アセトニルアセトン 化学特性,用途語,生産方法
外観
ごくうすい黄色～暗褐色, 澄明の液体
溶解性
エタノール及び水に極めて溶けやすい。
用途
有機合成中間体 (NITE CHRIP)
用途
有機合成原料。
説明
2, 5-hexadione (2,5HD) is a flammable, transparent colorless to amber water-soluble liquid that is a multifunctional platform chemical, a major metabolite of n-hexane, and a key intermediate for the production of high energy density aviation fuels from biomass resources. It has a sweet aromatic smell and neurotoxic effects. It can be used as a high energy density fuel additive of platform chemicals, and can induce ovarian granulosa cell cycle arrest to establish ovarian injury model. It can also be used for biological monitoring of 2, 5-hexanedione exposure to n-hexane
[1-2].
化学的特性
colourless to pale yellow liquid
使用
It is the metabolite implicated in n-hexane neurotoxicity.
主な応用
2,5-Hexanedione is a neurotoxic metabolite of n-hexanes and methyl n-butyl ketone. It is also used as the starting material for diels-alder cycloaddition reactions, such as a reactions with amines to form 2,5-dimethylpyrroles.
製造方法
20 g of diethyl 2,3-diacetylbutanedioate are mechanically shaken for several days with 250 ml (excess) of 5% aqueous sodium hydroxide, and until no diethyl 2,3-diacetylbutanedioate
separates on acidification of a sample with dilute hydrochloric acid.
The solution is then saturated with potassium carbonate and extracted
with ether,
the extract is washed with brine to remove alcohol, dried over calcium
chloride, and distilled, the fraction 192-198° C being retained. You can get 2,5-Hexanedione with a yield of 70%. Colourless liquid; agreeable odour; miscible with water, alcohol
and ether; m.p. 9° C; b.p. 194° C; d=0.973 g/ml at 20° C.
定義
ChEBI: A diketone that is hexane substituted by oxo groups at positions 2 and 5. It is a toxic metabolite of hexane and of 2-hexanone
一般的な説明
Clear colorless to amber liquid with a sweet aromatic odor.
空気と水の反応
Highly flammable. Water soluble.
反応プロフィール
Acetonylacetone is incompatible with oxidizing agents. Acetonylacetone is also incompatible with strong bases and strong reducing agents.
火災危険
Acetonylacetone is combustible.
純化方法
Purify it by dissolving in Et2O, stiring with K2CO3 (a quarter of the weight of dione), filtering, drying over anhydrous Na2SO4 (not CaCl2), filtering again, evaporating the filtrate and distilling it in a vacuum. It is then redistilled through a 30cm Vigreux column (p 11, oil bath temperature 150o). It is miscible with H2O and EtOH. The dioxime has m 137o (plates from *C6H6), the mono-oxime has b 130o/11mm, and the 2,4-dinitrophenylhydrazone has m 210-212o (red needles from EtOH). It forms complexes with many metals. [Werner et al. Chem Ber 22 2100 1989, for enol content see Gero J Org Chem 19 1960 1954, Beilstein 1 IV 3688.]
アセトニルアセトン 上流と下流の製品情報
原材料
準備製品