トリフルオロメタンスルホン酸メチル 化学特性,用途語,生産方法
外観
無色～わずかにうすい褐色, 澄明～わずかな微濁の液体
使用上の注意
アルゴン封入
化学的特性
clear colourless to yellow liquid
使用
Methyl trifluoromethanesulfonate is used as a powerful methylating reagent in chemistry. Further, it is used in the conversion of amines to methyl ammonium triflates. In addition, it is also used in Suzuki reaction.
主な応用
Methyl trifluoromethanesulfonate, a methylating agent, is commonly used for the pre-methylation of polysaccharides under mild basic conditions.
In the determination of polysulfides, zerovalent sulfur in sulfide-rich water wells, and polysulfide species in electrolyte of a lithium–sulfur battery using chromatography-based techniques.
In reactions with potassium enolates.
For the conversion of amines to methyl ammonium triflates.
Additionally, methyl trifluoromethanesulfonate has been utilized in the production of 2-Benzyloxy-1-methylpyridinium trifluoromethanesulfonate.
一般的な説明
Methyl trifluoromethane sulfonate is a brown liquid. Insoluble in water. (NTP, 1992) This material is a very reactive methylating agent, also known as methyl triflate.
空気と水の反応
Highly flammable. Insoluble in water.
反応プロフィール
Methyl trifluoromethanesulfonate is sensitive to heat. . Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.
健康ハザード
ACUTE/CHRONIC HAZARDS: When heated to decomposition Methyl trifluoromethanesulfonate emits toxic fumes.
火災危険
Methyl trifluoromethanesulfonate is combustible.
毒性学
Methyl trifluoromethanesulfonate is extremely hazardous. All possible precautions should be taken to avoid inhalation or absorption through the skin. This material is extremely destructive to the tissue of the mucous membranes and upper respiratory tract, eyes, and skin. Inhalation may be fatal as a result of spasm, inflammation, and edema of the larynx and bronchi, chemical pneumonitis, and pulmonary edema. Use in a fume hood. Although there has yet to be a reported human fatality, several cases were reported for methyl fluorosulfonate (LC50 (rat, 1 h) = 5 ppm), and methyl triflate is expected to have similar toxicity based on available evidence.
合成
Methyl trifluoromethanesulfonate is commercially available, however it may also be prepared in the laboratory by treating dimethyl sulfate with triflic acid.
CF3SO2OH + (CH3O)2SO2 → CF3SO2OCH3 + CH3OSO2OH
純化方法
Methyl trifluoromethanesulfonate (methyl triflate) [333-27-7] M 164.1, b 97 -97.5o/736mm, 9 9o/~760mm, 100-102o/~760mm, d 4 1.496, n D 1.3238. It is a strong methylating agent but is corrosive and POISONOUS. Fractionate it carefully and collecting the middle fraction (use an efficient fume cupboard) and keep away from moisture. It is a POWERFUL ALKYLATING AGENT and a strong IRRITANT. [IR: Gramstad & Haszeldine J Chem Soc 173 1956 , J Chem Soc 4069 1957 .] Trifluoromethanesulfonic acid (triflic acid) [1493-13-6] M 151.1, boils higher (b 162o/atm), has a pKa of 3.10, and is TOXIC and hygroscopic. [Hansen J Org Chem 30 4322 1965, Kurz & El-Nasr J Am Chem Soc 104 5823 1982, Beilstein 3 IV 34.]
トリフルオロメタンスルホン酸メチル 上流と下流の製品情報
原材料
準備製品
7,10-Dimethoxy-10-DAB III
N-メチルアニリン・塩酸塩
5-METHOXY-3,4-DIHYDRO-1(2H)-ISOQUINOLINONE
2-(4-(ジフルオロメトキシ)フェニル)-4,4,5,5-テトラメチル-1,3,2-ジオキサボロラン
イソチオシアン酸m-トリル
4-ブロモ-2-メチルチアゾール
4-(4,4,5,5-テトラメチル-1,3,2-ジオキサボロラン-2-イル)安息香酸メチル
ブロモメタン
4-フルオロ-N-メチルベンジルアミン