6,7-dihydroxy-4-methyl-2H-chromen-2-one

• ChemBase编号: 59807
• 分子式: C10H8O4
• 平均质量: 192.16812
• 单一同位素质量: 192.04225874
• SMILES: c12c(c(cc(=O)o1)C)cc(c(c2)O)O
• Canonical SMILES: O=c1cc(C)c2c(o1)cc(c(c2)O)O
• InChI: InChI=1S/C10H8O4/c1-5-2-10(13)14-9-4-8(12)7(11)3-6(5)9/h2-4,11-12H,1H3
• InChIKey: KVOJTUXGYQVLAJ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 6,7-dihydroxy-4-methyl-2H-chromen-2-one
• IUPAC传统名: 6,7-dihydroxy-4-methylcoumarin
• 别名: 6,7-二羟基-4-甲基香豆素; 6,7-Dihydroxy-4-methylcoumarin; 6,7-Dihydroxy-4-methyl-2H-chromen-2-one; 4-Methylesculetin; 6,7-DIHYDROXY-4-METHYLCOUMARIN; 4-METHYLESCULETIN

登记号

• CAS号: 529-84-0
• EC号: 208-470-0
• MDL号: MFCD00006859
• Beilstein号: 162550
• PubChem SID: 24863489; 24847302; 162064570
• PubChem CID: 5319502

理论计算性质

• Acid pKa: 7.879867
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 1.4738292
• LogD (pH = 7.4): 1.3523794
• Log P: 1.4756236
• 摩尔折射率: 49.7924 cm^3
• 极化性: 18.78947 Å^3
• 极化表面积: 66.76 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

• 溶解度: DMF: soluble; DMSO: soluble
• 熔点: 274-276 °C(lit.); ca 275°C dec.
• 紫外吸收波长: λmax 348 nm
• 荧光: λex 360 nm; λem 459 nm in 0.1 M Tris pH 9.0

安全信息

• 保存条件: 2-8°C
• 保存注意事项: IRRITANT
• RTECS编号: GN6384500
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 2
• 危险公开号: 36/37/38
• 安全公开号: 26-36; 26-37
• TSCA收录: false; 是
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335; H315-H319-H335-H303
• GHS警示性声明: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: ≥98.0% (TLC); 97%; 98%
• 级别: for fluorescence
• Empirical Formula (Hill Notation): C10H8O4
• 分类: Derivatives & analogs of Natural Compounds

详细说明

MP Biomedicals - 02157746

(4-Methylesculetin)

MP Biomedicals - 05213720

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 119903

Application
Can be used as a fluorescent sensor to monitor the consumption of a boronic acid in a Suzuki cross-coupling reaction. Fluorescence is easily detectable to the naked eye using a standard hand-held long-wave UV lamp (365 nm)1.

Sigma Aldrich - 37705

Application
suitable as pH-indicator