2-chloro-1,3,2-dioxaphospholane

• ChemBase编号: 91087
• 分子式: C2H4ClO2P
• 平均质量: 126.478721
• 单一同位素质量: 125.96374368
• SMILES: P1(OCCO1)Cl
• Canonical SMILES: ClP1OCCO1
• InChI: InChI=1S/C2H4ClO2P/c3-6-4-1-2-5-6/h1-2H2
• InChIKey: OLSFRDLMFAOSIA-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-chloro-1,3,2-dioxaphospholane
• IUPAC传统名: 2-chloro-1,3,2-dioxaphospholane
• 别名: 氯代亚磷酸亚乙酯; 环氯亚磷酸乙烯酯; 2-氯-1,3,2-二氧磷杂环戊烷; 2-Chloro-1,3,2-dioxaphospholane; Ethylene Phosphorochloridite; Phosphorochloridous Acid Cyclic Ethylene Ester; Cyclic Phosphorochloridite Ethylene Glycol; Cyclic O,O-Ethylene Phosphorochloridite; 2-Chloro-1,3,2-dioxaphospholane; Ethylene chlorophosphite; Ethylene chlorophosphite; Ethylene glycol chlorophosphite; 2-Chloro-1,3,2-dioxaphospholane; Cyclic ethylene chlorophosphite; Cyclic ethylene phosphorochloridite

登记号

• CAS号: 822-39-9
• EC号: 212-499-4
• MDL号: MFCD00014511
• Beilstein号: 506179
• PubChem SID: 24864368; 162077791; 24854703
• PubChem CID: 69973

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 1.1709
• LogD (pH = 7.4): 1.1709
• Log P: 1.1709
• 摩尔折射率: 25.0971 cm^3
• 极化性: 9.880773 Å^3
• 极化表面积: 18.46 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Dichloromethane
• 外观: Clear Colourless Oil
• 沸点: 46-47°C/15mm; 62 °C/20 mmHg(lit.); 62°C/20mm; 62°C/20mm
• 闪点: 186.8 °F; 86 °C; 86°C(186°F)
• 密度: 1.415; 1.422 g/mL at 25 °C(lit.)
• 折射率: 1.4910; n20/D 1.489(lit.); n20/D 1.491

安全信息

• 保存注意事项: Highly reactive cyclic phosphitylating reagent which; Moisture Sensitive
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C)
• 联合国危险货物编号: 3264; UN3265
• 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: 14-34; 14-34-37
• 安全公开号: 26-36/37/39-45
• TSCA收录: 是
• GHS危险品标识: GHS05; GHS07
• GHS警示词: Danger
• GHS危险声明: H314-H318-H227; H314-H335
• GHS警示性声明: P210-P260-P303+P361+P353-P305+P351+P338-P405-P501A; 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 3264 8/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: ≥97.0% (GC); 97%
• 级别: purum
• Empirical Formula (Hill Notation): C2H4ClO2P

详细说明

Apollo Scientific Ltd - OR6550T

Highly reactive cyclic phosphitylating reagent which provides fast coupling rates, & hydrolytic cleavage that occurs more readily than with acyclic analogs.

Sigma Aldrich - 391220

包装
5 mL in glass bottle
Application
用于合成胆碱磷酸1,2和螺膦的亚磷酸化试剂。3

Sigma Aldrich - 24478

Other Notes
多功能环氯亚磷酸酯。它可与醇反应生成三酯，三酯可发生氧化或硫代硫酸化反应1,2；衍生化试剂，用于去偶 31P 光谱法进行糖类分析3

Toronto Research Chemicals - C365500

Highly reactive cyclic phosphitylating reagent which provides fast coupling rates, and hydrolytic cleavage occurs more readily than with acyclic analogs.

参考文献

• Bannwarth,W. & Kung, E.: Tetrahedron Lett., 30, 4219 (1989)
• Peptide coupling reagent via the mixed anhydride; see Appendix 6: J. Am. Chem. Soc., 72, 5491 (1950).
• In conjunction with triethyl phosphite, dehydrates primary carboxamides to nitriles, which has been applied in peptide chemistry: J. Am. Chem. Soc., 88, 2025 (1966).
• Used in the coupling of arylamines with CS₂ to give diarylthioureas: Rev. Roum. Chim., 29, 329 (1984).