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3-Nitrobenzaldehyde is the primary product obtained via the mono-nitration of benzaldehyde with nitric acid. [3] C 6 H 5 CHO + HNO 3 → O 2 NC 6 H 4 CHO + H 2 O. Product distribution is about 19% for the ortho-, 72% for the meta- and 9% for the para isomers.
The figure below illustrates one of the commonly accepted models for stereoselection without any modification to the Henry reaction. In this model, stereoselectivity is governed by the size of the R groups in the model (such as a carbon chain), as well as by a transition state that minimizes dipole by orienting the nitro group and carbonyl oxygen anti each other (on opposite sides of the ...
2-Nitrobenzaldehyde is an intermediate in an early route to indigo, a water-insoluble dye commonly used to dye jeans and other fabrics.In the Baeyer-Drewson indigo synthesis, 2-nitrobenzaldehyde condenses with acetone in basic aqueous solution to yield indigo in a one-pot synthesis [9] [10] The method was abandoned in the early part of the 20th century, being replaced by routes from aniline.
Amygdalin 2 H 2 O HCN benzaldehyde 2 × glucose 2 × Benzaldehyde contributes to the scent of oyster mushrooms (Pleurotus ostreatus). Reactions Benzaldehyde is easily oxidized to benzoic acid in air at room temperature, causing a common impurity in laboratory samples. Since the boiling point of benzoic acid is much higher than that of benzaldehyde, it may be purified by distillation. Benzyl ...
In electrophilic substitution in aromatic compounds, an atom appended to the aromatic ring, usually hydrogen, is replaced by an electrophile.The most important reactions of this type that take place are aromatic nitration, aromatic halogenation, aromatic sulfonation and acylation and alkylating Friedel-Crafts reactions.
Cannizzaro first accomplished this transformation in 1853, when he obtained benzyl alcohol and potassium benzoate from the treatment of benzaldehyde with potash (potassium carbonate). More typically, the reaction would be conducted with sodium hydroxide or potassium hydroxide , giving the sodium or potassium carboxylate salt of the carboxylic ...
The nitration of benzene is achieved via the action of the nitronium ion as the electrophile. The sulfonation with fuming sulfuric acid gives benzenesulfonic acid. Aromatic halogenation with bromine, chlorine, or iodine gives the corresponding aryl halides. This reaction is typically catalyzed by the corresponding iron or aluminum trihalide.
The Gattermann–Koch reaction can be used to synthesize benzaldehyde from benzene. [18] The Gatterman reaction describes arene reactions with hydrocyanic acid. [19] [20] The Houben–Hoesch reaction describes arene reactions with nitriles. [21] A reaction modification with an aromatic phenyl ester as a reactant is called the Fries rearrangement.