[bis(benzyloxy)phosphanyl]diethylamine

• ChemBase编号: 149690
• 分子式: C18H24NO2P
• 平均质量: 317.362421
• 单一同位素质量: 317.15446564
• SMILES: CCN(CC)P(OCc1ccccc1)OCc1ccccc1
• Canonical SMILES: CCN(P(OCc1ccccc1)OCc1ccccc1)CC
• InChI: InChI=1S/C18H24NO2P/c1-3-19(4-2)22(20-15-17-11-7-5-8-12-17)21-16-18-13-9-6-10-14-18/h5-14H,3-4,15-16H2,1-2H3
• InChIKey: NLGUJOVLAXLSMX-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: [bis(benzyloxy)phosphanyl]diethylamine
• IUPAC传统名: [bis(benzyloxy)phosphanyl]diethylamine
• 别名: 二苄基二乙基胺基膦; TTC; Dibenzyl N,N-diethylphosphoramidite; DDP; Dibenzyl diethylphosphoramidite; N,N-Diethyl-phosphoramidous Acid Bis(phenylmethyl) Ester; Bis(benzyloxy)(diethylamino)phosphine; Dibenzyl (Diethylamido)phosphite; Dibenzyloxydiethylaminophosphine; Dibenzyl N,N-Diethylphosphoramidite, Technical Grade ≥85%

登记号

• CAS号: 67746-43-4
• MDL号: MFCD00191987
• Beilstein号: 4189915
• PubChem SID: 24860473; 162243852; 24862337
• PubChem CID: 5066231

理论计算性质

• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 2.2826946
• LogD (pH = 7.4): 4.0207696
• Log P: 4.7406
• 摩尔折射率: 93.5456 cm^3
• 极化性: 36.606922 Å^3
• 极化表面积: 21.7 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; Ethyl Acetate
• 外观: Clear Colourless Liquid
• 闪点: 34 °C; 73°C(163°F); 93.2 °F
• 密度: 1.06 g/mL at 25 °C(lit.); 1.060
• 折射率: 1.5450; n20/D 1.545(lit.); n20/D 1.55
• 蒸汽压: 0.71 psi ( 55 °C)

安全信息

• 保存条件: glass bottle, -20°C Freezer, Under Inert Atmosphere
• 保存注意事项: Moisture Sensitive
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 联合国危险货物编号: 1993
• 德国WGK号: 3
• 联合国危险货物等级: 3
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 10-36/37/38; 36/37/38
• 安全公开号: 16-26-37/39; 26-37
• TSCA收录: 否
• GHS危险品标识: GHS02; GHS07
• GHS警示词: Warning
• GHS危险声明: H226-H315-H319-H335; H315-H319-H335-H227
• GHS警示性声明: P210-P305+P351+P338-P302+P352-P321-P405-P501A; P261-P305 + P351 + P338
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1993 3/PG 3
• 保存温度: 2-8°C

产品相关信息

• 纯度: ~90% (GC); 85%; 90+%
• 级别: technical; technical grade
• 线性分子式: (C2H5)2NP(OCH2C6H5)2

详细说明

Sigma Aldrich - 362883

包装
1, 5 g in ampule

Sigma Aldrich - 33732

Other Notes
用于制备各种磷酸盐的亚磷酸化剂1,2,3

Toronto Research Chemicals - D417000

A useful reagent for the efficient phosphorylative conversion of alcohols into their corresponding dibenzylphosphorotriesters as well as dibenzyl glycosyl phosphites, which can easily be converted to glycosyl phosphates or used in glycosylation reagents

参考文献

• Perich, J.W., et al.: Synthesis, 142 (1988)
• Wong, C-H., et al.: J. Am. Chem. Soc., 115, 2260 (1993)
• Phosphitylating agent which reacts with an alcohol under mild conditions. Subsequent oxidation, e.g. with hydrogen peroxide, followed by hydrogenolysis of the benzyl groups, affords the alkyl phosphate: Tetrahedron, 47, 2643 (1991); J. Org. Chem., 59, 7182 (1994). This sequence provides a convenient route to glycosyl phosphates via the glycosyl phosphites: J. Am. Chem. Soc.115, 2260 (1993).