1-ブロモ-3-クロロプロパン 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
水に不溶, メタノール, エーテルに可溶。エタノール及びアセトンに極めて溶けやすく、水にほとんど溶けない。
用途
有機合成中間体、医薬、シクロプロパンなどの合成。
説明
1-Bromo-3-chloropropane is a halogenated alkane compound containing one bromine atom and one chlorine atom in its structure. Due to the high electronegativity of halogens, the molecule of 1-Bromo-3-chloropropane is highly electrophilic and is easily attacked by electrophilic reagents such as nucleophilic reagents, Lewis acid, etc., which undergoes nucleophilic substitution reactions. The compound is relatively stable at room temperature, but is susceptible to elimination reactions at high temperatures or in the presence of strong acids or bases. In addition, prolonged exposure to air should be avoided because 1-Bromo-3-chloropropane molecules contain halogen atoms that are susceptible to reaction by oxygen and moisture in the air to produce products such as alcohols and aldehydes.
化学的特性
It is a clear and colorless liquid that is soluble in ethanol, ether, and chloroform but insoluble in water.
使用
1-Bromo-3-chloropropane is used in the preparation active pharmaceutical ingredient intermediate such as gemfibrozil and reproterol. It is also involved in the preparation of cardiovascular diseases and analgesic drugs materials. It is utilized as a phase separation reagent for the isolation of ribonucleic acid (RNA) in high quality. It is considered as a replacement of chloroform in nucleic acid separations.
製造方法
The most common method for producing 1-Bromo-3-chloropropane is through the free-radical addition of anhydrous hydrogen bromide to allyl chloride. Alternatively, it can be prepared by reacting ethylene with methylene chlorobromide.
定義
ChEBI: 1-Bromo-3-chloropropane (I-BCP or 109-70-6) is an organochlorine compound that can be used as a safer and equally effective alternative to chloroform. It serves as a phase-separation agent for the one-step method of RNA isolation from biological samples like animal and plant tissue. I-BCP can replace CHCl3 in RNA phase separations.
一般的な説明
1-bromo-3-chloropropane appears as a colorless liquid. Insoluble in water and denser than water. May be toxic by inhalation, ingestion or skin absorption. Used to make pharmaceuticals and other chemicals.
空気と水の反応
Insoluble in water.
反応プロフィール
Halogenated aliphatic compounds, such as 1-Bromo-3-chloropropane, are moderately or very reactive. Reactivity generally decreases with increased degree of substitution of halogen for hydrogen atoms. Materials in this group are incompatible with strong oxidizing and reducing agents. Also, they are incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides.
健康ハザード
Inhalation of vapors or dust is extremely irritating. May cause burning of eyes and flow of tears. May cause coughing, difficult breathing and nausea. Brief exposure effects last only a few minutes. Exposure in an enclosed area may be very harmful. Fire will produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may cause pollution.
火災危険
Some of these materials may burn, but none ignite readily. Containers may explode when heated.
安全性プロファイル
Moderately toxic by
ingestion. When heated to decomposition it
emits toxic fumes of Cland Br-. See also
CHLORINATED HYDROCARBONS,
ALIPHATIC; and BROMIDES.
合成方法
塩化アリルに臭化水素を吹き込み合成する
純化方法
Wash it with conc H2SO4, water, 10% Na2CO3 solution, water again and then dry with CaCl2 and fractionally distil it just before use [Akagi et al. J Am Chem Soc 78 4034 1956]. [Beilstein 1 H 109, 1 IV 212.]
1-ブロモ-3-クロロプロパン 上流と下流の製品情報
原材料
準備製品