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

19. Reactions of Aromatics: EAS and Beyond

Side-Chain Halogenation

Organic Chemistry

19. Reactions of Aromatics: EAS and Beyond

Side-Chain Halogenation

Previous problemNext problem

Struggling with Organic Chemistry?

Join thousands of students who trust us to help them ace their exams!Watch the first video

Multiple Choice

Which of the following reagents will prepare the given target from the given starting material?

HBr

Br₂, FeBr₃

HBr, H₂O₂

NBS, heat

Previous problemNext problem

Verified step by step guidance

Identify the type of reaction needed: The transformation involves the bromination of an allylic position, which is a common reaction type in organic chemistry.

Recognize the starting material and target structure: The starting material is an alkene with an allylic position, and the target structure has a bromine atom at the allylic position.

Consider the reagents: N-bromosuccinimide (NBS) in the presence of heat is a reagent commonly used for allylic bromination. It selectively brominates the allylic position without affecting the double bond.

Understand the mechanism: NBS generates a small amount of bromine radical in situ, which abstracts a hydrogen from the allylic position, forming an allylic radical. This radical then reacts with bromine to form the allylic bromide.

Apply the conditions: Use NBS and heat to achieve the desired bromination at the allylic position, resulting in the target compound with bromine at the specified location.