Tetrakis(triphenylphosphine)palladium 四(三苯基膦)钯

CAS 14221-01-3 MFCD00010012

化学结构图

14221-01-3
SMILES: [Pd].c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1

化学属性

Melting Point103-107°C
SolubilitySoluble in 1% Toluene.
TSCAYes
Density1.422
Mol. FormulaC72H60P4Pd
Mol. Weight1155.56
Appearance bright yellow pwdr.
Stabilityair sensitive, store cold
RedoxReduction

别名和识别编码

Chemical NameTetrakis(triphenylphosphine)palladium
Alfabeta NameTETRAKISTRIPHENYLPHOSPHINEPALLADIUM 0(())
Synonym Tetrakis(triphenylphosphine)palladium {LY} Tetrakis(triphenylphosphine)palladium {} {LY} Tetrakis(triphenylphosphine)palladium {} {} {LY} Tetrakis(triphenylphosphine)palladium {} {} {} {LY} Tetrakis(triphenylphosphine)palladium {} {} {} {} {LY} Tetrakis(triphenylphosphine)palladium {} {} {} {} {} {LY} Tetrakis(triphenylphosphine)palladium {} {} {} {} {} {} {LY} Tetrakis(triphenylphosphine)palladium {} {} {} {} {} {} {} {LY} Tetrakis(triphenylphosphine)palladium {} {} {} {} {} {} {} {} {LY} Tetrakis(triphenylphosphine)palladium {} {} {} {} {} {} {} {} {} {LY} Tetrakis(triphenylphosphine)palladium {} {} {} {} {} {} {} {} {} {} {LY} Tetrakis(triphenylphosphine)palladium {} {} {} {} {} {} {} {} {} {} {} {LY} Tetrakis(triphenylphosphine)palladium {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {LY} Tetrakis(triphenylphosphine)palladium {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Tetrakis(triphenylphosphi
Beilstein Registry Number6704828
EC Number238-086-9
PubChem Substance ID11979704
Reaxys-RN6704828
Chemical Name Translation四(三苯基膦)钯
LabNetwork Molecule IDLN00117687
MDL NumberMFCD00010012
CAS Number14221-01-3
InChIInChI=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;
Canonical SMILESC=1C=CC(=CC1)[P](C=2C=CC=CC2)(C=3C=CC=CC3)[Pd]([P](C=4C=CC=CC4)(C=5C=CC=CC5)C=6C=CC=CC6)([P](C=7C=CC=CC7)(C=8C=CC=CC8)C=9C=CC=CC9)[P](C=%10C=CC=CC%10)(C=%11C=CC=CC%11)C=%12C=CC=CC%12
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分类

  • {SNA} Catalysis and Inorganic Chemistry, Chemical Synthesis, Palladium Catalysts, Supported Pd Catalysts
  • {uni_hamburg} no charge; carbocycle; aromatic; 6RingOnly; 6ring; 1fragment
  • {SNA} ChemDose, Chemical Synthesis, Specialty Synthesis
  • {SNA} Catalysis and Inorganic Chemistry, Chemical Synthesis, Palladium, Supported Pd Catalysts
  • {SNA} Catalysis and Inorganic Chemistry, Chemical Synthesis, Homogeneous Pd

产品应用

  • A high-yielding catalyst used in coupling reactions.

相关文献及参考

  • 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).
  • 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).
  • Beilstein:16(4)954
  • 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 ɑß-unsaturated lactams, see: Tetrahedron, 51, 5585 (1995):
  • Homogeneous catalyst for a wide variety of organometallic coupling reactions.
  • Numerous methods have been developed for the synthesis of unsymmetrical biaryls, many of wh
  • Short: III/35C4
  • 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).

安全信息

Warnings MOISTURE SENSITIVE, STORED UNDER ARGON
WGK Germany3
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Safety Statements
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套；
  • S22 Do not breathe dust 不要吸入粉尘；
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触；
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护；
Risk Statements
  • R53 May cause long-term adverse effects in the aquatic environment 对水生环境有长期的有害作用
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R40 Limited evidence of a carcinogenic effect 有限证据表明其致癌作用
Storage condition -20°C, protect from light, stored under nitrogen {LY} -20°C, protect from light, stored under nitrogen 2-8℃充氩避光密闭保存 Air Sensitive {} {LY} -20°C, protect from light, stored under nitrogen {} {} {LY} -20°C, protect from light, stored under nitrogen {} {} {} {LY} -20°C, protect from light, stored under nitrogen {} {} {} {} {LY} -20°C, protect from light, stored under nitrogen {} {} {} {} {} {LY} -20°C, protect from light, stored under nitrogen {} {} {} {} {} {} {LY} -20°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {LY} -20°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {LY} -20°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {} {LY} -20°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {LY} -20°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {LY} -20
Signal word Warning
GHS Symbol
Precautionary statements
  • P281 Use personal protective equipment as required. 使用所需的个人防护装备。
Hazard statements
  • H351 Suspected of causing cancer 怀疑致癌
Hazard Codes Xn

其他信息

  • 溶于苯、乙醇、氯仿等。 对空气、光、热、潮湿敏感。

系列性分类

  1. Chemical Synthesis 化学合成
  2. Specialty Synthesis 特殊合成技术
  3. ChemDose™ - Specialty Synthesis
  1. Chemical Synthesis 化学合成
  2. Catalysis and Inorganic Chemistry 催化剂和无机化学
  3. Palladium Catalysis 钯催化剂
  4. Homogeneous Pd Catalysts - Palladium
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Catalysts for Organic Synthesis 有机合成催化剂
  1. Chemical Synthesis 化学合成
  2. Specialty Synthesis 特殊合成技术
  3. Solid Supported Synthesis - Specialty Synthesis
  4. Supported Reagents - Solid Supported Synthesis
  5. Catalysts
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Chemicals by Class 化学分类法
  4. Metal Compounds 金属化合物
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Catalysts for Organic Synthesis 有机合成催化剂
  4. Palladium 钯催化剂
  5. Heterogeneous Pd Catalysts
  1. Functional Group 官能团索引
  2. phosphine
  1. Catalysts
  2. Palladium
  1. Catalysts
  2. 96-4650 Palladium Kit
  1. Chemical Synthesis 化学合成
  2. Catalysis and Inorganic Chemistry 催化剂和无机化学
  3. 医药合成催化剂
  1. Chemical Synthesis 化学合成
  2. Catalysis and Inorganic Chemistry 催化剂和无机化学
  3. 医药合成催化剂