potassium 3-ethoxy-3-oxopropanoate

• ChemBase编号: 77857
• 分子式: C5H7KO4
• 平均质量: 170.20498
• 单一同位素质量: 169.99814038
• SMILES: O(CC)C(=O)CC(=O)[O-].[K+]
• Canonical SMILES: [O-]C(=O)CC(=O)OCC.[K+]
• InChI: InChI=1S/C5H8O4.K/c1-2-9-5(8)3-4(6)7;/h2-3H2,1H3,(H,6,7);/q;+1/p-1
• InChIKey: WVUCPRGADMCTBN-UHFFFAOYSA-M

名称和登记号

名称

• IUPAC标准名: potassium 3-ethoxy-3-oxopropanoate
• IUPAC传统名: potassium monoethyl malonate; potassium ion monoethyl malonate
• 别名: 丙二酸乙酯单钾盐; 丙二酸单乙酯 钾盐; 丙二酸单乙酯钾盐; 丙二酸单乙酯单钾盐; Monoethyl malonate potassium salt; Potassium monoethyl malonate; Ethyl potassium malonate; Malonic acid monoethyl ester potassium salt; potassium 3-ethoxy-3-oxopropanoate; Potassium 3-ethoxy-3-oxopropanoate; Ethyl potassium malonate

登记号

• CAS号: 6148-64-7
• EC号: 228-156-7
• MDL号: MFCD00035603
• Beilstein号: 3721682
• PubChem SID: 162042702; 24882593; 24862007
• PubChem CID: 3446434

理论计算性质

• Acid pKa: 3.917031
• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): -1.4176992
• LogD (pH = 7.4): -3.0331244
• Log P: 0.17158474
• 摩尔折射率: 39.3426 cm^3
• 极化性: 11.2780695 Å^3
• 极化表面积: 66.43 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 194 °C (dec.)(lit.); 194°C; 195-200 °C (dec.); ca 200°C dec.
• 疏水性(logP): -2.62

安全信息

• 保存注意事项: Hygroscopic; Irritant/Hygroscopic
• 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
• TSCA收录: 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: ≥97.5% (NT); 95%; 98%
• 级别: purum
• 线性分子式: C2H5OCOCH2CO2K

详细说明

Sigma Aldrich - 360899

包装
25, 100 g in poly bottle

参考文献

• An improved method for acylation with acid chlorides utilizes the Rathke MgCl₂-triethylamine reagent in acetonitrile or ethyl acetate to give ?-keto esters in very high yields: Synthesis, 290 (1993):
  
• Compare Diethyl malonate, A15468 and Dimethyl malonate, A11007, for other applications of this technique. See also Ethyl hydrogen malonate, A12627.
• Alternatively, ?-keto esters can be obtained in high yield by reaction with TMS chloride to generate ethyl trimethylsilyl malonate, followed by in situ reaction with acyl imidazoles or acyl chlorides in the presence of DBU: Tetrahedron Lett., 35, 9323 (1994).