Table of contents

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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

13. Alcohols and Carbonyl Compounds

Organometallic Cumulative Practice

Organic Chemistry

13. Alcohols and Carbonyl Compounds

Organometallic Cumulative Practice

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Multiple Choice

Propose a synthesis to accomplish the following transformation

Reagent sequence for organometallic synthesis: CH2CHMgBr followed by NH4Cl.

Reagent sequence for organometallic synthesis: CH3CH2MgBr followed by NH4Cl.

Reagent sequence for organometallic synthesis: CH3CHCHMgBr followed by NH4Cl.

Reagent sequence for organometallic synthesis: CH3CH2CH2MgBr followed by NH4Cl.

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Verified step by step guidance

Identify the starting material and the target molecule. The starting material is an ester, and the target molecule is an alcohol with a longer carbon chain.

Recognize that the transformation involves the conversion of an ester to an alcohol, which can be achieved using a Grignard reagent.

Select the appropriate Grignard reagent. The target molecule has a longer carbon chain, indicating that a Grignard reagent with a longer alkyl group is needed.

Use the Grignard reagent CH3CH2CH2CH2MgBr to add a butyl group to the carbonyl carbon of the ester, forming a tertiary alcohol after hydrolysis.

Perform the reaction in two steps: first, react the ester with the Grignard reagent to form an intermediate, and then hydrolyze the intermediate with NH4Cl to yield the final alcohol product.