2-(diethoxyphosphoryl)acetic acid

• ChemBase编号: 74944
• 分子式: C6H13O5P
• 平均质量: 196.138181
• 单一同位素质量: 196.05006015
• SMILES: O=C(CP(=O)(OCC)OCC)O
• Canonical SMILES: CCOP(=O)(CC(=O)O)OCC
• InChI: InChI=1S/C6H13O5P/c1-3-10-12(9,11-4-2)5-6(7)8/h3-5H2,1-2H3,(H,7,8)
• InChIKey: DVQMPWOLBFKUMM-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(diethoxyphosphoryl)acetic acid
• IUPAC传统名: (diethoxyphosphoryl)acetic acid
• 别名: 二乙基磷乙酸; (Diethoxyphosphoryl)acetic acid; Diethylphosphonoacetic acid; Diethyl (hydroxycarbonylmethyl)phosphonate; (Diethoxyphosphinyl)acetic acid; Diethyl carboxymethylphosphonate; NSC 272281; Diethylphosphonoacetic acid; 2-(Diethoxyphosphoryl)acetic acid; DIETHYLPHOSPHONOACETIC ACID

登记号

• CAS号: 3095-95-2
• MDL号: MFCD00192032
• PubChem SID: 162039862; 24856264
• PubChem CID: 36704

理论计算性质

• Acid pKa: 4.3356194
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): -0.99808514
• LogD (pH = 7.4): -2.75822
• Log P: 0.1934423
• 摩尔折射率: 42.0958 cm^3
• 极化性: 17.191698 Å^3
• 极化表面积: 72.83 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

理化性质

• 沸点: 150 °C/0.05 mmHg(lit.); 150°C/0.05mm
• 闪点: >110 °C; >110°C; >230 °F
• 密度: 1.220 g/mL at 25 °C(lit.)
• 折射率: n20/D 1.445(lit.)

安全信息

• 保存注意事项: Harmful/Irritant
• 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
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

产品相关信息

• 纯度: 95%; 95+%; 97%
• 线性分子式: (C2H5O)2P(O)CH2CO2H

详细说明

Sigma Aldrich - 268127

包装
25 mL in poly bottle
5 mL in glass bottle
Application
Acts as a nucleophile for nucleophilic addition reactions for synthesis of allene epoxides1Reactant for:
• Stereoselectivity studies of the Staudinger reaction2
• Enantioselective formation of diols via epoxidation and hydration reactions3
• Horner-Wadsworth-Emmons reactions4,5
• Remote chelation controlled Ireland-Claisen rearrangement6
• Ugi-Dieckmann reactions for synthesis of tetramic acid derivatives7
用于为分子内 HEW 反应提供膦酸酯中间体