phenoxyphosphonoyl dichloride

• ChemBase编号: 75024
• 分子式: C6H5Cl2O2P
• 平均质量: 210.982461
• 单一同位素质量: 209.94042139
• SMILES: O(c1ccccc1)P(=O)(Cl)Cl
• Canonical SMILES: ClP(=O)(Oc1ccccc1)Cl
• InChI: InChI=1S/C6H5Cl2O2P/c7-11(8,9)10-6-4-2-1-3-5-6/h1-5H
• InChIKey: TXFOLHZMICYNRM-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: phenoxyphosphonoyl dichloride
• IUPAC传统名: phenyl dichlorophosphate
• 别名: 二氯化磷酸苯酯; 苯基磷二氯化物; 苯氧基磷酰二氯; 二氯磷酸苯酯; Phenyldichlorophosphate; Phenyl phosphorodichloridate 97%; Phenyl dichlorophosphate; Phenyl dichlorophosphate; Phenyl phosphorodichloridate; Phenyl phosphorodichloridate; Phenyl phosphoryl dichloride; Phenyl phosphodichloridate; PHENYL DICHLOROPHOSPHATE

登记号

• CAS号: 770-12-7
• EC号: 212-220-6
• MDL号: MFCD00002067
• Beilstein号: 511863
• PubChem SID: 162039942; 24898297
• PubChem CID: 13038

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 2.546608
• LogD (pH = 7.4): 2.546608
• Log P: 2.546608
• 摩尔折射率: 46.0552 cm^3
• 极化性: 18.186308 Å^3
• 极化表面积: 26.3 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: -1°C
• 沸点: 196°C; 241-243 °C(lit.); 241-243°C
• 闪点: 112°C(233°F); 113 °C; 235.4 °F
• 密度: 1.412 g/mL at 25 °C(lit.); 1.415; 1.42 g/ml
• 折射率: 1.5230; n20/D 1.523(lit.)

安全信息

• 保存条件: 2-8°C, Desiccate
• 保存注意事项: Moisture Sensitive
• RTECS编号: TD4393000
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C); 剧毒(Highly toxic) (T+)
• 联合国危险货物编号: 3265; UN2922
• 德国WGK号: 3
• 联合国危险货物等级: 8
• 联合国危险货物包装类别(PG): 2; II
• 危险公开号: 22-27-34; 34-37
• 安全公开号: 26-28-36/37/39-45; 26-36/37/39-45
• TSCA收录: 是
• GHS危险品标识: GHS05; GHS06
• GHS警示词: Danger
• GHS危险声明: H301-H310-H314-H318; H314
• GHS警示性声明: P260-P301+P310-P303+P361+P353-P305+P351+P338-P361-P405-P501A; P280-P305 + P351 + P338-P310
• 个人保护装置: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3265 8/PG 2

产品相关信息

• 纯度: ≥95%; 97%
• 线性分子式: C6H5OP(O)Cl2

详细说明

MP Biomedicals - 02151826

1 ml = approx. 1.42 g
Acetylcholinesterase inhibitor

Sigma Aldrich - P22389

包装
25, 100 g in glass bottle
Application
用于制备磷酸二酯。1

参考文献

• Reagent for the preparation of phosphate diesters. The phenyl group is removable by hydrogenolysis: J. Am. Chem. Soc., 75, 4510 (1953).
• Coupling reagent, e.g. in pyridine for the preparation of derivatives of sulfinic acids with alcohols, amines, thiols etc.: Synthesis, 937 (1980). Similarly, carboxylic acids in pyridine can be coupled with thiols to give thiocarboxylic acid S-esters: Can. J. Chem., 58, 2645 (1980), and with sodium azide in the presence of a phase-transfer catalyst to give acyl azides: Synth. Commun., 13, 289 (1983).
• Reacts with the Li enolates of ?-diketones, in the presence of LiCl, to give ?-chloro-ɑ?-enones: Can. J. Chem., 64, 520 (1986).
• In combination with NaI, cleaves dialkyl ethers to iodides in high yield: Synth. Commun., 18, 119 (1988), and 1,3-dithianes and other dithioacetals to carbonyl groups: Tetrahedron Lett., 29, 5471 (1988).
• In combination with Dimethyl sulfoxide, A13280, effects selective oxidation of alcohols to aldehydes or ketones with less ɑ-chlorination than the more usual Swern (Oxalyl chloride, A18012) system: J. Org. Chem., 52, 5621 (1987). Similarly, benzylamines have been converted to benzaldehydes: Synth. Commun., 19, 3407 (1989).
• For a brief feature on uses of the reagent in synthesis, see: Synlett, 1651 (2004).