diethyl benzylphosphonate

• ChemBase编号: 74905
• 分子式: C11H17O3P
• 平均质量: 228.224641
• 单一同位素质量: 228.09153103
• SMILES: P(=O)(OCC)(OCC)Cc1ccccc1
• Canonical SMILES: CCOP(=O)(Cc1ccccc1)OCC
• InChI: InChI=1S/C11H17O3P/c1-3-13-15(12,14-4-2)10-11-8-6-5-7-9-11/h5-9H,3-4,10H2,1-2H3
• InChIKey: AIPRAPZUGUTQKX-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: diethyl benzylphosphonate
• IUPAC传统名: diethyl benzylphosphonate
• 别名: 苄基膦酸二乙酯; Diethyl(benzyl)phosphonate; DIETHYLBENZYL PHOSPHONATE; Diethyl alpha-toluenephosphonate; (Diethoxyphosphonomethyl)benzene; Benzylphosphonic acid diethyl ester; NSC 62294; Diethyl benzylphosphonate; Diethyl benzylphosphonate

登记号

• CAS号: 1080-32-6
• EC号: 214-097-4
• MDL号: MFCD00009078
• Beilstein号: 2580931
• PubChem SID: 162039823; 24894251
• PubChem CID: 14122

理论计算性质

• 极化性: 24.202454 Å^3
• 极化表面积: 35.53 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true
• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 2.3396928
• LogD (pH = 7.4): 2.3396928
• Log P: 2.3396928
• 摩尔折射率: 60.3762 cm^3

分子性质

理化性质

• 沸点: 106-108 °C/1 mmHg(lit.); 106-108°C/1mm
• 闪点: >110°C(230°F); >113 °C; >235.4 °F
• 密度: 1.094; 1.095 g/mL at 25 °C(lit.)
• 折射率: 1.4975; n20/D 1.497(lit.)

安全信息

• RTECS编号: SZ6600000
• 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: 26-37
• TSCA收录: 是
• GHS危险品标识: GHS07
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: Eyeshields, Gloves

产品相关信息

• 纯度: 95+%; 99%
• 线性分子式: C6H5CH2P(O)(OC2H5)2

详细说明

MP Biomedicals - 05210937

MP Biomedicals Rare Chemical collection

Sigma Aldrich - D91071

包装
25, 100 g in glass bottle
Application
Reactant for synthesis of:
• 3,5-dihydroxy-4-isopropylstilbene for treatment of skin disorders1
• Natural cytotoxic marine products of polyketide origin via intramolecular Diels-Alder reactions2
• Stilbenes via on-column oxidation of vicinal diols and Horner-Emmons reactions3
• Inhibitors of teh Wnt pathway for colon cancer repression using Wadsworth-Emmons reactions4
• Antimalarial drug analogs against P. falciparum5Reactant for:
• Cyclization of aryl ethers, amines, and amides6
• Investigating the effects of functional groups on the performance of clue organic LEDs7

参考文献

• Horner-Wadsworth-Emmons reaction (see Appendix 1) with aromatic aldehydes gives stilbenes, almost exclusively trans: J. Org. Chem., 30, 680 (1965); J. Am. Chem. Soc., 83, 1733 (1961); 96, 1459 (1974). NaH + 15-crown-5 in THF promotes reaction with aldehydes and ketones at room temperature in excellent yields: Synthesis, 117 (1981). Phase-transfer reaction with cinnamaldehydes, using tetra-n-butylammonium iodide and NaOH gives diarylbutadienes: Synthesis, 187 (1976).
• See also 15-Crown-5, A12265.