[2-(diphenylphosphanyl)ethyl]diphenylphosphane

• ChemBase编号: 112296
• 分子式: C26H24P2
• 平均质量: 398.416282
• 单一同位素质量: 398.13532403
• SMILES: C(CP(c1ccccc1)c1ccccc1)P(c1ccccc1)c1ccccc1
• Canonical SMILES: c1ccc(cc1)P(c1ccccc1)CCP(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C26H24P2/c1-5-13-23(14-6-1)27(24-15-7-2-8-16-24)21-22-28(25-17-9-3-10-18-25)26-19-11-4-12-20-26/h1-20H,21-22H2
• InChIKey: QFMZQPDHXULLKC-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: [2-(diphenylphosphanyl)ethyl]diphenylphosphane
• IUPAC传统名: diphos
• 别名: 1,2-二(二苯基膦基)乙烷; 1,2-双(二苯基膦)乙烷; 1,2-双(二苯基磷烷基)乙烷; BIS(1,2-DIPHENYLPHOSPHINO)ETHANE; Ethylenebis(diphenylphosphine); 1,2-Bis(diphenylphosphino)ethane; [2-(diphenylphosphanyl)ethyl]diphenylphosphane; 1,2-Bis(diphenylphosphino)ethane; Diphos; Dppe; 1,2-Bis(diphenylphosphino)ethane

登记号

• CAS号: 1663-45-2
• EC号: 216-769-2
• MDL号: MFCD00003047
• Beilstein号: 761261
• PubChem SID: 24846735; 162096917; 24848891; 24863460
• PubChem CID: 74267
• CHEBI ID: 30669
• CHEMBL: 68683
• Chemspider ID: 66873
• 维基百科标题: 1,2-Bis(diphenylphosphino)ethane

理论计算性质

• 可自由旋转的化学键: 7
• 里宾斯基五规则: false
• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 6.8128
• LogD (pH = 7.4): 6.8128
• Log P: 6.8128
• 摩尔折射率: 121.8328 cm^3
• 极化性: 48.36459 Å^3
• 极化表面积: 0.0 Å^2

分子性质

理化性质

• 熔点: 137-142 °C; 137-142 °C(lit.); 138-143°C; 140 - 142°C; 140-142 °C
• 疏水性(logP): 6.858
• 作为配体的用途: Carbonylations; C-C Bond Formation; Cycloadditions; Decarboxylations; Diels-Alder Reaction; Heck Reaction; Negishi Coupling; Suzuki-Miyaura Coupling

安全信息

• 保存注意事项: Air Sensitive
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-37
• TSCA收录: 是
• GHS危险品标识: GHS07
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P280G-P305+P351+P338
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: ≥96.0% (CH); 95%; 97%; 97+%; 99%
• 级别: purum
• 线性分子式: (C6H5)2PCH2CH2P(C6H5)2

详细说明

MP Biomedicals - 05223395

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 106496

包装
10, 50 g in glass bottle
Application
用于获得混合金属簇。1

Sigma Aldrich - 376728

Application
Ligand for metal-catalyzed allylic alkylation; decarboxylation of allylic esters; 1,3-diene synthesis; cycloaddition reactions; carbonylation reactions.
包装
1, 5 g in glass bottle

Sigma Aldrich - 14823

Application
Ligand for metal-catalyzed allylic alkylation; decarboxylation of allylic esters; 1,3-diene synthesis; cycloaddition reactions; carbonylation reactions.
Other Notes
用于钯(0)以及镍(II)催化反应（以镍为主）的膦配体1,2,3

参考文献

• The catalyst prepared in situ with Sodium tetrachloropalladate(II) hydrate, 11886, catalyzes the carbonylation of allylic halides at atmospheric pressure: Chem. Lett., 1873 (1989):
  
• Useful replacement for Triphenylphosphine, L02502, in the Staudinger and Mitsunobu reactions, with the advantage of easier separation of the by-product bis(phosphine oxide) due to its higher polarity compared with triphenylphosphine oxide: Tetrahedron Lett., 39, 7787 (1998). Has also been used as an alternative to PPh₃ for the halodehydroxylation of alcohols, e.g. in combination with Hexachloroethane, L14297, alkyl chlorides are formed; the phosphine oxide by-product can readily be separated by filtration: Tetrahedron Lett., 42, 2459 (2001).
• Chelating phosphorus ligand.
• The complex with NiCl₂ catalyzes the coupling of haloaromatic compounds with Grignard reagents: J. Org. Chem.,49, 478 (1984).