Show how to synthesize allyl phenyl ether and 2-butenyl phenyl ether from phenol and appropriate alkenyl halides.

Short Answer

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Answer: Allyl bromide (or chloride) is used to synthesize allyl phenyl ether, and 2-bromo-1-butene (or 2-chloro-1-butene) is used to synthesize 2-butenyl phenyl ether from phenol. These syntheses involve a nucleophilic substitution reaction mechanism.

Step by step solution

01

Synthesize Allyl Phenyl Ether

To synthesize allyl phenyl ether, we will start with phenol and select the appropriate alkenyl halide which is allyl bromide (or chloride) for this case. The overall reaction can be represented as: Phenol + Allyl Bromide ⟶ Allyl Phenyl Ether + HBr
02

Mechanism of Allyl Phenyl Ether synthesis

The reaction occurs through a nucleophilic substitution mechanism, represented below. 1. The oxygen atom on phenol, having a lone pair of electrons, attacks the electron-deficient carbon (C1) of allyl bromide. 2. The C1-Br bond breaks, with the electron pair moving toward bromine and HBr is released as a byproduct. 3. The product, Allyl Phenyl Ether is formed.
03

Synthesize 2-Butenyl Phenyl Ether

To synthesize 2-butenyl phenyl ether, we will start with phenol and select the appropriate alkenyl halide which is 2-bromo-1-butene (or 2-chloro-1-butene) in this case. The overall reaction can be represented as: Phenol + 2-Bromo-1-butene ⟶ 2-Butenyl Phenyl Ether + HBr
04

Mechanism of 2-Butenyl Phenyl Ether synthesis

The reaction occurs through a nucleophilic substitution mechanism, represented below. 1. The oxygen atom on phenol, having a lone pair of electrons, attacks the electron-deficient carbon (C1) of 2-bromo-1-butene. 2. The C1-Br bond breaks, with the electron pair moving toward bromine and HBr is released as a byproduct. 3. The product, 2-Butenyl Phenyl Ether is formed. In conclusion, allyl phenyl ether and 2-butenyl phenyl ether can be synthesized by reacting phenol with appropriate alkenyl halides (allyl bromide for allyl phenyl ether and 2-bromo-1-butene for 2-butenyl phenyl ether) through nucleophilic substitution mechanisms.

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