prop-2-en-1-yl 2-(diethoxyphosphoryl)acetate

• ChemBase编号: 140654
• 分子式: C9H17O5P
• 平均质量: 236.202041
• 单一同位素质量: 236.08136027
• SMILES: CCOP(=O)(CC(=O)OCC=C)OCC
• Canonical SMILES: CCOP(=O)(CC(=O)OCC=C)OCC
• InChI: InChI=1S/C9H17O5P/c1-4-7-12-9(10)8-15(11,13-5-2)14-6-3/h4H,1,5-8H2,2-3H3
• InChIKey: USZLAMOPIWNLPH-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: prop-2-en-1-yl 2-(diethoxyphosphoryl)acetate
• IUPAC传统名: prop-2-en-1-yl 2-(diethoxyphosphoryl)acetate
• 别名: 膦酰基乙酸P,P-二乙基烯丙酯; P,P-二乙基膦酰基乙酸烯丙酯; Phosphonoacetic acid P,P-diethyl allyl ester; Allyl P,P-diethylphosphonoacetate

登记号

• CAS号: 113187-28-3
• MDL号: MFCD00191710
• Beilstein号: 1788582
• PubChem SID: 24865325; 162234895
• PubChem CID: 4583084

理论计算性质

• Acid pKa: 18.17784
• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 1.0076565
• LogD (pH = 7.4): 1.0076565
• Log P: 1.0076565
• 摩尔折射率: 56.0276 cm^3
• 极化性: 22.61109 Å^3
• 极化表面积: 61.83 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: true

分子性质

理化性质

• 沸点: 157-158 °C/10 mmHg(lit.)
• 闪点: 110 °C; 230 °F
• 密度: 1.12 g/mL at 25 °C(lit.)
• 折射率: n20/D 1.445(lit.)

安全信息

• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36
• 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: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

产品相关信息

• 纯度: 97%
• 线性分子式: (C2H5O)2P(O)CH2COOCH2CH=CH2

详细说明

Sigma Aldrich - 405701

包装
5, 25 mL in glass bottle
Application
Reactant for:
• Horner-Wadsworth-Emmons reaction1
• Preparation of phosphonate-functionalized cyclopentenones via regioselective Pauson-Khand processes2
• Preparation of salicylihalamide analog saliphenylhalamide as potential vacuolar ATPase inhibitors and anticancer agents3
• Solid-phase synthesis of olefin-containing peptides via Horner-Emmons reaction as inhibitors of HTLV-1 protease4
• Synthesis of fluorescent poly(aromatic amide) dendrimers5