Predict the major organic product of the following reaction. <img src="https://media.pearsoncmg.com/ph/esm/ecs_mullins_organic1e/msa/content/practice-test/img/Ch09_Q02_QT.jpg" alt="The figure illustrates a reaction in which the product has to be determined. The reaction contains three reactants. The first reactant has the following structure: A 3-carbon alkene chain is depicted as a line structure using 2 zigzag lines. A double bond is present between C 2 and C 3. C 2 is single bonded to C H 3 above in the form of a line. The second reactant is B r 2 written over the reaction arrow. The third reactant is H 2 O written under the reaction arrow." />

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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

10. Addition Reactions

Halohydrin

Organic Chemistry

10. Addition Reactions

Halohydrin

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Multiple Choice

Predict the major organic product of the following reaction.

The figure illustrates the structures of two products labeled enantiomers. The first product has the following structure: A 3-carbon alkane chain is depicted as a line structure using 2 zigzag lines. C 2 is wedge bonded to O H on the upper right and dash bonded to C H 3 on the upper left in the form of a dashed line. C 3 is dash bonded to B r on the upper right.The second product has the following structure: A 3-carbon alkane chain is depicted as a line structure using 2 zigzag lines. C 2 is dash bonded to O H on the upper right and wedge bonded to C H 3 on the upper left in the form of a wedged line. C 3 is wedge bonded to B r on the upper right.

The figure illustrates the structure of a molecule labeled achiral. A 3-carbon alkane chain is depicted as a line structure using 2 zigzag lines. C 2 is single bonded to C H 3 on the upper left in the form of a line and O H on the upper right. C 3 is single bonded to B r on the upper right.

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Verified step by step guidance

Identify the type of reaction: The reaction involves an alkene and Br2 in the presence of water, which suggests a halohydrin formation reaction.

Understand the mechanism: In halohydrin formation, the alkene reacts with Br2 to form a bromonium ion intermediate. Water then attacks the more substituted carbon of the bromonium ion, leading to the formation of a halohydrin.

Determine regioselectivity: The water molecule will attack the more substituted carbon atom of the bromonium ion due to the stability of the resulting carbocation-like transition state.

Consider stereochemistry: The attack of water on the bromonium ion occurs from the side opposite to the bromine, leading to anti-addition and potentially forming enantiomers if the product is chiral.

Predict the major product: Based on the mechanism and regioselectivity, the major product will be a halohydrin with the OH group on the more substituted carbon and the Br on the less substituted carbon, with anti stereochemistry.