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

22. Carboxylic Acid Derivatives: NAS

Naming Anhydrides

Organic Chemistry

22. Carboxylic Acid Derivatives: NAS

Naming Anhydrides

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0:59 minutes

Problem 10a

Textbook Question

Provide a molecular structure that corresponds to the given name.
(a) benzoic propanoic anhydride

Verified step by step guidance

Step 1: Understand the name 'benzoic propanoic anhydride'. This name indicates that the compound is an anhydride formed from benzoic acid and propanoic acid.

Step 2: Recall the structure of benzoic acid. Benzoic acid is a carboxylic acid with the formula C₆H₅COOH, where the carboxyl group (COOH) is attached to a benzene ring.

Step 3: Recall the structure of propanoic acid. Propanoic acid is a carboxylic acid with the formula CH₃CH₂COOH, where the carboxyl group is attached to a two-carbon alkyl chain.

Step 4: Combine the two acids to form an anhydride. In an anhydride, two carboxylic acid molecules are joined by an oxygen atom, with the loss of a water molecule. The general formula for an anhydride is RCOOCOR'.

Step 5: Draw the structure of benzoic propanoic anhydride. Connect the carbonyl carbon of benzoic acid to the oxygen, and then connect the oxygen to the carbonyl carbon of propanoic acid. The resulting structure will have a benzene ring attached to one carbonyl group and a propyl group attached to the other.

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Key Concepts

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

Anhydride Functional Group

Anhydrides are a type of functional group derived from carboxylic acids, characterized by the presence of two acyl groups bonded to the same oxygen atom. They are typically formed by the dehydration of two carboxylic acid molecules. In the context of benzoic propanoic anhydride, it involves the combination of benzoic acid and propanoic acid.

Benzoic Acid Structure

Benzoic acid is an aromatic carboxylic acid with the formula C6H5COOH. It consists of a benzene ring (C6H5) attached to a carboxyl group (COOH). Understanding its structure is crucial for identifying how it contributes to the formation of benzoic propanoic anhydride, where it provides one of the acyl groups.

Propanoic Acid Structure

Propanoic acid, also known as propionic acid, is a simple carboxylic acid with the formula CH3CH2COOH. It consists of a three-carbon chain with a terminal carboxyl group. In the formation of benzoic propanoic anhydride, propanoic acid provides the second acyl group, which combines with the acyl group from benzoic acid.

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