(d)Friedel–Crafts acylation occurs ortho to the hydroxyl group.24.7(b)The hydroxyl group of 2-naphthol is converted to the corresponding acetate ester.(c)Benzoyl chloride acylates the hydroxyl group of phenol.24.8Epoxides are sensitive to nucleophilic ring-opening reactions. Phenoxide ion attacks the less hin-dered carbon to yield 1-phenoxy-2-propanol.24.9The aryl halide must be one that is reactive toward nucleophilic aromatic substitution by theaddition–elimination mechanism. p-Fluoronitrobenzene is far more reactive than fuorobenzene.The reaction shown yields p-nitrophenyl phenyl ether in 92% yield.24.10Substituted allyl aryl ethers undergo a Claisen rearrangement similar to the reaction described intext Section 24.13 for allyl phenyl ether. 2-Butenyl phenyl ether rearranges on heating to give
This is the end of the preview. Sign up
access the rest of the document.
This note was uploaded on 10/03/2011 for the course CHM 2210 taught by Professor Reynolds during the Fall '01 term at University of Florida.