Table of contents

1. A Review of General Chemistry5h 5m
2. Molecular Representations1h 14m
3. Acids and Bases2h 46m
4. Alkanes and Cycloalkanes4h 17m
5. Chirality3h 39m
6. Thermodynamics and Kinetics1h 22m
7. Substitution Reactions1h 48m
8. Elimination Reactions2h 30m
9. Alkenes and Alkynes2h 9m
10. Addition Reactions3h 19m
11. Radical Reactions1h 58m
12. Alcohols, Ethers, Epoxides and Thiols2h 42m
13. Alcohols and Carbonyl Compounds2h 17m
14. Synthetic Techniques1h 26m
15. Analytical Techniques:IR, NMR, Mass Spect7h 3m
16. Conjugated Systems6h 13m
17. Ultraviolet Spectroscopy51m
18. Aromaticity2h 34m
19. Reactions of Aromatics: EAS and Beyond5h 1m
20. Phenols55m
21. Aldehydes and Ketones: Nucleophilic Addition4h 56m
22. Carboxylic Acid Derivatives: NAS2h 51m
23. The Chemistry of Thioesters, Phophate Ester and Phosphate Anhydrides1h 10m
24. Enolate Chemistry: Reactions at the Alpha-Carbon1h 53m
25. Condensation Chemistry2h 9m
26. Amines1h 43m
27. Heterocycles2h 0m
28. Carbohydrates5h 53m
29. Amino Acids4h 20m
30. Peptides and Proteins2h 42m
31. Catalysis in Organic Reactions1h 30m
32. Lipids 2h 50m
33. The Organic Chemistry of Metabolic Pathways2h 52m
34. Nucleic Acids1h 32m
35. Transition Metals6h 14m
36. Synthetic Polymers1h 49m

7. Substitution Reactions

SN2 Reaction

Organic Chemistry

7. Substitution Reactions

SN2 Reaction

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Multiple Choice

Which substrate will undergo a reaction with ethanol fastest at room temperature?

A 4-carbon alkane chain is depicted as a line structure using 3 zigzag lines. C 4 is single bonded to B r on the lower right.

A 4-carbon alkene chain is depicted as a line structure using 3 zigzag lines. A double bond is present between C 3 and C 4. C 2 is single bonded to C H 3 on the upper left in the form of a line and B r on the upper right.

A 4-carbon alkane chain is depicted as a line structure using 3 zigzag lines. C 2 is single bonded to B r above.

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Verified step by step guidance

Identify the type of reaction: The reaction of a substrate with ethanol is typically a nucleophilic substitution reaction. Ethanol can act as a nucleophile.

Determine the mechanism: The reaction can proceed via SN1 or SN2 mechanism. SN1 is favored by tertiary substrates and polar protic solvents, while SN2 is favored by primary substrates and polar aprotic solvents.

Analyze the substrates: Look at the structure of each substrate. The first image is a primary alkyl bromide, the second is methyl bromide, the third is an allylic bromide, and the fourth is a secondary alkyl bromide.

Consider the reactivity: Methyl and primary substrates typically undergo SN2 reactions quickly. However, allylic substrates can also react quickly due to resonance stabilization of the transition state.

Evaluate the conditions: Ethanol is a polar protic solvent, which can favor SN1 reactions, but it can also participate in SN2 reactions with good nucleophiles. Consider the stability of carbocations for SN1 and steric hindrance for SN2.