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Benzylideneacetone can be efficiently prepared by the base-induced condensation of acetone and benzaldehyde: [3]. CH 3 C(O)CH 3 + C 6 H 5 CHO → C 6 H 5 CH=CHC(O)CH 3 + H 2 O. However, the benzylideneacetone formed via this reaction can undergo another Claisen-Schmidt condensation with another molecule of benzaldehyde to form dibenzylideneacetone.
The Baeyer–Drewsen indigo synthesis (1882) is an organic reaction in which indigo is prepared from 2-nitrobenzaldehyde and acetone [1] [2] The reaction was developed by von Baeyer and Viggo Drewsen in 1880 to produce the first synthetic indigo at laboratory scale. This procedure is not used at industrial scale.
In organic chemistry, the Claisen–Schmidt condensation is the reaction between an aldehyde or ketone having an α-hydrogen with an aromatic carbonyl compound lacking an α-hydrogen.
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.
In the classic example, benzaldehyde is converted to benzoin (PhCH(OH)C(O)Ph). [3] The benzoin condensation was first reported in 1832 by Justus von Liebig and Friedrich Wöhler during their research on bitter almond oil. [4] The catalytic version of the reaction involving cyanide was developed by Nikolay Zinin in the late 1830s. [5] [6 ...
For example, two molecules of acetone condense to a single compound mesityl oxide in the presence of an ion-exchange resin: [1] 2 CH 3 COCH 3 → (CH 3) 2 C=CH(CO)CH 3 + H 2 O. For synthetic uses, this is generally an undesirable, but spontaneous and favored side-reaction of mixed aldol condensation, and special precautions are needed to ...
The trans,trans isomer can be prepared in high yield and purity by condensation of benzaldehyde and acetone with sodium hydroxide in a water/ethanol medium followed by recrystallization. [ 5 ] This reaction, which proceeds via the intermediacy of benzylideneacetone , is often performed in organic chemistry classes, [ 6 ] and is called Claisen ...
Benzaldehyde (C 6 H 5 CHO) is an organic compound consisting of a benzene ring with a formyl substituent. It is among the simplest aromatic aldehydes and one of the most industrially useful. It is a colorless liquid with a characteristic almond -like odor , and is commonly used in cherry -flavored sodas . [ 5 ]