tris((1E,4E)-1,5-diphenylpenta-1,4-dien-3-one) trichloromethane dipalladium

• ChemBase ID: 70865
• Molecular Formular: C52H43Cl3O3Pd2
• Molecular Mass: 1035.09502
• Monoisotopic Mass: 1032.03475028
• SMILES: C(=C\c1ccccc1)/C(=O)/C=C/c1ccccc1.C(=C\c1ccccc1)/C(=O)/C=C/c1ccccc1.C(=C\c1ccccc1)/C(=O)/C=C/c1ccccc1.[Pd].[Pd].C(Cl)(Cl)Cl
• Canonical SMILES: O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.ClC(Cl)Cl.[Pd].[Pd]
• InChI: InChI=1S/3C17H14O.CHCl3.2Pd/c3*18-17(13-11-15-7-3-1-4-8-15)14-12-16-9-5-2-6-10-16;2-1(3)4;;/h3*1-14H;1H;;/b3*13-11+,14-12+
• InChIKey: LNAMMBFJMYMQTO-FNEBRGMMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tris((1E,4E)-1,5-diphenylpenta-1,4-dien-3-one) trichloromethane dipalladium; tris(1,5-diphenylpenta-1,4-dien-3-one) trichloromethane dipalladium
• IUPAC Traditional name: chloroform tris(dibenzylideneacetone) dipalladium
• Synonyms: Dipalladiumtris(dibenzylideneacetone) chloroform adduct; Tris(dibenzylideneacetone)dipalladium(0) chloroform adduct; Tris(dibenzylideneacetone)dipalladium-chloroform adduct; di-Palladium-tris(dibenzylideneacetone) chloroform complex; Tris(dibenzylideneacetone)dipalladium chloroform complex; Pd2(dba)3 · CHCl3; Dipalladium-tris(dibenzylideneacetone)chloroform complex; Tris(dibenzylideneacetone)dipalladium(0)-chloroform adduct; 三(二亚苄基茚丙酮)二钯(0)氯仿加合物; 二钯-三(二亚苄基丙酮)氯仿络合物; 三(二亚苄基丙酮)二钯氯仿络合物; 三(二亚苄基丙酮)二钯-氯仿络合物; 三(二亚苄基丙酮)二钯(0)-氯仿加合物

Database IDs

• CAS Number: 52522-40-4
• MDL Number: MFCD00075479
• PubChem SID: 162036573; 24862642; 24889839
• PubChem CID: 11029508

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 4.825144
• LogD (pH = 7.4): 4.825144
• Log P: 4.825144
• Molar Refractivity: 77.0272 cm^3
• Polarizability: 28.964622 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 131-135 °C(lit.); 131-135°C

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-38-40; 22-40-48/20/22
• Safety Statements: 36/37
• TSCA Listed: false; 否
• GHS Pictograms: GHS06; GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H301-H351-H373; H302-H315-H351
• GHS Precautionary statements: P260-P281-P301+P310-P321-P405-P501A; P281
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

Product Information

• Purity: ≥97.0% (C); 95+%; 98%
• Grade: purum
• Linear Formula: (C6H5CH=CHCOCH=CHC6H5)3Pd2 · CHCl3

DETAILS

Sigma Aldrich - 366315

Packaging
1 g in glass bottle
250 mg in glass bottle
Application
Application Guide for Palladium Catalyzed Cross-Coupling Reactions
Cyclization catalyst.Catalyst for [2+2+2] cycloaddtion of didehydrotriphenylenes to the corresponding extended triphenylenes. Catalyst for the carbonylation of b,b-imidoyl iodides to the corresponding imidate esters used, in turn, to prepare cyclic, quaternary amino acids.

Sigma Aldrich - 93326

Other Notes
Zero-valent palladium complex used as catalyst in various reactions1,2,3

REFERENCES

• Phosphine-free Pd(0) catalyst. Catalyzes the addition of arylboronic acids to aldehydes, affording secondary alcohols. No reaction was observed in the absence of chloroform: Org. Lett., 7, 4153 (2005).