benzaldehyde


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benzaldehyde

(bĕnzăl`dəhīd) or

benzenecarbonal

(bĕn'zēnkär`bənəl), C6H5CHO, colorless liquid aldehydealdehyde
[alcohol + New Lat. dehydrogenatus=dehydrogenated], any of a class of organic compounds that contain the carbonyl group, , and in which the carbonyl group is bonded to at least one hydrogen; the general formula for an aldehyde is RCHO, where R is hydrogen
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 with a characteristic almond odor. It boils at 180°C;, is soluble in ethanol, but is insoluble in water. It is formed by partial oxidation of benzyl alcohol, and on oxidation forms benzoic acid. It is called oil of bitter almond, since it is formed when amygdalin, a glucoside present in the kernels of bitter almonds and in apricot pits, is hydrolyzed, e.g., by crushing the kernels or pits and boiling them in water; glucose and hydrogen cyanide (a poisonous gas) are also formed. It is also prepared by oxidation of toluene or benzyl chloride or by treating benzal chloride with an alkali, e.g., sodium hydroxide. Benzaldehyde is used in the preparation of certain aniline dyes and of other products, including perfumes and flavorings.

Benzaldehyde

 

an organic compound, C6 H5 CHO; a colorless, oily liquid with the odor of bitter almonds; Tm = –26° C; Tb = 179° C. Benzaldehyde dissolves in water in the proportions of 0.3 g : 100 g; it is miscible with alcohol, ether, and other organic solvents. Benzaldehyde is easily oxidized (even in air) into benzoic acid, C6H5COOH; however, the addition of 0.1 percent hydroquinone inhibits oxidation. Benzaldehyde combines with sodium bisulfite, hydrocyanic acid, and other molecules by a CO bond. When benzaldehyde is boiled with an alkaline solution, benzyl alcohol and benzoic acid are formed (the Cannizzaro reaction). In the presence of the CN ion, benzaldehyde enters into benzoin condensation. The condensation of benzaldehyde with acetaldehyde under the action of a base yields cinnemal-dehyde, C6H5CH=CHCHO; condensation with phenols and aromatic amines yields derivatives of triphenylmethane.

Benzaldehyde in the form of a glycoside of amygdalin, which breaks down in water to form benzaldehyde, glucose, and hydrocyanic acid, is contained in the pits of bitter almonds and apricots, peaches, and other fruits. Benzaldehyde is obtained by the oxidation of toluene or the hydrolysis of benzylidene chloride, C6H5CHCl2. The method of obtaining benzaldehyde from benzene and carbon monoxide under the action of aluminum chloride is of great significance. Benzaldehyde is used as a fragrant substance, for the synthesis of cinnemaldehyde and benzoin, and in the production of dyes of the triphenylmethane series.

IA. F. KOMISSAROV

benzaldehyde

[benz′al·də‚hīd]
(organic chemistry)
C6H5CHO A colorless, liquid aldehyde, boiling at 170°C and possessing the odor of bitter almonds; used as a flavoring agent and an intermediate in chemical syntheses.
References in periodicals archive ?
In this paper we would like to demonstrate an effective technique for the condensation of benzaldehyde with malononitrile using an amino acid catalyst.
Although the 24[degrees]C worms detected benzaldehyde as an attractant as evidenced by the reversal/movement ratios, they were apparently unable to orient and move toward the source.
Table 1: Popular Essential Oils in Soap and Cosmetic Formulations Common Name Vanilla Almond Sandalwood Oil Cinnamon Oil Lemon Oil Peppermint Oil Lavender Oil Rose Oil Botanical Source Vanilla planifolia Prunus dulcis Santalum album Cinnamomum zeylanicum Citrus sinensis Mentha piperita Lavandula angustifolia Rosa hybrida Key Chemical Constituents Vanillin, Ethyl vanillin Benzaldehyde, mandelonitrile [alpha]- and ([beta]-Santalol, lanceal Cinnamaldehyde d-Limonene, Geraniol, Citral I-Menthol Linalool Citral, [beta]-phenyl ethanol, other
Both isobutyraldehyde and benzaldehyde products were essentially Insoluble in chloroform.
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producer of benzoic acid and benzaldehyde, used in the manufacture of preservatives, flavors and fragrances.
Way back in 1920's, Gabriel and Colman3 as well as Ross4 has reported that methyl groups at 2,4- and 6- position in the pyrimidine ring undergo easy condensation with benzaldehyde in presence of anhydrous zinc chloride.
Originally, beginning in 1991, only formaldehyde was determined; however, beginning in 1995 six additional carbonyls (acetaldehyde, acetone, benzaldehyde, butyraldehyde, crotonaldehyde, and propionaldehyde) were determined.
At the time of the explosion the vessel was being used for the dry blending of aluminum, sodium hydrosulfite, and potassium carbonate powders, with the liquid addition of benzaldehyde.
It is observed that o-chloro benzaldehyde as side chain (in HAS-8) causes greater stability than N,N-dimethyl benzaldehyde as in HAS-6, which is least stable.
Kalama Chemical's product lines consist of a wide range of specialty chemical products including: benzoic acid, sodium and potassium benzoate, K-Flex dibenzoate plasticizers, benzaldehyde, benzyl alcohol, benzylamine, and flavor and fragrance derivatives of benzaldehyde.