1,3-シクロヘキサンジオン

外観

うすい黄色～褐色, 結晶性粉末～粉末及び塊

溶解性

水、エタノール、アセトン、クロロホルムに可溶。二硫化炭素、エーテル、冷ベンゼンに微溶。水、エタノール及びアセトンに溶ける。

用途

除草剤のスルコトリオンやメソトリオンの中間体となる

用途

有機合成原料。

化学的特性

pale yellow to beige powder

使用

1,3-Cyclohexanedione can be used as a building block in the synthesis of:

• 9-substituted 1,8-dioxo-xanthenes by reacting with unactivated aldehydes via aldol condensation/ Michael addition reaction.
• [(1,2,3-triazol-4-yl)methoxy-phenyl]-2H-indazolo[2,1-b]phthalazine-trione derivatives by treating with phthalhydrazide, aromatic propargyloxy aldehydes, and azides via a four-component condensation reaction.

使用

1,3-Cyclohexanedione is used in organic synthesis and pharmaceutical intermediates. It is the intermediate of herbicides sulcotrione and nitrosulfonone. It is also nitisinone intermediate.

定義

ChEBI: 1,3-Cyclohexanedione is a cyclohexanedione carrying oxo substituents at positions 1 and 3. It is a beta-diketone and a cyclohexanedione.

純化方法

Crystallise the dione from *benzene. Dissolve ~50g of the diol in 140mL of *C6H6 under N2, cool, collect the solid and dry it in a vacuum desiccator overnight. It is unstable and should be stored under N2 or Ar at ~0o. [Thompson Org Synth Coll Vol III 278 1955, Beilstein 7 IV 1985.]