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

10. Addition Reactions

Hydroboration

Organic Chemistry

10. Addition Reactions

Hydroboration

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Multiple Choice

Predict the product of the following reaction.

Product of hydroboration reaction with an OH group attached to the carbon chain.

Product of hydroboration showing an OH group on a branched carbon structure.

Product of hydroboration with an OH group on a carbon chain.

Product of hydroboration with an OH group on a carbon chain, showing a different orientation.

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Verified step by step guidance

The starting material is a cyclobutane ring with a methyl group attached to one of the carbons, and a double bond present in the ring.

The first step involves the addition of HCl to the alkene. This is a typical electrophilic addition reaction where the HCl adds across the double bond. The hydrogen from HCl will add to the less substituted carbon (Markovnikov addition), forming a carbocation at the more substituted carbon.

In the second step, KOC(CH3)3 acts as a base to deprotonate the carbocation, leading to the formation of an alkene. This step is an elimination reaction, specifically an E2 mechanism, where the base removes a proton adjacent to the carbocation, resulting in the formation of a new double bond.

The third step involves hydroboration-oxidation using BH3 followed by H2O2 and NaOH. This reaction adds water across the double bond in an anti-Markovnikov fashion, meaning the OH group will attach to the less substituted carbon of the double bond.

The final product will be an alcohol where the OH group is added to the less substituted carbon of the original double bond, resulting in a cyclobutane ring with a methyl group and an OH group attached.