Tris(Dibenzylideneacetone)Dipalladium 三(二亚苄基丙酮)二钯

CAS 51364-51-3 MFCD00013310

化学结构图

51364-51-3
SMILES: O=C(C=Cc1ccccc1)C=Cc1ccccc1.O=C(C=Cc1ccccc1)C=Cc1ccccc1.O=C(C=Cc1ccccc1)C=Cc1ccccc1.[Pd].[Pd]

化学属性

SolubilitySoluble in chlorinated solvents
TSCANo
Mol. FormulaC51H42O3Pd2
Mol. Weight915.72
Appearance purple pwdr.
Stabilityair sensitive, moisture sensitive
Melting Point152-155°C
Boiling Point400.7°C at 760 mmHg
RedoxReduction

别名和识别编码

Chemical NameTris(Dibenzylideneacetone)Dipalladium
Alfabeta NameTRISDIBENZYLIDENEACETONEDIPALLADIUM ()
Synonym Tris(dibenzylideneacetonyl)bis-palladium {LY} Tris(dibenzylideneacetonyl)bis-palladium {} {LY} Tris(dibenzylideneacetonyl)bis-palladium {} {} {LY} Tris(dibenzylideneacetonyl)bis-palladium {} {} {} {LY} Tris(dibenzylideneacetonyl)bis-palladium {} {} {} {} {LY} Tris(dibenzylideneacetonyl)bis-palladium {} {} {} {} {} {LY} Tris(dibenzylideneacetonyl)bis-palladium {} {} {} {} {} {} {LY} Tris(dibenzylideneacetonyl)bis-palladium {} {} {} {} {} {} {} {LY} Tris(dibenzylideneacetonyl)bis-palladium {} {} {} {} {} {} {} {} {LY} Tris(dibenzylideneacetonyl)bis-palladium {} {} {} {} {} {} {} {} {} {LY} Tris(dibenzylideneacetonyl)bis-palladium {} {} {} {} {} {} {} {} {} {} {LY} Tris(dibenzylideneacetonyl)bis-palladium {} {} {} {} {} {} {} {} {} {} {} {LY} Tris(dibenzylideneacetonyl)bis-palladium {} {} {} {} {} {} {} {} {} {} {} {} {LY} Tris(dibenzylideneacetonyl)bis-palladium {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Tris(dibenzylideneacetonyl)bis-palladium {} {} {} {} {} {} {}
PubChem Substance ID9811564
Chemical Name Translation三(二亚苄基丙酮)二钯
Reaxys-RN14221398
LabNetwork Molecule IDLN00173417
Beilstein Registry Number87558761
InChIInChI=1S/3C17H14O.2Pd/c3*18-17(13-11-15-7-3-1-4-8-15)14-12-16-9-5-2-6-10-16;;/h3*1-14H;;/b3*13-11+,14-12+;;
MDL NumberMFCD00013310
CAS Number51364-51-3
Canonical SMILESO=C(/C=C/C1=CC=CC=C1)/C=C/C2=CC=CC=C2.[Pd][Pd]
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分类

  • {SNA} Catalysis, Catalysis and Inorganic Chemistry, Chemical Synthesis, Development Quantities for Research, Homogeneous Pd Catalysts, Palladium
  • {SNA} Catalysis and Inorganic Chemistry, Chemical Synthesis, Homogeneous Pd Catalysts, Palladium
  • {SNA} ChemDose, Chemical Synthesis, Specialty Synthesis

相关文献及参考

  • Catalyst for Stille and Heck coupling reactions in supercritical CO2, in combination with, e.g. Tris[3,5-bis(trifluoromethyl)­phenyl­]phosphine, L06941: Chem. Commun., 1397 (1998).
  • Catalyzes the reduction of terminal allylic acetates or carbonates to 1-alkenes, with virtually complete regioselectivity: Synthesis, 623 (1986).
  • For use in the coupling of aryl- or vinyltin reagents with allyl halides, see: J. Am. Chem. Soc., 105, 7173 (1983). For Suzuki coupling of boronic acids with carbapenem triflates, see: Tetrahedron Lett., 34, 3211 (1993).
  • Stable source of phosphine-free Pd(0), useful in a variety of coupling reactions. Literature references to the use of either "Pd(dba)2" or "Pd2(dba)3" can normally be regarded as interchangeable since the catalyst is of somewhat variable composition depending on the exact method of preparation.
  • In the presence of a chelating phosphine ligand and NaO-t-Bu, bromopyridines can be aminated: J. Org. Chem., 61, 7240 (1996):
  • In the presence of allyl bromide, catalyzes the coupling of terminal alkynes to symmetrical diynes under phase-transfer conditions. The reaction is thought to involve a π-allyl Pd intermediate: Tetrahedron, 52, 1337 (1996).
  • Catalyzes the hydroxycarbonylation of aryl and vinyl halides or triflates by lithium formate, to give carboxylic acids: Org. Lett., 5, 4269 (2003).

安全信息

Warnings IRRITANT
WGK Germany2
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Storage condition 2-8°C, protect from light, stored under nitrogen {LY} 2-8°C, protect from light, stored under nitrogen Air & Moisture Sensitive {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, prote
GHS Symbol
Precautionary statements
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P281 Use personal protective equipment as required. 使用所需的个人防护装备。
  • P302+P352
  • P305+P351+P338
Signal word Warning
Hazard statements
  • H351 Suspected of causing cancer 怀疑致癌
Safety Statements
  • 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 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套；
  • 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；
  • S37/39 Wear suitable gloves and eye/face protection 穿戴适当的手套和眼睛/面保护；
Hazard Codes Xn
Risk Statements
  • R20/22 Harmful by inhalation and if swallowed 吸入和不慎吞咽有害
  • R36 Irritating to eyes 刺激眼睛
  • 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

其他信息

  • 上游原料:无水醋酸钠 --> 苯甲醛 --> 氯化钯
  • 下游产品:3-码啉苯硼酸四甲基二酯 --> 4-吡啶-2-异恶唑-5-胺 --> 3-吗啉基苯甲醛
  • MSDS 信息:Tris(dibenzylideneacetone)dipalladium(51364-51-3).msds
  • 用途一:作为催化剂，用于Suzuki、Kumada、Negishi, Buchwald等偶联反应中
  • Alfa Aesar:三（二亚苄基茚丙酮）二钯(0),Pd21.5%min Tris(dibenzylideneacetone)dipalladium(0), Pd 21.5% min(51364-51-3)
  • Acros Organics:三(双亚苄基丙酮)双钯 Tris(dibenzylideneacetone)dipalladium(0), 97%(51364-51-3)
  • TCI Shanghai:三(二亚苄基丙酮)二钯 Tris(dibenzylideneacetone)dipalladium(0),>;75.0%(T)(51364-51-3)
  • Sigma Aldrich:51364-51-3(sigmaaldrich)
  • 三(二亚苄基丙酮)二钯价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/04/16 T2184 三(二亚苄基丙酮)二钯(0) Tris(dibenzylideneacetone)dipalladium(0) 5G 3698元 2011/04/16 T2184 三(二亚苄基丙酮)二钯(0) Tris(dibenzylideneacetone)dipalladium(0) 1G 1059元 2010/06/21 318770050 三(二亚苄基丙酮)二钯 Tris(dibenzylideneacetone)dipalladium(0) 97% 5 GR 4066元
  • 敏感性:Air & Moisture Sensitive
  • MOL 文件:51364-51-3.mol

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. 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

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