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

4. Alkanes and Cycloalkanes

Naming Amines

Organic Chemistry

4. Alkanes and Cycloalkanes

Naming Amines

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6:20 minutes

Problem 29e

Textbook Question

Draw condensed and skeletal structures for each of the following amines:
e. N,N-dimethyl-3-pentanamine

Verified step by step guidance

Step 1: Understand the name of the compound. The name 'N,N-dimethyl-3-pentanamine' indicates that the molecule is an amine with a pentane backbone (5 carbon chain) and two methyl groups attached to the nitrogen atom. The '3-pentanamine' part specifies that the amine group (-NH2) is attached to the third carbon of the pentane chain.

Step 2: Begin by drawing the pentane backbone. Represent the 5 carbon atoms in a straight chain, labeling them as C1, C2, C3, C4, and C5.

Step 3: Place the amine group (-NH2) on the third carbon (C3). Since the name specifies 'N,N-dimethyl,' replace the two hydrogens on the nitrogen atom with two methyl groups (-CH3). This creates the N,N-dimethyl substitution.

Step 4: Draw the condensed structure. Write the molecular formula in a compact form, showing the connectivity of the atoms. For example, the condensed structure would look like CH3CH2CH(N(CH3)2)CH2CH3.

Step 5: Draw the skeletal structure. Use zigzag lines to represent the carbon chain, omitting hydrogens bonded to carbons for simplicity. Show the nitrogen atom bonded to the third carbon, with two methyl groups attached to the nitrogen. Ensure the skeletal structure clearly represents the connectivity and geometry of the molecule.

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Key Concepts

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

Amines

Amines are organic compounds derived from ammonia (NH3) by replacing one or more hydrogen atoms with alkyl or aryl groups. They can be classified as primary, secondary, or tertiary based on the number of carbon-containing groups attached to the nitrogen atom. Understanding the structure and classification of amines is essential for drawing their condensed and skeletal forms.

Condensed Structures

Condensed structures provide a simplified representation of a molecule, showing the connectivity of atoms without depicting all the bonds explicitly. In the case of amines, the condensed structure will indicate the nitrogen atom's connectivity to its substituents, allowing for a quick understanding of the molecular framework. This format is particularly useful for larger molecules where full structural formulas would be cumbersome.

Skeletal Structures

Skeletal structures, or line-angle formulas, represent organic molecules using lines to depict bonds between carbon atoms, with vertices representing carbon atoms and other elements (like nitrogen) shown explicitly. This method emphasizes the carbon backbone and is particularly useful for visualizing complex organic molecules, making it easier to identify functional groups and overall molecular geometry.

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