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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

5. Chirality

Meso Compound

Organic Chemistry

5. Chirality

Meso Compound

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Multiple Choice

Which of the following molecules is meso?

The figure illustrates the structure of a molecule. A 2-carbon alkene chain is depicted as a line structure using 2 parallel lines. C 1 is single bonded to C H 3 on the lower left in the form of a line and B r on the upper left. C 2 is single bonded to C H 3 on the lower right in the form of a line and B r on the upper right.

The figure illustrates the structure of a molecule. A 5-carbon pentagonal ring is in a vertical orientation with C 1 occupying the topmost vertex. C 2 and C 5 are each wedge bonded to B r.

The figure illustrates the structure of a molecule. A 4-carbon alkane chain is depicted as a line structure using 3 zigzag lines. C 2 is wedge bonded to B r below. C 3 is wedge bonded to B r above.

The figure illustrates the structure of a molecule. A 6-carbon ring is in a chair conformation. C 1 occupies the top right vertex. C 3 and C 6 are close to each other. C 4 occupies the bottom left vertex. C 1 is single bonded to B r above. C 2 is single bonded to B r below.

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Identify the presence of chiral centers in each molecule. A chiral center is a carbon atom that is bonded to four different groups.

Determine if the molecule has an internal plane of symmetry. A meso compound is achiral despite having chiral centers due to this symmetry.

For each molecule, visualize or draw the molecule in a way that makes it easier to see if a plane of symmetry exists. This often involves rotating or flipping the molecule.

Check if the stereochemistry of the chiral centers is such that they cancel each other out, leading to an overall achiral molecule.

Conclude which molecule is meso by confirming it has chiral centers and an internal plane of symmetry, making it optically inactive.

1:40m

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