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 Esters

Organic Chemistry

22. Carboxylic Acid Derivatives: NAS

Naming Esters

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2:18 minutes

Problem 42k,l

Textbook Question

Draw structures to correspond with the following common and systematic names:
(k) phenyl isocyanate
(l) cyclobutyl ethyl carbonate

Verified step by step guidance

Step 1: Understand the naming conventions for the compounds. For (k) phenyl isocyanate, the name indicates a phenyl group (C₆H₅-) attached to an isocyanate functional group (-N=C=O). For (l) cyclobutyl ethyl carbonate, the name suggests a cyclobutyl group (a four-membered ring) and an ethyl group connected to a carbonate functional group (-O-C(=O)-O-).

Step 2: For phenyl isocyanate, start by drawing the phenyl group, which is a benzene ring (a six-membered aromatic ring with alternating double bonds). Attach the isocyanate group (-N=C=O) directly to the benzene ring.

Step 3: For cyclobutyl ethyl carbonate, begin by drawing the cyclobutyl group, which is a four-membered ring of carbon atoms. Then draw the ethyl group (CH₃-CH₂-) and connect it to the carbonate functional group (-O-C(=O)-O-).

Step 4: Ensure proper connectivity for both compounds. For phenyl isocyanate, confirm that the isocyanate group is directly bonded to the benzene ring. For cyclobutyl ethyl carbonate, verify that the cyclobutyl group and ethyl group are each bonded to one of the oxygen atoms in the carbonate functional group.

Step 5: Double-check the structures for accuracy, ensuring that all bonds and atoms are correctly represented according to the IUPAC naming conventions and functional group placement.

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Key Concepts

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

Functional Groups

Functional groups are specific groups of atoms within molecules that are responsible for the characteristic chemical reactions of those molecules. In the case of phenyl isocyanate, the isocyanate group (-N=C=O) is crucial for its reactivity, while in cyclobutyl ethyl carbonate, the carbonate group (-O-C(=O)-O-) defines its properties. Understanding these groups is essential for drawing accurate structures.

Nomenclature

Nomenclature in organic chemistry refers to the systematic naming of chemical compounds based on established rules. The names 'phenyl isocyanate' and 'cyclobutyl ethyl carbonate' indicate specific structural features: 'phenyl' denotes a benzene ring substituent, while 'cyclobutyl' indicates a four-membered carbon ring. Familiarity with nomenclature helps in translating names into structural representations.

Structural Representation

Structural representation involves depicting the arrangement of atoms within a molecule, which can be illustrated through various methods such as Lewis structures, skeletal formulas, or 3D models. For the compounds in question, accurately representing the connectivity and geometry of atoms is vital for understanding their chemical behavior and interactions. This skill is fundamental for visualizing and interpreting organic compounds.

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