9-フルオレノン

Fluorenone

HCID 10241CAS 486-25-9

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

9-Fluorenone486-25-99H-Fluoren-9-oneFluoren-9-oneFLUORENONEDiphenylene ketone9-OxofluoreneDTXSID6049307AZ9T83S2AQNSC-5181DTXCID5029263CHEBI:17922
名称をさらに表示
9-フルオレノン9H-フルオレン-9-オンフルオレンケトンフルオレン-9-オンフルオレノンジフェニレンケトン9フルオレノン9-フルオレノン標準品9‐フルオレノン9‐フルオレノン標準品9-FLUORENONuorenoneDluoren-9-one9-Fluoreneone
RefChem:6603207-630-7C13H8OMFCD000011419H-Fluorene-9-oneCHEMBL571655CCRIS 593HSDB 5490

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

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

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

化学と産業

応用分野 · 3 件

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 · 2 件

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.]

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

88 件

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