tetrakis(triphenylphosphane) palladium

• ChemBase编号: 9830
• 分子式: C72H60P4Pd
• 平均质量: 1155.561844
• 单一同位素质量: 1154.26803444
• SMILES: c1(P(c2ccccc2)c2ccccc2)ccccc1.c1(P(c2ccccc2)c2ccccc2)ccccc1.c1(P(c2ccccc2)c2ccccc2)ccccc1.c1(P(c2ccccc2)c2ccccc2)ccccc1.[Pd]
• Canonical SMILES: c1ccc(cc1)P(c1ccccc1)c1ccccc1.c1ccc(cc1)P(c1ccccc1)c1ccccc1.c1ccc(cc1)P(c1ccccc1)c1ccccc1.c1ccc(cc1)P(c1ccccc1)c1ccccc1.[Pd]
• InChI: InChI=1S/4C18H15P.Pd/c4*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;/h4*1-15H
• InChIKey: NFHFRUOZVGFOOS-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: tetrakis(triphenylphosphane) palladium
• IUPAC传统名: tetrakis(triphenylphosphine) palladium
• 别名: 四(三苯基膦)钯; 聚合物键合型四(三苯基膦)钯; 四(三苯基膦)钯，聚合物键合型; ChemDose™，四(三苯基膦)钯(0) 浸渍片; 四(三苯基膦)钯浸渍片; 四(三苯基膦)钯(0)，ChemDose™ 片; 四(三苯基膦)钯; 四(三苯基膦)钯(0); Tetrakis(triphenylphosphine)palladium (0); Palladium(0) tetrakis(triphenylphosphine); Tetrakis(triphenylphosphine)palladium; Tetrakis(triphenylphosphine)palladium(0); PALLADIUM TETRAKIS-(TRIPHENYLPHOSPHINE); Palladium-tetrakis(triphenylphosphine), polymer-bound; Tetrakis(triphenylphosphine)palladium, polymer-bound; ChemDose™, Tetrakis(triphenylphosphine)palladium(0) impregnated tablets; Palladium-tetrakis(triphenylphosphine) impregnated tablets; Tetrakis[triphenylphosphine]palladium(0), ChemDose™ tablets; Pd(PPh3)4; Palladium-tetrakis(triphenylphosphine); Tetrakis(triphenylphosphine)palladium(0)

登记号

• CAS号: 14221-01-3
• EC号: 238-086-9
• MDL号: MFCD00010012
• Beilstein号: 6704828
• PubChem SID: 24852971; 24846942; 24888926; 24873549; 160973137
• PubChem CID: 11979704

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 5.1066
• LogD (pH = 7.4): 5.1066
• Log P: 5.1066
• 摩尔折射率: 81.6229 cm^3
• 极化性: 32.34495 Å^3
• 极化表面积: 0.0 Å^2
• 可自由旋转的化学键: 12
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Soluble in benzene, ethanol and chloroform
• 外观: Crystalline
• 熔点: 100-105°C; 100-105°C; 103-107°C

安全信息

• 保存注意事项: Air Sensitive; Harmful/Irritant/Air Sensitive/Light Sensitive/Moisture Sensitive/Store under Argon/Keep Cold; MOISTURE SENSITIVE, STORED UNDER ARGON
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 40; 53
• 安全公开号: 36/37; 60-61
• TSCA收录: false; 是
• GHS危险品标识: GHS08
• GHS警示词: Warning
• GHS危险声明: H351; H413
• GHS警示性声明: P273-P501A; P281
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥97.0% (Pd); ≥99.99% trace metals basis; 98%; 99%; 99.8% (metals basis), Pd 9% min
• 级别: purum
• 颗粒大小: 200-400 mesh
• 标签扩展内容: ~0.06 mmol/g loading; 0.5-0.9 mmol/g loading
• 基质: crosslinked with 1% DVB; Magnesium aluminometasilicate base material
• Crosslinking: 2 % cross-linked with divinylbenzene
• 线性分子式: Pd[(C6H5)3P]4

详细说明

MP Biomedicals - 05219414

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 685364

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
法律信息
ChemDose 商标 Reaxa Ltd.

Sigma Aldrich - 511579

Application
用于 Suzuki 偶联反应的聚合物键合型催化剂。12
包装
1, 5 g in glass bottle

Sigma Aldrich - 10987

Other Notes
聚合物键合型钯催化剂1
包装
1, 5 g in glass bottle

Sigma Aldrich - 216666

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
包装
1, 5, 25, 100 g in glass bottle
Application

• Catalyst for Negishi coupling (eq. 1), Suzuki coupling (eq. 2), Stille coupling (eq. 3), and Sonogashira coupling reaction (eq. 4)
• Catalyst for Buchwald-Hartwig amination reaction (eq. 5)
• Catalyst for the carbonylation of vinyl iodides (eq. 6)
• Catalyst for reduction reaction of aryl bromides (eq. 7)
• Catalyst for carbon-tin bond formation (eq. 8)
Application Guide for Palladium Catalyzed Cross-Coupling Reactions

Sigma Aldrich - 697265

包装
2 g in glass bottle
500 mg in glass bottle
Application
Application Guide for Palladium Catalyzed Cross-Coupling Reactions

Sigma Aldrich - 87645

Other Notes
综述1,2
Application
Application Guide for Palladium Catalyzed Cross-Coupling Reactions

参考文献

• The conversion of aryl halides or triflates to benzonitriles can be much improved by the use of the catalyst in combination with Zn(CN)₂ in DMF or NaCN/CuI (cat) in acetonitrile, giving good yields at lower temperatures than the classical Rosenmund-von Braun method (see Copper(I) cyanide, 12135): Tetrahedron Lett., 39, 2907 (1998); J. Org. Chem., 63, 8224 (1998). Vinyl bromides or iodides with KCN/18-crown-6 give acrylonitriles in high yield with retention of configuration: Tetrahedron Lett., 4429 (1977). Vinyl triflates with LiCN can also be used: J. Chem. Soc., Chem. Commun., 756 (1989). For a review of palladium- and copper-catalyzed cyanation reactions, see: Eur. J. Inorg. Chem., 3513 (2004).
• Allylic esters, halides, etc. form organopalladium intermediates equivalent to allyl cations and react with various nucleophiles, e.g. amines: J. Am. Chem. Soc., 98, 8516 (1976); J. Org. Chem., 44, 3451 (1979); Tetrahedron Lett., 24, 2745 (1983); Org. Synth. Coll., 8, 13 (1993). For stereoselective introduction of an amino group using sodium azide, see: J. Org. Chem., 54, 3292 (1989).
• Catalyst for a variety of carbonylation reactions. Aryl, vinyl, benzylic and allylic halides with CO (1-3 atm) in the presence of Bu₃SnH give aldehydes: J. Am. Chem. Soc., 105, 7175 (1983); 108, 452 (1986). For carbonylative intramolecular cyclization of aminomethyl vinyl triflates to ɑ?-unsaturated lactams, see: Tetrahedron, 51, 5585 (1995):
  
• Acyl halides can be coupled with organometallic reagents to give ketones, e.g. organozinc halides: Tetrahedron Lett., 24, 5181 (1983); Org. Synth. Coll., 8, 274 (1993), organotin reagents: Org. Synth. Coll., 8, 268 (1993), or arylboronic acids: Tetrahedron Lett., 40, 3109 (1999).
• Homogeneous catalyst for a wide variety of organometallic coupling reactions.
• Numerous methods have been developed for the synthesis of unsymmetrical biaryls, many of which are catalyzed by this Pd(0) complex. Aryl halides or triflates can be coupled with, e.g. Grignard reagents: Tetrahedron, 42, 2111 (1986), arylzinc halides: Org. Synth. Coll., 8, 430 (1993), organotin reagents (Stille): Angew. Chem. Int. Ed., 25, 508 (1986); J. Am. Chem. Soc., 109, 5478 (1987), or boronic acids (Suzuki-Miyaura): Synth. Commun., 11, 513 (1981); Chem. Rev., 95, 257 (1995); see Benzeneboronic acid, A14257, and Appendix 5.
• Vinyl iodides couple stereoselectively with alkyl, aryl or vinyl Grignards: Tetrahedron Lett., 191 (1978). For stereoselective arylation of a vinylic bromide with an arylzinc chloride in a synthesis of the anti-estrogen agent (Z)-tamoxifen and derivatives, see: J. Org. Chem., 55, 6184 (1990):
  
• For an example of the coupling of a terminal acetylene with a vinyl bromide by the Sonogashira method using Copper(I) iodide, 11606, see: Org. Synth. Coll., 9, 117 (1998).