Chapter 17: Problem 17.3 (page 646)
Give the IUPAC name for each compound.
(a)
(b)
(c)

(d)
Short Answer
Answer
- m-1,3-diisopropylbenzene
- 1-sec-butyl-4-ethylbenzene
- m-butylphenol
- 2-bromo-5-chlorotoulene
Chapter 17: Problem 17.3 (page 646)
Give the IUPAC name for each compound.
(a)
(b)
(c)
(d)
Answer
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Get started for freeQuestion: Draw the structure corresponding to each name
Question: Propose a structure consistent with each set of data.
a. Compound A:
Molecular formula:
IR absorption at role="math" localid="1648804967273"
NMR data: 1.4 (triplet, 3 H), 3.95 (quartet, 2 H), and 6.8–7.3 (multiplet, 5 H) ppm
b. Compound B:
Molecular formula:
IR absorption at role="math" localid="1648805107903"
NMR data: 2.5 (singlet, 3 H), 3.8 (singlet, 3 H), 6.9 (doublet, 2 H), and 7.9 (doublet, 2 H) ppm
Question: Which of the following heterocycles are aromatic?
Question: You have a sample of a compound of molecular formula , which has a benzene ring substituted by two groups, and , and exhibits the given NMR. What disubstituted benzene isomer corresponds to these data?
Question: Zolpidem (trade name Ambien) promotes the rapid onset of sleep, making it a widely prescribed drug for treating insomnia.
a. In what type of orbital does the lone pair on each N atom in the heterocycle reside?
b. Explain why the bicyclic ring system that contains both N atoms is aromatic.
c. Draw all reasonable resonance structures for the bicyclic ring system.
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