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Synthesis of ẞ-Methyl Napthyl Ether via Sn2 reaction (Acid Catalyzed Condensation) OH H2SO4 Catalytic + H3C-OH ○ CH3

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter21: Carboxylic Acid Derivatives: Nucleophilic Acyl Substitution Reactions

Section21.SE: Something Extra

Problem 54AP: The following reactivity order has been found for the saponification of alkyl acetates by aqueous...

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Question

Using the data below calculate the percent yield for the formation of the ether product in the acid catalyzed condensation synthesis of Methyl beta Naphthyl ether?
Weight of 2-napthol ____0.505g_______________
Volume of methanol ____2ml______________
Volume of concentrated sulfuric acid _________1.0ml________
Weight of crude product ____0.295g__________
Weight of purified product ___0.144g_________
M.P. Of Product (If solid otherwise write Liquid) _____70-75 C___________

Synthesis of ẞ-Methyl Napthyl Ether via Sn2 reaction
(Acid Catalyzed Condensation)
OH
H2SO4 Catalytic
+ H3C-OH
○
CH3

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