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In organic chemistry, the Hass–Bender oxidation (also called the Hass–Bender carbonyl synthesis) is an organic oxidation reaction that converts benzyl halides into benzaldehydes using the sodium salt of 2-nitropropane as the oxidant. This name reaction is named for Henry B. Hass and Myron L. Bender, who first reported it in 1949. Although originally developed for benzyl compounds, the reaction also works for allyl halides, giving the respective α,β-enones and enals.

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  • Die Hass-Bender-Oxidation, benannt nach den Chemikern und , ist eine Namensreaktion aus dem Bereich der organischen Chemie und wurde 1949 erstmals beschrieben. Die Hass-Bender-Oxidation ermöglicht die Darstellung von substituiertem Benzaldehyd aus substituierten Benzylhalogeniden und 2-Nitropropan. (de)
  • In organic chemistry, the Hass–Bender oxidation (also called the Hass–Bender carbonyl synthesis) is an organic oxidation reaction that converts benzyl halides into benzaldehydes using the sodium salt of 2-nitropropane as the oxidant. This name reaction is named for Henry B. Hass and Myron L. Bender, who first reported it in 1949. The reaction process begins with the deprotonation of 2-nitropropane at the α carbon to form a resonance-stabilized anion. This compound then initiates an SN2 reaction to displace the benzyl halide. Unlike in the nitroaldol reaction, where the deprotonated carbon of the nitroalkyl group is the nucleophilic atom, it is instead an oxygen of the nitro itself that attacks the benzylic carbon. The O-benzyl structure then undergoes a pericyclic reaction to produce a benzaldehyde, with dimethyloxime as a byproduct. Although originally developed for benzyl compounds, the reaction also works for allyl halides, giving the respective α,β-enones and enals. (en)
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  • Die Hass-Bender-Oxidation, benannt nach den Chemikern und , ist eine Namensreaktion aus dem Bereich der organischen Chemie und wurde 1949 erstmals beschrieben. Die Hass-Bender-Oxidation ermöglicht die Darstellung von substituiertem Benzaldehyd aus substituierten Benzylhalogeniden und 2-Nitropropan. (de)
  • In organic chemistry, the Hass–Bender oxidation (also called the Hass–Bender carbonyl synthesis) is an organic oxidation reaction that converts benzyl halides into benzaldehydes using the sodium salt of 2-nitropropane as the oxidant. This name reaction is named for Henry B. Hass and Myron L. Bender, who first reported it in 1949. Although originally developed for benzyl compounds, the reaction also works for allyl halides, giving the respective α,β-enones and enals. (en)
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  • Hass-Bender-Oxidation (de)
  • Hass–Bender oxidation (en)
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