cyanide

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Related to cyanogenic: Cyanogenic glycosides

cyanide

(sī`ənīd'), chemical compound containing the cyano groupcyano group
, in chemistry, functional group that consists of a carbon atom joined to a nitrogen atom by a triple bond; it can be joined to an atom or another group by a single bond to the carbon atom. When a cyano group is joined to hydrogen, it forms hydrogen cyanide.
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, -CN. Cyanides are salts or esters of hydrogen cyanidehydrogen cyanide,
HCN, colorless, volatile, and extremely poisonous chemical compound whose vapors have a bitter almond odor. It melts at −14°C; and boils at 26°C;. It is miscible in all proportions with water or ethanol and is soluble in ether.
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 (hydrocyanic acid, HCN) formed by replacing the hydrogen with a metal (e.g., sodium or potassium) or a radical (e.g., ammonium or ethyl). The most common and widely used cyanides are those of sodium and potassium; they are often referred to simply as "cyanide." Both are white, crystalline, chemically active compounds. They are used as insecticides, in making pigments, in metallurgy (e.g., electroplating and case hardening), and in refining gold and silver by the cyanide processcyanide process
or cyanidation,
method for extracting gold from its ore. The ore is first finely ground and may be concentrated by flotation; if it contains certain impurities, it may be roasted.
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. Organic cyanides are called nitriles. The ethyl ester of hydrogen cyanide (CH3CH2CN) is called variously ethyl cyanide, propionitrile, propane nitrile, nitrilopropane, and cyanoethane; propane nitrile is the approved name in the nomenclature system for organic chemistry adopted by the International Union of Pure and Applied Chemistry (IUPAC). Most cyanides are deadly poisons that cause respiratory failure. Symptoms of cyanide poisoning include an odor of bitter almond on the breath, dizziness, convulsions, collapse, and, often, froth on the mouth. In case of cyanide poisoning a doctor should be summoned immediately. If the poison was swallowed, vomiting should be induced. Artificial respiration should be used if needed.

Cyanide

 

a salt of hydrocyanic acid. The cyanide salts of the alkali metals MCN and the alkaline-earth metals M(CN)2, where M is a metal, are thermally stable but are hydrolyzed in aqueous solutions. The cyanides of the heavy metals are thermally unstable and, with the exception of Hg(CN)2, are insoluble in water.

The oxidation of cyanides leads to the formation of cyanates; for example, 2KCN + O2 → 2KOCN. Many metals upon the action of an excess of potassium cyanide or sodium cyanide yield complexes. This proves useful in the extraction of gold and silver from ores (cyanidation, cyanide process):

4NaCN + 2Au + ½O2 + H2O → 2Na[ Au(CN)2] + 2NaOH

Gold and silver are separated from solution by electrodeposition or by the action of metallic zinc. Solutions of the cyanide complexes of gold, silver, zinc, and other metals are used in electroplating technology for the production of coatings. Cyanides are also used in organic synthesis, for example, in the production of nitriles, and as catalysts (in benzoin condensation).

Cyanides are extremely toxic. (For information on the effect of cyanides on the organism and on safety measures when handling them, seeHYDROCYANIC ACID.)

REFERENCES

Bobkov, S. S., and S. K. Smirnov. Sinil’naia kislota. Moscow, 1970.
Zil’berman, E. N. Reaktsii nitrilov. Moscow, 1972.
Tomilov, A. P., and S. K. Smirnov. Adipodinitril i geksamet ilendiamin. Moscow, 1974.
Williams, H. E. Cyanogen Compounds, 2nd ed. London, 1948.
Migrdichian, V. The Chemistry of Organic Cyanogen Compounds. New York, 1947.
Methoden der Organischen Chemie (Houben-Weyl), 4th ed., vol. 8. Stuttgart, 1952.

S. K. SMIRNOV

cyanide

[′sī·ə‚nīd]
(inorganic chemistry)
Any of a group of compounds containing the CN group and derived from hydrogen cyanide, HCN.

cyanide

, cyanid
1. any salt of hydrocyanic acid. Cyanides contain the ion CN-- and are extremely poisonous
2. another name (not in technical usage) for nitrile
References in periodicals archive ?
The ability of the greater LAB population in the waste water used for inoculated fermentation might also have stimulated a faster degradation of the cyanogenic glucoside and its breakdown products (Amoa-Awua et al.
The concentration of cyanogenic glucosides, glucosinolates and thiocyanate in both uncooked and cooked condition is quite high in bamboo shoots (28).
Quantification of cyanogenic glycosides in seedlings of three Macadamia (Proteaceae) species.
variegatus were able to produce digestive enzymes that assist the insect in neutralizing the toxic effect of cyanogenic glycosides present in its major food plant.
In total approximately 140 compounds were isolated from roots and rhizome--monoterpene alcohols and their glycosides, cyanogenic glycosides, aryl glycosides, phenylethanoids, phenylpropanoids and their glycosides, flavonoids, flavonlignans, proanthocyanidins and gallic acid derivatives.
The colour red acts as a warning to large vertebrate herbivores like emus, parrots and kangaroos that the flower contains distasteful or even poisonous cyanogenic compounds," he said.
Black cherry is a cyanogenic species, releasing volatile hydrogen cyanide (HCN) from its leaves when they wilt or become damaged by herbivory (Conn 1979).
That author analyzed in detail the two major neurotoxins present in the diet of Amazonian populations: cyanogenic glucosides, from cassava (Manihot esculenta), and methylmercury from fish.
Maxon, concerning xenobiotic materials such as phenolics, tannins, the cyanogenic glycoside prunasin, and illudanes, which protect the plant from herbivores (Alonso-Amelot and Avendano, 2002; Alonso-Amelot et al.
Although overgrazing by herbivores, especially goats, could also produce a pattern of isolated populations, the family's production of cyanogenic glycosides (Spencer & Seigler, 1985) probably prevents extensive destruction of populations.
However, it contains a cyanogenic glucoside, linamarin, that is hydrolyzed in two steps: the linamarin is first hydrolyzed to acetone cyanohydrin and glucose (catalyzed by the enzyme linamarase), and then the acetone cyanohydrin is hydrolyzed to acetone and hydrogen cyanide (HCN).