Chapter 17: Q48E (page 567)
How would you prepare the following compounds from 1-phenylethanol?
More than one step may be required.
(a) Acetophenone
(b) Benzyl alcohol
(c) m-Bromobenzoic acid
(d) 2-Phenyl-2-propanol
Short Answer
(a)
(b)
(c)
(d)
Chapter 17: Q48E (page 567)
How would you prepare the following compounds from 1-phenylethanol?
More than one step may be required.
(a) Acetophenone
(b) Benzyl alcohol
(c) m-Bromobenzoic acid
(d) 2-Phenyl-2-propanol
(a)
(b)
(c)
(d)
All the tools & learning materials you need for study success - in one app.
Get started for freeCompound A, , has the IR and NMR spectra shown. Proposea structure consistent with the observed spectra, and label each peak inthe NMR spectrum. Note that the absorption at disappears when is added.
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
Question: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.
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)
Named bombykol, the sex pheromone secreted by the female silkworm
moth has the formula C16H28O and the systematic name (10E,12Z)-
10,12-hexadecadien-1-ol. Draw bombykol, showing the correct geometry
for the two double bonds.
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