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About This Item
线性分子式:
C6H5P(O)H(OC2H5)
CAS号:
分子量:
170.15
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22
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质量水平
方案
94%
表单
liquid
折射率
n20/D 1.526 (lit.)
沸点
94-95 °C/1 mmHg (lit.)
密度
1.129 g/mL at 25 °C (lit.)
SMILES字符串
CCO[PH](=O)c1ccccc1
InChI
1S/C8H11O2P/c1-2-10-11(9)8-6-4-3-5-7-8/h3-7,11H,2H2,1H3
InChI key
UNUJZVUJPIOMGH-UHFFFAOYSA-N
一般描述
苯基次膦酸乙酯是一种有机磷化合物。在钯-1,2-双（二苯基膦基）乙烷络合物（催化剂）的存在下，它可与末端炔烃进行区域选择性的Markovnikov加成反应。 苯基次膦酸乙酯是Inezin（S-苄基-O-乙基苯基膦硫醇盐）在紫外照射下的光分解产物。 它可以通过在吡啶存在下使次膦酸与氯甲酸乙酯反应来制备。 使用 乙基三甲基甲硅烷基苯基亚膦酸酯或相应的三甲基锡烷基酯对其进行乙基化已有报道。据报道，它可以在保持构型的情况下与乙烯进行自由基加成。
应用
苯基次膦酸乙酯可用于制备以下种类的二乙基咪唑-2-基-（氨基）甲基膦酸酯和次膦酸酯：
- 咪唑-2-基甲基（N-丁基氨基）膦酸酯二乙酯
- 咪唑-2-基甲基（N-苄氨基）膦酸酯二乙酯
- 咪唑-2-基甲基（N-丁基氨基）苯基次膦酸酯乙酯
- 咪唑-2-基甲基（N-苄氨基）苯基次膦酸酯乙酯
储存分类代码
10 - Combustible liquids
WGK
WGK 3
闪点(°F)
235.4 °F - closed cup
闪点(°C)
113 °C - closed cup
个人防护装备
Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
T Murai et al.
Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes, 11(2), 185-197 (1976-01-01)
The photodecomposition of Inezin (S-benzyl O-ethyl phenylphosphonothiolate) in n-hexane under the ultraviiolet irradiation was investigated by gas liquid chromatography, thin layer chromatography, mass spectrometry, and infrared spectroscopy. Two main steps of photodecomposition were observed at the initial stage of irradiation.
Preparation of new imidazol-2-yl-(amino) methylphosphonates, phosphinates and phosphine oxides and their unexpected cleavage under acidic conditions.
Boduszek B, et al.
Tetrahedron, 68(4), 1223-1229 (2012)
Satish Kumar Nune et al.
Chemical communications (Cambridge, England), (27)(27), 2858-2860 (2007-07-05)
Palladium-1,2-bis(diphenylphosphino)ethane complex catalyses regioselective Markovnikov addition of ethyl phenylphosphinate to terminal alkynes in toluene, while the use of tri-tert-butylphosphine as the ligand or ethanol as the solvent leads to regioselectivity reversal.
Organophosphorus compounds. II. Ethyl phenylphosphinate.
Hewitt DG.
Australian Journal of Chemistry, 32(2), 463-464 (1979)
Stereochemistry of a Michaelis-Arbusov reaction: alkylation of optically active ethyl trimethylsilyl phenylphosphonite with retention of configuration.
Van den Berg GR, et al.
Journal of the Chemical Society. Chemical Communications, 12, 606-607 (1971)
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