2,6-ルチジン 化学特性,用途語,生産方法
外観
無色～黄褐色, 澄明の液体
溶解性
水に可溶, アルコール, エーテルに可溶。DMF, THFに易溶、水, エタノール, エーテルに可溶。水及びエタノールに溶ける。
用途
化学医薬品の中間体、樹脂、染料、ゴム加硫促進剤、殺虫剤
使用上の注意
アルゴン封入
化学的特性
Colorless to yellow liquid
天然物の起源
Reported found in bread, tea, peppermint oil, cheeses, chicken, beef, pork, beer, sherry, whiskies, cocoa, coffee, tea, oatmeal, rice bran, buckwheat and malt.
使用
2,6-Lutidine is used as a solvent in organic synthesis and as a sterically hindered mild base. It is also used as a vulcanization accelerator for dyes, resins and rubber. It also acts as a food additive.
定義
ChEBI: A member of the class of methylpyridines that is pyridine carrying methyl substituents at positions 2 and 6.
一般的な説明
A colorless liquid with a peppermint odor. Flash point 92°F. Less dense than water. Vapors heavier than air. Produces toxic oxides of nitrogen during combustion. Used to make other chemicals.
空気と水の反応
Highly flammable. Soluble in water.
反応プロフィール
2,6-Lutidine 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
Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.
純化方法
Likely contaminants include 3-and 4-picoline (similar boiling points). However, they are removed by using BF3, with which they react preferentially, by adding 4mL of BF3 to 100mL of dry fractionally distilled 2,6-lutidine and redistilling. Distillation of commercial material from AlCl3 (14g per 100mL) can also be used to remove picolines (and water). Alternatively, lutidine (100mL) can be refluxed with ethyl benzenesulfonate (20g) or ethyl p-toluenesulfonate (20g) for 1hour, then the upper layer is cooled, separated and distilled. The distillate is refluxed with BaO or CaH2, then fractionally distilled through a glass helices-packed column. 2,6-Lutidine can be dried with KOH or sodium or by refluxing with (and distilling from) BaO, prior to distillation. For purification via its picrate, 2,6-lutidine, dissolved in absolute EtOH, is treated with an excess of warm ethanolic picric acid. The precipitate is filtered off, recrystallised from acetone (to give m 163-164.5o (166-167o), and partitioned between ammonia and CHCl3/diethyl ether. The organic layer, after washing with dilute aqueous KOH, is dried with Na2SO4 and fractionally distilled. [Warnhoff J Org Chem 27 4587 1962.] Alternatively, 2,6-lutidine can be purified via its urea complex, as described under 2,3-lutidine. Other purification procedures include azeotropic distillation with phenol [Coulson et al. J Appl Chem (London) 2 71 1952], fractional crystallisation by partial freezing, and vapour-phase chromatography using a 180-cm column of polyethylene glycol-400 (Shell, 5%) on Embacel (May and Baker) at 100o, with argon as carrier gas [Bamford & Block J Chem Soc 4989 1961]. The hydrochloride has m 235-237o, 239o (from EtOH). [Beilstein 20 II 160, 20 III/IV 2776, 20/6 V 32.]
2,6-ルチジン 上流と下流の製品情報
原材料
準備製品
2-(6-メチル-2-ピリジル)エタノール
2,6-ビス（クロロメチル）ピリジン
2,6-ピリジンジカルボン酸
3-ブロモ-2,6-ジメチルピリジン
7-ブロモ-1,2,3,4-テトラヒドロイソキノリン
2,4-ルチジン
2,6-ジメチル-3-ニトロピリジン
5-bromo-1,2,3,4-tetrahydroisoquinoline
セフピラミド
2,6-ピリジンジメタノール
6-BROMOMETHYL-2-PYRIDINECARBOXYLIC ACID
ベルガプテン
2-(ブロモメチル)-6-メチルピリジン
2,6-ジメチルピリジン-4-アミン
2,6-ルチジン N-オキシド
6-メチルピコリン酸
2,6-ジメチルピリジン-3-アミン
6-メチル-2-エテニルピリジン
(2S,6S)-2,6-dimethylpiperidine