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Updated: Jun 1, 2026

Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
Published on: November 30, 2022
[2,2'-Imino-diethano-lato(2-)-κO,N,O'][4-(meth-oxy-carbonyl-meth-yl)phen-yl]boron
Ahmed L Zein1, Louise N Dawe, Paris E Georghiou
1Department of Chemistry, Memorial University of Newfoundland, St Johns, NL, Canada A1B 3X7.
Abstract:
The title compound, C(13)H(18)BNO(4), was readily obtained from the reaction of methyl 4-boronobenzene acetate with ethano-lamine. A combination of inter-molecular N-H⋯O hydrogen bonds and C-H⋯π inter-actions leads to the pairwise association of mol-ecules.
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One of the convenient methods for the preparation of aldehydes and ketones is via hydration of alkynes. Hydroboration-oxidation of alkynes is an indirect hydration reaction in which an alkyne is treated with borane followed by oxidation with alkaline peroxide to form an enol that rapidly converts into an aldehyde or a ketone. Terminal alkynes form aldehydes, whereas internal alkynes give ketones as the final product.
ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3
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The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.

