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SCAN0005 - Let's say we want to make n—butylbenzene AECE3...

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Unformatted text preview: Let's say we want to make n—butylbenzene: AECE3 MCE __________________, Several different precincts 0 0 AA we Cl —--—-—-—-—- Gn reflect reduced. . Zngfl WP E3 F-C acylation allows us to make a product with the right number and arrangement of carbons as a single product. If we can reduce the ketcne to an alkane we'll have the desired product. Clemensen reduction of aromatic ketones Zn: {Hg} @31/\ ”CE ©XA (:41ng Zn(Hg}: zinc amalgam By using F-C acylation and the Clemensen reduction, we can make n—alkylbenzenes. Branched alkyl benzenes are best made by the F—C alkylation. IV. SUBSTITUENT EFFECTS ON THE RATE AND REGIOSELECTIVITY IN ELECTROPHYLIC AROMATIC SUBSTITUTIONS (read 12-9-1214 and table 12.2) What happens if the benzene is already substituted? There are three different possible products. swear: Ortho Meta Substituents on an aromatic ring can influence: — rate of the reaction - regioselectivity According to the rate of reaction, substituents are classified as: - activating — they cause the ring to react more rapidly than benzene — deactivating — they cause the ring to react less rapidly than benzene According to regioselectivity, substituents are classified as: — ortho- and para—directing - meta— directing ...
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