Chapter 17: Q41P (page 567)
Carvacrol is a naturally occurring substance isolated from oregano,
thyme, and marjoram. What is its IUPAC name?

Short Answer
The IUPAC name of carvacrol is 5-isopropyl-2-methylphenol.
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Chapter 17: Q41P (page 567)
Carvacrol is a naturally occurring substance isolated from oregano,
thyme, and marjoram. What is its IUPAC name?

The IUPAC name of carvacrol is 5-isopropyl-2-methylphenol.
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What carbonyl compounds would you reduce to prepare the followingalcohols? List all possibilities.
(a)
(b)
(c)
Benzoquinone is an excellent dienophile in the Diels – Alder reaction. What product would you expect from reaction of benzoquinone with 1 equivalent of 1,3 butadiene? From reaction with 2 equivalents of 1,3 butadiene?
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.

Identify the reagents a–f in the following scheme:

What carbonyl compounds might you start with to prepare the following compounds by Grignard reaction? List all possibilities.
(a) 2-Methyl-2-propanol
(b) 1-Ethylcyclohexanol
(c) 3-Phenyl-3-pentanol
(d) 2-Phenyl-2-pentanol
(e)

(f)

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