Effects in Substituted Pyrroles, Furans, and Thiophenes16m
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- 28. Carbohydrates5h 53m
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- Disaccharide30m
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- 29. Amino Acids4h 20m
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- L and D Amino Acids14m
- Polar Amino Acids14m
- 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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- Reactions of Amino Acids: Ninhydrin Test11m
- 30. Peptides and Proteins2h 42m
- Peptides12m
- Primary Protein Structure4m
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- Disulfide Bonds17m
- Quaternary Protein Structure10m
- Summary of Protein Structure7m
- Intro to Peptide Sequencing2m
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- Peptide Sequencing: Partial Hydrolysis with Cyanogen Bromide7m
- Peptide Sequencing: Edman Degradation28m
- Merrifield Solid-Phase Peptide Synthesis18m
- 31. Catalysis in Organic Reactions1h 30m
- 32. Lipids 2h 50m
- 33. The Organic Chemistry of Metabolic Pathways2h 52m
- Intro to Metabolism6m
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- Coenzymes in Metabolism16m
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- Catabolism of Carbohydrates: Glycolysis27m
- Glycolysis Summary15m
- 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
- Stille Reaction13m
- Suzuki Reaction25m
- Sonogashira Coupling Reaction17m
- Fukuyama Coupling Reaction15m
- Kumada Coupling Reaction13m
- 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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- Anionic Polymerization8m
- Polymer Stereochemistry3m
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- Copolymers6m
- Step-Growth Polymers11m
- Step-Growth Polymers: Urethane6m
- Step-Growth Polymers: Polyurethane Mechanism10m
- Step-Growth Polymers: Epoxy Resin8m
- Polymers Structure and Properties8m
7. Substitution Reactions
SN2 Reaction
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Join thousands of students who trust us to help them ace their exams!Watch the first videoMultiple Choice
Predict the product of the following reaction:
A
B
C
D
Verified step by step guidance1
Identify the type of reaction: The presence of NaN₃ suggests a nucleophilic substitution reaction, likely an SN2 mechanism due to the primary alkyl halide.
Analyze the structure: The starting material is a cyclohexylmethyl bromide with a chiral center. The bromine is a good leaving group.
Consider the stereochemistry: SN2 reactions proceed with inversion of configuration at the chiral center. The azide ion (N₃⁻) will attack the carbon from the opposite side of the leaving group.
Predict the product: The azide ion will replace the bromine, resulting in the inversion of stereochemistry at the chiral center.
Verify the product structure: Ensure the final product has the azide group in the correct stereochemical position, opposite to the original bromine position.
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