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Consider the Williamson ether synthesis between 2-naphthol and allyl bromide in

ID: 964990 • Letter: C

Question

Consider the Williamson ether synthesis between 2-naphthol and allyl bromide in the presence of a phase transfer catalyst and strong base in dichloromethane solution.

Map sapling leaming Consider the Williamson ether synthesis between 2-naphthol and allyl bromide in the presence of a phase transfer catalyst and strong base in dichloromethane solution. OH NaOH Br. PhCH, Bu,NC 2-naphthol 144.2 g/mol allyl bromide d 1.40 g/mL -thyl ether 184.23 g/mol A reaction was performed in which 0.41 g of 2-naphthol was reacted with a slight excess of allyl bromide to make 0.36 g of allyl 2-naphthyl ether. Calculate the theoretical yield and percent yield for this reaction Theoretical yield Percent yield Number Number

Explanation / Answer

2-naphthol + allyl bromide => allyl 2-naphthyl ether

Moles of allyl 2-naphthyl ether = moles of 2-naphthol

= mass/molar mass of 2-naphthol

= 0.41/144.2

= 0.002843 mol

Theoretical yield = moles x molar mass of allyl 2-naphthyl ether

= 0.002843 mol x 184.2

= 0.5237 g

= 0.524 g

Percent yield = actual yield/theoretical yield x 100%

= 0.36/0.524 x 100%

= 68.74%

= 69%

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