7-fluoro-4-hydroxy-2H-chromen-2-one

• ChemBase编号: 143627
• 分子式: C9H5FO3
• 平均质量: 180.1326032
• 单一同位素质量: 180.02227224
• SMILES: c1cc2c(cc(=O)oc2cc1F)O
• Canonical SMILES: Fc1ccc2c(c1)oc(=O)cc2O
• InChI: InChI=1S/C9H5FO3/c10-5-1-2-6-7(11)4-9(12)13-8(6)3-5/h1-4,11H
• InChIKey: FSWKHPJLMMGTBV-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 7-fluoro-4-hydroxy-2H-chromen-2-one
• IUPAC传统名: 7-fluoro-4-hydroxychromen-2-one
• 别名: 7-Fluoro-4-hydroxy-1(2H)-benzopyran-2-one; 7-Fluoro-4-hydroxy-2H-chromen-2-one; 7-Fluoro-4-hydroxycoumarin

登记号

• CAS号: 2145-27-9
• MDL号: MFCD11845381
• PubChem SID: 162237845
• PubChem CID: 54694570

理论计算性质

• Acid pKa: 5.6051807
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 0.92140305
• LogD (pH = 7.4): -0.5908606
• Log P: 1.1725147
• 摩尔折射率: 43.6573 cm^3
• 极化性: 16.078648 Å^3
• 极化表面积: 46.53 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 220-225 °C

安全信息

• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302

产品相关信息

• Empirical Formula (Hill Notation): C9H5FO3

详细说明

Sigma Aldrich - 732982

包装
250 mg in glass bottle
Application
Reactant for:
• Enantioselective synthesis of polycyclic coumarins via in situ formed primary amine-imine-catalyzed asymmetric Michael addition to cyclic enones1
• Preparation of dicoumarol analogs as inhibitors of human NAD(P)H quinone oxidoreductase-1 (NQO1) as agents active against human pancreatic and colon cancer cells2
• Imidazolidinecarboxylic acid-catalyzed asymmetric Michael reaction with unsaturated ketones in a highly atom-economic catalytic one-step formation of optically active warfarin anticoagulant3
• Asymmetric synthesis of functionalized α-keto esters and their hemiketal and hemiaminal derivatives via direct Michael addition with unsaturated α-keto esters catalyzed by bisoxazoline-copper(II) complexes4