diethyl chlorophosphonite

• ChemBase编号: 104913
• 分子式: C4H10ClO2P
• 平均质量: 156.547761
• 单一同位素质量: 156.01069387
• SMILES: CCOP(Cl)OCC
• Canonical SMILES: CCOP(OCC)Cl
• InChI: InChI=1S/C4H10ClO2P/c1-3-6-8(5)7-4-2/h3-4H2,1-2H3
• InChIKey: TXHWYSOQHNMOOU-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: diethyl chlorophosphonite
• IUPAC传统名: ethyl phosphorochloridite
• 别名: 二乙基氯代磷酸酯; 氯亚磷酸二乙酯; 二乙基亚磷酰氯; 氯代亚磷酸二乙酯; Diethyl chlorophosphonite; Diethyl phosphorochloridite; Diethyl chlorophosphite; Ethyl phosphorochloridite; DIETHYL CHLOROPHOSPHITE

登记号

• CAS号: 589-57-1
• EC号: 209-652-2
• MDL号: MFCD00009074
• Beilstein号: 1098392
• 默克索引号: 143841
• PubChem SID: 162093074; 24859281; 24894269
• PubChem CID: 68530

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 2.0337
• LogD (pH = 7.4): 2.0337
• Log P: 2.0337
• 摩尔折射率: 36.5633 cm^3
• 极化性: 14.173006 Å^3
• 极化表面积: 18.46 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 沸点: 153-155 °C(lit.); 153-155°C; 56-57.5 °C/30 mmHg(lit.); 56-57.5°C @ 30 mm Hg
• 闪点: 1 °C; 1.1°C; 25°C(77°F); 33.8 °F
• 密度: 1.082; 1.082 g/ml; 1.089 g/mL at 20 °C(lit.)
• 折射率: 1.4375; n20/D 1.434(lit.); n20/D 1.437

安全信息

• 保存条件: 2-8°C
• 保存注意事项: Moisture Sensitive
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C); 易燃性(Flammable) (F)
• 联合国危险货物编号: 2924; UN2920
• 德国WGK号: 3
• 联合国危险货物等级: 3; 8
• 联合国危险货物包装类别(PG): 2; II
• 澳大利亚Hazchem: 3WE
• 危险公开号: 10-14-34; 11-14-34-37; R:11-14-34
• 安全公开号: 26-36/37/39-45; 7/8-16-26-36/37/39-45; S:16-27/28-30-36/37/39-45
• 欧盟危险货物分类: FC
• 欧盟危险识别号(EUHIN): 8A
• 美国ERG指导号: 132
• TSCA收录: 是
• GHS危险品标识: GHS02; GHS05; GHS07
• GHS警示词: Danger
• GHS危险声明: H225-H314-H335; H314-H318-H226
• GHS警示性声明: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P210-P261-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 2924 3/PG 2
• 欧盟补充危害声明: Reacts violently with water.
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥90% (GC); 95%; 97%
• 级别: technical
• 线性分子式: (C2H5O)2PCl

详细说明

MP Biomedicals - 02157685

(Ethyl phosphorochloridite)

Sigma Aldrich - D91659

包装
5, 25, 100 g in glass bottle

参考文献

• Reacts readily with nucleophiles, e.g. amines, alcohols or organometallic species, with the introduction of a phosphorus substituent. The phosphorylation of OH groups has been brought about by treatment with the reagent followed by oxidation of the P(III) product to P(V) with, e.g. iodine: Synth. Commun., 12, 821 (1982); Synthesis, 572 (1986). The chlorophosphite has the advantage of greater reactivity over one-step phosphorylation reagents, e.g. Diphenyl phosphorochloridate, A13546.
• Reagent for peptide coupling: J. Am. Chem. Soc., 74, 5304, 5309 (1952); see Appendix 6. Also useful, in the presence of TMS-OTf, in glycosidic couplings: Tetrahedron Lett., 33, 6123 (1992).
• In the presence of N-ethyldiisopropylamine, reduces both aryl and alkyl nitro compounds to amines: J. Org. Chem., 63, 393 (1998). The reagent also effects dehydration of aldoximes to nitriles, deoxygenation of N-oxides and sulfoxides, and conversion of epoxides to chlorohydrins can also be effected: J. Org. Chem., 67, 711 (2002).