3-クロロ-1-プロパノール 化学特性,用途語,生産方法
外観
無色～わずかにうすい黄色, 澄明の液体
溶解性
水に可溶。アルコール, アセトンに易溶。エタノール及びアセトンに極めて溶けやすく、水に溶けやすい。
化学的特性
Colorless to pale-yellow liquid; characteristic
odor. Soluble in water, alcohols, and
ethers; insoluble in hydrocarbons. Combustible.
使用
3-Chloro-1-propanol is used in organicsynthesis to produce cyclopropane andtrimethylene oxide. It is an intermediate inthe synthesis of pharmaceuticals, agrochemicals, antiseptic agents, and dyes. It is an inhibitor of triosephosphate isomerase and glyceraldehyde 3-phosphate dehydrogenase.
製造方法
3-Chloro-1-propanol is synthesized by the reaction of 1, 3-propanediol and hydrochloric acid, using benzene sulfonic acid as the catalyst.
Reaction: 250 g of trimethylene glycol are shaken with 450 g of sulfur chloride, the mixture becoming warm, sulfur dioxide being rapidly evolved, and sulfur deposited. This reaction continues for 1 hours without heating, whereafter the mixture is heated for a further 6 hours on the water-bath and then for 30 min, over a free flame. When no more sulfur dioxide is evolved, the mixture is allowed to cool, then extracted several times with ether. The sulfur is washed with ether, and the united ethereal layers are shaken with sodium carbonate solution to remove sulfur dioxide, dried over sodium sulfate, and freed from ether. The residue is fractionated and the fraction of b.p. 140-180° C is redistilled, giving 60% (160 g) of 3-chloro-1-propanol, b.p. 160-164°C/760 mm, 60-64° C/10 mm.
J. Amer. Chem. Soc, 38, 2481 (1916)
J. Chem. Soc, 1928, 2439
一般的な説明
3-Chloro-1-propanol appears as a colorless liquid with a mild odor. Slightly denser than water. Toxic by ingestion and inhalation . Flash point 270°F. Used to make plastics, resins and other chemicals.
反応プロフィール
3-Chloro-1-propanol may be sensitive to prolonged exposure to light. 3-Chloro-1-propanol may react with oxidizing agents. .
健康ハザード
3-Chloro-1-propanol also know as Trimethylene chlorohydrin, is a moderatelytoxic compound. Skin contact can cause irritation.Ingestion can result in CNSdepression, muscle contraction, gastrointesti nal pain, and ulceration or stomach bleed ing. High dosage can cause liver injury. Thetoxicity of this compound, however, is lesssevere than that of its isomer, propylene β-chlorohydrin.
LD50 value, oral (mice): 2300 mg/kg
火災危険
Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.
安全性プロファイル
Moderately toxic by ingestion. Mutation data reported. Chloropropanols have mutagenic and carcinogenic properties. The 3-monochloropropanol (3-MCPD) is the main chloropropanol found in hydrolyzates of vegetable protein (HVP) made by acid hydrolysis.
廃棄物の処理
Trimethylene chlorohydrin is burned in achemical incinerator equipped with an afterburner and scrubber.
3-クロロ-1-プロパノール 上流と下流の製品情報
原材料
準備製品