2-アセチルチオフェン 化学特性,用途語,生産方法
外観
無色～暗褐色, 澄明の液体
溶解性
エタノールに溶け、水にほとんど溶けない。
化学的特性
clear colorless to slightly yellow liquid
使用
2-Acetylthiophene(2AT) is used as an intermediate in the manufacturing of drugs like Tiamonium Iodide, Suprofan, Stepronin, Tenonitrozole, Namirotene, etc. 2AT is used as an important precursor to thiophene-2-acetic acid (T2AA) or its acid chloride (Cl) and thiophene-2-carboxylic acid (T2CA) (Cl). It is important that the process used to synthesize 2AT yields the lowest amount of 3- acetylthiophene isomer.
反応性
Although the condensation product of TeCl4 with 2-acetylthiophene, the bis(2-thiophenoylmethyl)tellurium dichloride has been obtained in poor yields, the reaction product of TeCl4 with 2-acetylpyridine still remains uncharacterized. These observations highlight the substantial role heteroaromatic moiety electronic factors play in the electrophilic reactions of their acetyl derivatives.[1]
安全性プロファイル
Poison by intraperitoneal route. A flammable liquid. When heated to decomposition emits toxic fumes of SOx,.
Solubility in organics
2-Acetylthiophene is miscible at 25°C with triethylene glycol, methanol, ethanol, n-butanol, diethyl ether, dioxane, cellulose butyl ester, ethyl acetate, acetone, acetonitrile, carbon disulphide, carbon tetrachloride, nitromethane, acetic acid, thiophene, tetranaphthalene, aminobenzene, and benzene . It is immiscible with water, glycerol, ethylene glycol, decahydronaphthalene, cyclohexane, diisobutylene, 1-hexadecene, and n-heptane. When equal volumes are mixed, 2-acetylthiophene is miscible with n-heptane above 60.8°C and with ethylene glycol above 31.1°C.
[1] JOHNSON G C. Physical Properties of 2-Acetylthiophene[J]. Journal of the American Chemical Society, 1947, 69 1: 150-152. DOI:
10.1021/ja01193a040.
純化方法
Fractionally distil the thiophene through a 12-plate column, and fraction b 77o/4mm is collected. Also wet the acetylthiophene in order to remove and free thiophene which forms an azeotrope with H2O, b 68o. Store it in a brown bottle, and the clear colourless liquid remains thus for extended periods. [Kosak & Hartough Org Synth Coll Vol III 14 1955, Hartough & Kosak J Am Chem Soc 69 3093 1947.] The red 4-nitrophenylhydrazone crystallises from EtOH with m 181-182o. [Beilstein 17/9 V 387.]
2-アセチルチオフェン 上流と下流の製品情報
原材料
準備製品