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

13. Alcohols and Carbonyl Compounds

Oxidizing Agent

Organic Chemistry

13. Alcohols and Carbonyl Compounds

Oxidizing Agent

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1:40 minutes

Problem 52b

Textbook Question

Predict the product of the oxidation reactions shown.
(b)

Verified step by step guidance

Identify the functional group present in the starting material that can be oxidized. In this case, the compound contains a secondary alcohol group.

Recognize the oxidizing agent used in the reaction. Here, H₂CrO₄ (chromic acid) is a strong oxidizing agent typically used to oxidize alcohols.

Understand the typical outcome of oxidizing a secondary alcohol with a strong oxidizing agent like H₂CrO₄. Secondary alcohols are usually oxidized to ketones.

Predict the structural change: The secondary alcohol group will be converted into a carbonyl group (C=O), forming a ketone. The rest of the molecule remains unchanged.

Draw the product structure: Replace the OH group of the secondary alcohol with a carbonyl group, ensuring the stereochemistry of the remaining parts of the molecule is preserved.

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Key Concepts

Here are the essential concepts you must grasp in order to answer the question correctly.

Oxidation Reactions

Oxidation reactions involve the loss of electrons or an increase in oxidation state by a molecule, atom, or ion. In organic chemistry, these reactions often involve the addition of oxygen or the removal of hydrogen. Understanding the specific type of oxidation, such as whether it is a mild or strong oxidation, is crucial for predicting the products formed.

Functional Groups

Functional groups are specific groups of atoms within molecules that are responsible for the characteristic chemical reactions of those molecules. Identifying the functional groups present in the reactants is essential for predicting the outcome of oxidation reactions, as different groups react differently under oxidative conditions.

Reaction Mechanisms

Reaction mechanisms describe the step-by-step process by which reactants are converted into products. Understanding the mechanism of oxidation reactions helps in predicting the products formed, as it outlines the intermediates and transition states involved. This knowledge is vital for anticipating how different substrates will behave under oxidative conditions.

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Related Practice

Textbook Question

Predict the product(s) that would result when molecules (a)–(p) are allowed to react under the following conditions: (ix) PCC; (x) H₂CrO₄ , H₂O If no reaction occurs, write 'no reaction.'

(k)

Textbook Question

Predict the product(s) that would result when molecules (a)–(p) are allowed to react under the following conditions: (xi) HOCl, H₂O (xii) HIO₄ If no reaction occurs, write 'no reaction.'

(k)

Textbook Question

Predict the product(s) that would result when molecules (a)–(p) are allowed to react under the following conditions: (xi) HOCl, H₂O (xii) HIO₄ If no reaction occurs, write 'no reaction.'

(c)

Textbook Question

(a) Based on Figure 24.23, explain why meta-dihydroxybenzene is not oxidized to meta-quinone.

(b) If a meta-quinone is not produced, what would you expect the product of the oxidation of meta-dihydroxybenzene to be?

Textbook Question

If there is no water present, the hydrate of an aldehyde cannot form. Could an aldehyde itself (not the hydrate) be oxidized to a carboxylic acid? Why?

Textbook Question

In Hinkley, the cleanup continues today. In one process PG&E is using to mitigate the chromium(VI) toxicity, ethanol is injected into the soil. How would this reduce the chromium(VI) contamination?

Textbook Question

Identify the alcohols that would undergo oxidation to produce the following carbonyl compounds.

(b)

Textbook Question

Identify the alcohols that would undergo oxidation to produce the following carbonyl compounds.

(c)

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