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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p-Nitrobenzyl alcohol is more acidic than benzyl alcohol, but p-methoxy-benzyl alcohol is less acidic. Explain.
How would you synthesize the following alcohols, starting with benzene and other alcohols of six or fewer carbons as your only organic reagents?
(a)

(b)

(c)

(d)

When the NMR spectrum of an alcohol is run in dimethyl sulfoxide (DMSO) solvent rather than in chloroform, exchange of the O-H proton is slow and spin-spin splitting is seen between the O-H proton and C-H protons on the adjacent carbon. What spin multiplicities would you expect for the hydroxyl protons in the following alcohols?
What products would you expect to obtain from reaction of 1-methylcyclohexanol with the following reagents?
(a) HBr (b) NaH (c) H2SO4 (d) Na2Cr2O7
Which of the eight alcohols that you identified in Problem 17-38 react with in aqueous acid? Show the products you would expect from each reaction
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