What is the hybridization of the nitrogen atom in acetamide: <img src="https://media.pearsoncmg.com/ph/esm/ecs_mullins_organic1e/msa/content/practice-test/img/Ch02_Q19_QT.jpg" alt="The figure illustrates a Lewis structure. H, single bond, C, single bond, C, single bond, N. C 1 is single bonded to H above and H below. C 2 is double bonded to O above. O has 2 lone pairs of electrons. N has 1 lone pair of electrons. N is single bonded to H on the upper right and H on the lower right." />

Equilibrating between sp 2 and sp 3

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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

1. A Review of General Chemistry

Hybridization

Organic Chemistry

1. A Review of General Chemistry

Hybridization

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Multiple Choice

What is the hybridization of the nitrogen atom in acetamide:

Equilibrating between sp² and sp³

sp²

sp³

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Verified step by step guidance

Identify the structure of acetamide: Acetamide is an organic compound with the formula CH3CONH2. The structure shows a carbonyl group (C=O) attached to a nitrogen atom (NH2).

Determine the number of sigma bonds and lone pairs around the nitrogen atom: In acetamide, the nitrogen atom is bonded to one carbon atom and two hydrogen atoms, forming three sigma bonds. Additionally, there is one lone pair of electrons on the nitrogen.

Apply the hybridization rule: The hybridization of an atom can be determined by the formula: Hybridization = number of sigma bonds + number of lone pairs. For the nitrogen in acetamide, this is 3 sigma bonds + 1 lone pair = 4.

Relate the hybridization number to the type: A total of 4 corresponds to sp3 hybridization. However, due to resonance with the carbonyl group, the nitrogen can participate in resonance, which affects its hybridization.

Consider resonance effects: The lone pair on the nitrogen can delocalize into the carbonyl group, creating a partial double bond character between the nitrogen and the carbon. This resonance effect leads to sp2 hybridization for the nitrogen atom in acetamide.