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Organic Chemistry 2

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Alpha Halogenation: Product Identifination Based on HNMR

ORGO2-3$JFUE

An undergraduate student was trying to brominate acetophenone under basic conditions to make 2-bromophenylethanone. After an hour, ​he worked up the reaction, took a proton NMR, and obtained the following NMR.

Based on this NMR, what would you predict as the possible product he obtained?

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A

Created for Albert.io. Copyright 2016. All rights reserved.

B

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C

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D

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E

Created for Albert.io. Copyright 2016. All rights reserved.