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外観
わずかにうすい黄色〜赤黄色, 澄明の液体
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溶解性
ジエチルエーテルに極めて溶けやすく、エタノールに溶けやすく、水にほとんど溶けない。
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解説
C6H3FN2O4(186.0)．2,4-ジニトロフルオロベンゼン, 略称FDNBまたはDNFB．サンガー試薬(Sanger reagent)ともいう．1-クロロ-2,4-ジニトロベンゼンにフッ化カリウムを作用させて合成する．淡黄色の結晶．融点26 ℃，沸点178 ℃(3.3 kPa)．密度1.4718 g cm－3．n20D 1.5690．有機溶媒に可溶．ペプチドの末端アミノ基の修飾やフェノールのヒドロキシ基の確認に用いられる．森北出版「化学辞典（第2版）
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用途
タンパク質あるいはペプチドのアミノ基の修飾 (2,4-ジニトロフェニル化)試薬.
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用途
アミノ酸分析、アミノ基保護試薬、アミノ酸誘導体合成。
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化学的特性
Yellow solid
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使用
A substituted benzene use in polypeptide sequencing (also referred to as Sanger’s reagent). Used in the derivitization of primary amines. Shown to inhibit the reductase activity of mitochondrial b-c1 complex isolated from beef heart mitochondria.
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定義
ChEBI: The organofluorine compound that is benzene with a fluoro substituent at the 1-position and two nitro substituents in the 2- and 4-positions.
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一般的な説明
Clear yellow crystals or yellow crystalline solid.
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空気と水の反応
Slightly soluble in water.
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反応プロフィール
Reacts with oxidizing agents . When air was admitted after vacuum evaporation of an ether peroxide solution, a violent explosion occurred. A halogenated aromatic nitro compound. Aromatic nitro compounds range from slight to strong oxidizing agents. If mixed with reducing agents, including hydrides, sulfides and nitrides, they may begin a vigorous reaction that culminates in a detonation. The aromatic nitro compounds may explode in the presence of a base such as sodium hydroxide or potassium hydroxide even in the presence of water or organic solvents. The explosive tendencies of aromatic nitro compounds are increased by the presence of multiple nitro groups.
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火災危険
2,4-Dinitrofluorobenzene is probably combustible.
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接触アレルゲン
DNFB is a strong skin irritant and a universal contact allergen. It is used as an intermediate in the synthesis of pesticides and pharmaceuticals such as flurbiprofen, a chemical reagent, and as a topical sensitizer for the treatment of alopecia areata
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安全性プロファイル
Poison by ingestion,skin contact, and subcutaneous routes. A powerful irritant and vesicant. Mutation data
reported. Solutions in ether may explode
when evaporated* When heated to
decomposition it emits highly toxic fumes of
NOx and F-. See also NITRO
E COMPOUNDS of AROMATIC
HYDROCARBONS and FLUORIDES.
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純化方法
Crystallise the reagent from Et2O or EtOH. Distil it in a vacuum through a Todd Column (p 11). If it is to be purified by distillation in vacuo, the distillation unit must be allowed to cool before air is allowed into the apparatus; otherwise the residue carbonises spontaneously and an EXPLOSION may occur. The material is a skin irritant and may cause serious dermatitis. [Beilstein 5 IV 742.]
