2,6-ジメチルアニリン 化学特性,用途語,生産方法
外観
無色〜暗赤褐色, 澄明の液体
溶解性
エタノール及びアセトンに溶け、水にわずかに溶ける。
用途
有機合成原料。
用途
農薬(殺虫剤)、染料、薬品、香料の合成中間体。
使用上の注意
不活性ガス封入
化学的特性
clear yellow to red-brown liquid
使用
2,6-Dimethylaniline is used in pharmaceuticals, as dye intermediates and in organic synthesis. It is also used in the production of antioxidants, agricultural, pharmaceutical, rubber chemicals and other target organic molecules.
定義
ChEBI: 2,6-dimethylaniline is a primary arylamine that is aniline in which the hydrogens at the 2- and 6-positions are replaced by methyl groups. It is used in the production of some anasthetics and other chemicals. It is a drug metabolite of lidocaine (local anasthetic). It has a role as a carcinogenic agent and a drug metabolite. It is a primary arylamine and a dimethylaniline.
製造方法
2,6-Dimethylaninile is prepared by nitration of xylene and reduction, followed by removal of the 2,4-isomer by formation of the acetate salt, removal of the 2,5-isomer by formation of the hydrochloride salt, and recovery of the 2,6-isomer by sublimation (US National Library of Medicine, 1992a).
2,6-Dimethylaniline is produced by one company each in Japan, Switzerland and the USA and by three companies in Germany (Chemical Information Servces, 1991).
一般的な説明
A liquid. Toxic by ingestion, inhalation and skin absorption. Slightly soluble in water. Used in pharmaceuticals, as dye intermediates and organic syntheses.
空気と水の反応
Slightly soluble in water.
反応プロフィール
2,6-Dimethylaniline reacts with strong oxidizing agents [Handling Chemicals Safely 1980 p. 964]. Neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.
健康ハザード
May be fatal if inhaled, swallowed or absorbed through skin. Vapor or mist irritating to the eyes, mucous membranes and upper respiratory tract; causes skin irritation. Absorption into body leads to the formation of methemoglobin which, in sufficient concentration, may cause cyanosis. Onset may be delayed 2-4 hours or longer. Exposure can cause nausea, dizziness, headache, damage to the eyes, and blood effects.
火災危険
Special Hazards of Combustion Products: Container explosion may occur under fire conditions. Emits toxic fumes under fire conditions.
安全性プロファイル
Suspected carcinogen.
Moderately toxic by ingestion. Mutation data
reported. Questionable carcinogen with
experimental carcinogenic data. When
heated to decomposition it emits toxic
fumes of NOx. See also other xylidme
entries.
純化方法
Convert vic-xylidine to a derivative (see below) which, after recrystallisation, is decomposed with alkali to give the free base. Dry it over KOH and fractionally distil. The acetyl derivative has m 177o, the benzoyl derivative has m 168o, and the picrate has m 180o. [Beilstein 12 H 1107, 12 IV 2521.]
2,6-ジメチルアニリン 上流と下流の製品情報
原材料
準備製品
リドフェニン
N-(2,6-ジメチルフェニル)アセトアミド
N-(2,6-ジメチルフェニル)-2-(2-オキソピロリジノ)アセトアミド
N-(2,6-ジエチルフェニル)-N-(メトキシメチル)クロロアセトアミド
ピルジカイニド
2-クロロ-N-(1H-ピラゾール-1-イルメチル)-N-(2,6-ジメチルフェニル)アセトアミド
ロピバカイン
ブピバカイン
rac-(R*)-2-[N-(2,6-ジメチルフェニル)-N-(メトキシアセチル)アミノ]プロピオン酸メチル
(2,6-ジメチルフェニル)ヒドラジン・塩酸塩
(2,6-ジメチルフェニル)メタノール
3,3',5,5'-テトラメチルベンジジン
N-(2,6-ジメチルフェニル)-2-メトキシ-N-(2-オキソオキサゾリジン-3-イル)アセトアミド
rac-(2R*)-2-[(2,6-ジメチルフェニル)(フェニルアセチル)アミノ]プロパン酸メチル
1-(2,6-ジメチルフェニル)ピペラジン
エチドカイン塩酸塩
2-クロロ-2',6'-ジメチルアセトアニリド
Benzenamine, N-butyl-2,6-dimethyl-
2-(2,6-DIMETHYLPHENYL)ETHANOL
Acid Orange 134
3-[[4-[[6-[(4-アミノベンゾイル)アミノ]-1-ヒドロキシ-3-スルホ-2-ナフチル]アゾ]-3,5-ジメチルフェニル]アゾ]-1,5-ナフタレンジスルホン酸三ナトリウム