Chapter 17: Q9P (page 533)
Show the products obtained from addition of methylmagnesium bromide to the following compounds:
- Cyclopentanone
- Benzophenone (diphenyl ketone)
- 3-Hexanone
Short Answer
a.

b.

c.

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Chapter 17: Q9P (page 533)
Show the products obtained from addition of methylmagnesium bromide to the following compounds:
a.

b.

c.

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Question: Give IUPAC names for the following compounds:






Propose structures for alcohols that have the following NMR spectra:
(a)

(b)

Question: How would you prepare the following compounds from
2-phenylethanol?
More than one step may be required.
(a) Styrene
(b) Phenylacetaldehyde
(c) Phenylacetic acid
(d) Benzoic acid
(e) Ethylbenzene
(f) Benzaldehyde
(g) 1-Phenylethanol
(h) 1-Bromo-2-phenylethane
What alcohols would give the following products on oxidation?
(a)

(b)

(c)

Phenols generally have lower pKa’s than aliphatic alcohols because of resonance stabilization with the aromatic ring. Draw all of the resonance contributors for the phenolate ions below. Make note of how the substituents either stabilize or destabilize the system.

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