1,10-フェナントロリン 化学特性,用途語,生産方法
外観
白色～うすい黄褐色、結晶性粉末～粉末
用途
塗料乾燥剤，メッキ薬，架橋ポリエチレン絶縁剤，重合触媒原料。
使用上の注意
アルゴン封入
説明
o-Phenanthroline is a white crystalline powder and serves as an organic intermediate. It has multiple uses, acting as both a redox indicator and a reagent for the determination of various metals such as ferrous, palladium, vanadium, copper, and iron.
化学的特性
Monohydrate is a white crystalline powder. The melting point is 93-94°C, the melting point of anhydrous is 117°C, soluble in 300 parts of water, 70 parts of benzene, soluble in alcohol and acetone.
使用
o-Phenanthroline is a commonly used redox indicator and also a bidentate ligand. It has been widely used in transition metal-catalyzed cross-coupling reactions and C?H bond activation reactions. It also acts as a chelating agent, forming complexes with most metal ions. In addition, it functions as a ligand employed in the spectrophotometric determination of metals and photocatalytic reduction of carbon dioxide.
製造方法
1,10-Phenanthroline is prepared by heating o-phenylenediamine, glycerin, nitrobenzene and concentrated sulfuric acid.
安全性プロファイル
Poison by ingestion and intraperitoneal routes. An experimental teratogen. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
純化方法
Purify it via the HgCl2 addition compound formed when phenanthridine (20g) in 1:1 HCl (100mL) is added to aqueous HgCl2 (60g in 3L), and the mixture is heated to boiling. The HgCl2 complex separates as yellow red crystals with m 195-198o [Arcus & Mesley J Chem Soc 1780 1953]. Conc HCl is then added until all of the solid has dissolved. The compound separates on cooling and is decomposed with aqueous NaOH (ca 5M). Phenanthridine is extracted into Et2O, evaporated, and the residue is crystallised from pet ether (b 80-100o) or EtOAc. [Cumper et al. J Chem Soc 45218 1962.] It is also purified by chromatography on activated alumina from *benzene solution, with diethyl ether as eluent. Evaporation of ether gives crystalline material which is freed from residual solvent under vacuum, then further purified by fractional crystallisation, under N2, from its melt. It was purified by zone melting and sublimes in a vacuum. The picrate has m 218.5-219.5o (from iso-PrOH) (also reported are m 244-245o and 247-248o, from EtOH or H2O). [Slough & Ubbelhode J Chem Soc 911 1957.] [Beilstein 20 H 466, 20 III/IV 4016, 20/8 V 223.]
1,10-フェナントロリン 上流と下流の製品情報
原材料
8-アミノキノリン
1,2-フェニレンジアミン
1,10-Phenanthroline, 1,2,3,4-tetrahydro-
Pyridine, 3,3'-(1Z)-1,2-ethenediylbis[2-bromo-
2-アミノニコチンアルデヒド
5,6-エポキシ-5,6-ジヒドロ-[1,10]フェナントロリン
こはく酸ジナトリウム
準備製品
1,10-フェナントロリン-5,6-ジオン
2,9-dibromo-1,10-phenanthroline-5,6-dione
アセチルアセトナトナトリウム
1,10-Phenanthroline-5,6-dione,3,8-dibromo
5,6-ジメチル-1,10-フェナントロリン
2-メトキシベンジルアルコール
2,2'-ビ[4-キノリンカルボン酸]
2,9-ジクロロ-1,10-フェナントロリン