Table of contents

1. A Review of General Chemistry5h 5m
2. Molecular Representations1h 14m
3. Acids and Bases2h 46m
4. Alkanes and Cycloalkanes4h 19m
5. Chirality3h 39m
6. Thermodynamics and Kinetics1h 22m
7. Substitution Reactions1h 48m
8. Elimination Reactions2h 30m
9. Alkenes and Alkynes2h 9m
10. Addition Reactions3h 18m
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 Acids3h 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

22. Carboxylic Acid Derivatives: NAS

Naming Anhydrides

Organic Chemistry

22. Carboxylic Acid Derivatives: NAS

Naming Anhydrides

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0:59 minutes

Problem 19.10aMullins - 1st Edition

Textbook Question

Provide a molecular structure that corresponds to the given name.

(a) benzoic propanoic anhydride

Verified step by step guidance

Identify the functional group: An anhydride is formed from two carboxylic acids by the removal of water. In this case, benzoic acid and propanoic acid are involved.

Draw the structure of benzoic acid: Benzoic acid has a benzene ring (C6H5) attached to a carboxylic acid group (COOH).

Draw the structure of propanoic acid: Propanoic acid is a three-carbon carboxylic acid with the formula CH3CH2COOH.

Combine the two acids to form the anhydride: Remove a water molecule (H2O) by taking an OH from one acid and an H from the other, linking the two acyl groups (RCO) through an oxygen atom.

Ensure the final structure has the correct connectivity: The resulting structure should have a benzoyl group (C6H5CO) and a propionyl group (CH3CH2CO) connected by an oxygen atom.

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Key Concepts

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

Anhydrides

Anhydrides are compounds formed from the removal of water from two carboxylic acids. They typically have the general formula RCO-O-COR', where R and R' are hydrocarbon chains. In the case of benzoic propanoic anhydride, it is derived from benzoic acid and propanoic acid, indicating that the structure will feature both aromatic and aliphatic components.

Carboxylic Acids

Carboxylic acids are organic compounds characterized by the presence of one or more carboxyl groups (-COOH). They are known for their acidic properties and can participate in various reactions, including the formation of anhydrides. Understanding the structure and reactivity of carboxylic acids is essential for constructing the anhydride structure.

Molecular Structure Representation

Molecular structure representation involves depicting the arrangement of atoms within a molecule, including bonds and functional groups. Common representations include Lewis structures, condensed formulas, and skeletal formulas. For benzoic propanoic anhydride, accurately illustrating the connectivity between the benzoic and propanoic components is crucial for understanding its chemical properties and reactivity.

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