1,2-フェニレンジアミン 化学特性,用途語,生産方法
外観
白色～暗褐色, 結晶～結晶性粉末又はフレーク
溶解性
水に微溶, エタノールに可溶, エーテルに可溶。エタノール, エーテル, クロロホルムに易溶、熱湯に可溶。エタノール(95)及びアセトンに溶けやすく、水にやや溶けやすい。
解説
C
6H
4(NH
2)
2．ベンゼン環にアミノ基2個をもつ芳香族ジアミン．o-フェニレンジアミン，m-フェニレンジアミン，p-フェニレンジアミンの3種の異性体がある．いずれも有機合成の原料として，たとえば，染料合成の中間物としての用途が広い．
用途
染料、酸化防止剤、写真用薬剤、ポリアミド線維、殺虫剤、薬品。
用途
EIA法において、パーオキシダーゼ標識抗体、過酸化水素とともに用いる。
使用上の注意
不活性ガス封入
化学的特性
o-Phenylenediamine is a white to brownish crystalline substance that turns red upon exposure to air.
使用
o-Phenylenediamine is an amino substituted benzene used in the manufacture of dyes. Potential use in sensitive immunosensor for cancer biomarker.Environmental toxin on US EPA Toxic Release Inventory list (TRI) list.
定義
ChEBI: A phenylenediamine in which the two amino groups are ortho to each other.
一般的な説明
Colorless monoclinic crystals if pure; technical grade brownish-yellow crystals or a sandy brown solid. Used in manufacture of dyes, photography, organic synthesis.
空気と水の反応
Soluble in water [Hawley]. Melting point 219 F. Flash point 277 F. Toxic by skin absorption, inhalation or ingestion. Even as a solid will spot downwind area brown/purple (Roger Patrick, DuPont Engineer).
反応プロフィール
o-Phenylenediamine a weak aromatic amine base neutralizes acids in exothermic reactions to form salts. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Darkens on exposure to air (Roger Patrick, DuPont Engineer).
健康ハザード
The toxic effects of m-phenylenediamineare similar to its ortho- and para-isomers.The toxic symptoms were tremor, excite ment, convulsions, and cyanosis, and col lapse at fatal dose. Other symptoms includeddecreased blood pressure and pulse rate.Chronic toxic effects resulting from the oralapplication of an aqueous solution of thiscompound were increase in liver and to alesser extent, kidney weights. No carcinogenicity was observed in test animals. Thecompound was excreted rapidly, unchanged.
LD50 value, oral (rats): 650 mg/kg.
火災危険
Flash point data for o-Phenylenediamine are not available. o-Phenylenediamine is probably combustible.
安全性プロファイル
Confirmed carcinogen. Poison by ingestion and intraperitoneal routes. Moderately toxic by subcutaneous route. Mildly toxic by skin contact. Mutation data reported. A pesticide and pharmaceutical. When heated to decomposition it emits toxic fumes of NOx. See also other phenylenediamine entries and AMINES
職業ばく露
Used as an intermediate in the making of dyes; pesticides, pharmaceuticals, and rubber chemicals; in making fungicides and other chemicals; in photographic and analytical procedures and processes
発がん性
o-PDA (dihydrochloride) induced hepatocellular carcinomas
during an 18-month feeding study in male Charles River
CD rats given diets containing 2000 or 4000 ppm of the
chemical (female rats not used in this study). No significant
carcinogenic effects were observed in male and female CD-1
mice given higher doses (6872 or 13,743 ppm) of the
compound.
輸送方法
UN1673 Phenylenediamines (o-, m-, p-), Hazard Class: 6.1; Labels: 6.1-Poisonous materials.
純化方法
Crystallise the diamine from aqueous 1% sodium hydrosulfite (charcoal), wash it with ice-water and dry it in a vacuum desiccator, or sublime it in vacuo. It has been purified by recrystallisation from toluene and zone refined [Anson et al. J Am Chem Soc 108 6593 1986]. Purification by refluxing a CH2Cl2 solution containing charcoal is also carried out followed by evaporation and recrystallisation [Koola & Kochi J Org Chem 52 4545 1987], protect from light. The acetate has m 186o. [Beilstein 13 IV 38.]
不和合性
Dust may form explosive mixture with air. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, acid chlorides; acid anhydrides; chloroformates. Heat and light contribute to instability. Keep away from metals; 1,2-PHENYLENEDIAMINE a weak aromatic amine base neutralizes acids in exothermic reactions to form salts. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Darkens on exposure to air (Roger Patrick, DuPont Engineer).
廃棄物の処理
Controlled incineration whereby oxides of nitrogen are removed from the effluent gas by scrubber, catalytic or thermal device.
1,2-フェニレンジアミン 上流と下流の製品情報
原材料
準備製品
4-(キノキサリン-2-イル)フェノール
2-(ヒドロキシメチル)ベンズイミダゾール
キノキサリン
シアノカルバミン酸メチル
2-(a-Hydroxyethyl)benzimidazole
(1-メチル-1H-ベンズイミダゾール-2-イル)メチルアミン
2-(2-ピリジニル)-1H-ベンゾイミダゾール
キノキサリン-2-カルボン酸
ピラジン-2,3-ジカルボン酸無水物
オキサトミド
1H-ベンズイミダゾール-2-カルボン酸
2'-アミノアセトアニリド
2-キノキサリンチオール
フェニルチオホスホン酸O-エチルO-(8-キノリル)
オクスフェンダゾール
1,10-フェナントロリン
2-(2-フラニル)-1H-ベンゾイミダゾール
Sodium benzotriazole
2-メチルベンゾイミダゾール
1H-BENZOIMIDAZOLE-2-THIOL
ビスベンゾイミダゾ[2,1-b:1',2'-j]ベンゾ[lmn][3,8]フェナントロリン-6,9-ジオン/ビスベンゾイミダゾ[2,1-b:2',1'-i]ベンゾ[lmn][3,8]フェナントロリン-8,17-ジオン
2-(ジクロロメチル)-1H-ベンゾイミダゾール
dispersant BZS
塩基性黄40
Vat Brown B
[1,2-フェニレンビス(イミノカルボノチオイル)]ビス(カルバミド酸)ジメチル
2-キノキサリンカルボン酸エチル
2,3-DIHYDROXYQUINOXALINE-6-CARBOXYLIC ACID
3-メチルキノキサリン-2-オール
7,14-ジヒドロキノキサリノ[2,3-b]フェナジン
オメプラゾール
ベンダゾール
4-ブロモ-2,1,3-ベンゾチアジアゾール
2-メルカプトベンゾイミダゾール
2-クロロ-3-メチルキノキサリン
3-アミノフェナジン-2-オール
1H-ベンズイミダゾール-2-カルボニルクロリド塩酸塩
2-メチルキノキサリン
2,3-フェナジンジアミン
QUINOXALINE-2,3-DICARBOXYLIC ACID