基本情報
- 標準SMILES
O=C1c2ccccc2-c2ccccc21- InChIKey
YLQWCDOCJODRMT-UHFFFAOYSA-N- 分子式
- C13H8O
- 平均分子量
- 180.2 g/mol
- 単同位体質量
- 180.05751487
名称と識別子
- 優先名称
- Fluorenone
- IUPAC
- fluoren-9-one
- 現地名
- 9-フルオレノン
- 英語名
- 9-Fluorenone
- 分子式
- C13H8O
- 分子量
- 180.2
名称と別名
名称をさらに表示
データベース識別子
- CAS
486-25-9- PubChem CID
- 10241
- DTXSID
DTXSID6049307- ChEMBL
CHEMBL571655- ChEBI
CHEBI:17922- UNII
- AZ9T83S2AQ
- EC Number
- 207-630-7
- Nikkaji
- J2.596H
物性
構造計算による物性
- XLogP
- 3.6
- 極性表面積
- 17.1 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 1
- 回転可能結合数
- 0
- 重原子数
- 14
- 形式電荷
- 0
- 複雑度
- 222
物理化学的性質
- 融点
- 80 · 80-83 °C (lit.)
- 沸点
- 342 °C · 342 °C (lit.)
- 比重(密度)
- 0 · 0,9 g/cm3
- 蒸気圧
- 0.005 · 0.005-0.2Pa at 20-50℃
- 屈折率
- 1.6309 · 1.6309 (estimate)
- 闪点
- 163 °C · 163 °C
- 貯蔵温度
- 30 °C · Store below +30°C.
- 溶解性
- DMSO (Slightly), Methanol (Slightly)
- 外見
- 結晶性粉末またはフレーク
- 色
- 黄色
- 水溶解度
- 不溶性
- BRN
- 1636531 · 1636531
- Henry's Law Constant
- 6.4 · 6.4×100 mol/(m3Pa) at 25℃, Abraham and Jr. (2019)
- 安定性
- 安定。可燃性。強力な酸化剤とは相容れない。
- InChI
- 1S/C13H8O/c14-13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)13/h1-8H
- InChIKey
- YLQWCDOCJODRMT-UHFFFAOYSA-N
- SMILES
- O=C1c2ccccc2-c3ccccc13
- LogP
- 3.25 at · 3.25 at 25℃ and pH7.7
- CAS データベース
- 486 · 486-25-9(CAS DataBase Reference)
- NISTの化学物質情報
- 9 H-Fluoren-9-one · 9H-Fluoren-9-one(486-25-9)
- EPAの化学物質情報
- 9 · 9-Fluorenone (486-25-9)
化学的性質
化学的特性yellow flakes, chips or crystalline powder; Soluble in ethanol and ether, insoluble in water.
安全と法規制
安全データ
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- LL8925000
- 毒性
- LD50 orally in Rabbit: > 3900 mg/kg
- hs_code
- 29143900
- risk_code
- 36/37/38
- 化審法
- (4)-1618
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 24/25-36/37/39-27-26
- 自然発火温度
- 608 °C
- Hazard Classifications
- Aquatic Chronic 2Eye Irrit. 2
- ストレージクラス
- 11 - Combustible Solids
- 有毒物質データの
- 486-25-9(Hazardous Substances Data)
化学と産業
応用分野
用途有機合成原料。電子写真感光体原料。光機能性原料。
説明9-fluorenone is an important intermediate for organic synthesis. It can be used to manufacture a variety of fine chemicals, mainly used as a modifier for the production of polymer materials, bisphenol fluorene, fluorenyl benzoxazine resin, acrylic resin, polyester, polycarbonate and epoxy resin. In the laboratory, fluorene was used as the raw material, dimethyl sulfoxide as the solvent, sodium hydroxide as the catalyst and oxygen as the oxidant. The oxidizing reaction was carried out by a tower packing reactor. The reaction solution was cooled and filtered to obtain a crude fluorenone. The content of crude fluorenone is 93%. We can recover 94% of the solvent and part of the crude fluorenone through distillation of the filtrate. The crude fluorenone is purified by directional crystallization to obtain yellow flaky fluorenone that have a purity of 99.8% or more.
使用9-Fluorenone is used in the preparation of antimalarial drugs. It is a fluorene derivative. Further, it is used in functional polymer and in dyes.
調製方法
製造方法Fluorenone can be produced by catalytic oxidation of fluorene, or of fluorene fractions in the presence of a quarternary ammonium salt, or by catalytic oxidative cracking (oxicracking) of a suitable aromatic.
純化方法Crystallise 9-fluorenone from absolute EtOH, MeOH or *benzene/pentane. [Ikezawa J Am Chem Soc 108 1589 1986.] Also recrystallise it twice from toluene and sublime it in a vacuum [Saltiel J Am Chem Soc 108 2674 1986]. It can be distilled under high vacuum. [Beilstein 7 H 465, 7 III 2330, 7 IV 1629.]
上流・下流製品情報
上流原料
下流製品
補足説明
定義ChEBI: Fluoren-9-one is the simplest member of the class fluoren-9-ones that is 9H-fluorene bearing an oxo substituent at position 9. It has a role as a fungal xenobiotic metabolite.
関連反応
関連ノート
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