Цианур хлорид

Химические свойства

White Powder

Использование

Cyanuric Chloride is extensively used in the preparation of the triazine-class pesticides and herbicides. Cyanuric chloride is also used as a precursor to dyes and crosslinking agents due to the react ive chlorine atoms towards nucleophilic substitution reactions. Cyanuric chloride derivatives possess a large spectrum of activities as antibacterial and anticancer agents.

Методы производства

Cyanuric chloride is obtained by the trimerization of cyanogen chloride in organic solvents, in the presence of acidic catalysts, and carried out in a gaseous phase at 200–500C. Cyanuric chloride is used as a chemical intermediate. It is the precursor to the herbicide atrazine.

Определение

ChEBI: A chloro-1,3,5-triazine in which the triazine ring is substituted on each carbon by chlorine. Its main use is in the preparation of the triazine-class pesticides.

Общее описание

A colorless crystalline solid with a pungent odor. Melting point 146°C. Density 1.32 g / cm3. Very slightly soluble in water. Toxic by ingestion and inhalation of vapors. Irritates skin and eyes. Used to make dyes.

Реакции воздуха и воды

Reacts exothermically with water, especially if catalyzed or heated, to generate fumes of hydrochloric acid. Very slightly soluble in water.

Профиль реактивности

Cyanuric chloride reacts rapidly and exothermically with water to generate hydrogen chloride. A mixture with water in an industrial reactor with refrigeration turned off developed pressure that blew gaskets and filled the building with flammable vapors. An explosion occurred when the vapors were ignited [MCA Case History 1869(1972)]. Runaway reactions have occurred with acetone/water; methanol/water, ethoxyethanol/water, allyl alcohol/sodium hydroxide/water, 2-butanone/sodium hydroxide/water, and methanol/sodium bicarbonate [Loss Prev. Bull., 1979, (25), 21]. Reacts with methanol to give gaseous methyl chloride. Reacts rapidly with bicarbonates to generate gaseous carbon dioxide. Reacts vigorously with dimethyl formamide (DMF) to form carbon dioxide after a deceptive induction period [BCISC Quart. Safety Summ., 1960, 35, 24]. Can react with reducing agents to generate heat and products that may be gaseous (causing pressurization of closed containers). The products may themselves be capable of further reactions (such as combustion in the air).

Угроза здоровью

TOXIC; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death. Reaction with water or moist air will release toxic, corrosive or flammable gases. Reaction with water may generate much heat that will increase the concentration of fumes in the air. Fire will produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.

Пожароопасность

Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes. Vapors may accumulate in confined areas (basement, tanks, hopper/tank cars etc.). Substance will react with water (some violently), releasing corrosive and/or toxic gases and runoff. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated or if contaminated with water.

Профиль безопасности

Poison by ingestion, inhalation, and intravenous routes. Questionable carcinogen with experimental tumorigenic data. Experimental reproductive effects. A corrosive. A skin and severe eye irritant. An allergen. Has been reported as causing irritation of mucous membranes and heart rhythm disturbances in humans. Violent reaction with water - (above 30°C), acetone + water, methanol, methanol + sodium hydrogen carbonate, 2- ethoxyethanol, dimethyl formamide, 3- butanone + sodium hydroxide + water, allyl alcohol + sodium hydroxide + water (at 28℃). When heated to decomposition it emits toxic fumes of Cland NOx. See also CHLORIDES.

Методы очистки

TCT crystallises from CCl4 or pet ether (b 90-100o) and is dried under vacuum. It has also been recrystallised twice from anhydrous *benzene immediately before use [Abuchowski et al. J Biol Chem 252 3582 1977]. [Beilstein 26 III/IV 66.]