Bis(dibenzylideneacetone)palladium(0) - Pd 18.5% , CAS No.32005-36-0

CAS: 32005-36-0 Cat. No.: B115364 Molecular Weight: 575 EC Number: 608-691-6

GRADE & PURITY Pd 18.5%

Synonyms

1,4-DIOXASPIRO(4.5)DEC-2-YLMETHYL)GUANIDINE SULFATE (2:1) | BIS(DIBENZYLDENEACETONE)PALLADIUM(0) | bis(dibenzylidene acetone)palladium | Tolvin | UKSZBOKPHAQOMP-SVLSSHOZSA-N | bis(dibenzylideneactone)palladium | AC-2607 | AKOS015909150 | tris(dibenzyliden

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

Bis(dibenzylideneacetone)palladium(0) (Pd(dba)2) is an air stable Pd0 complex. It is a reagent for the synthesis of allylic substituted cyclopentadienes.It is a homogeneous catalyst. It catalyzes the alkylation of allyl acetates by various nucleophiles under mild conditions

Application Guide for Palladium Catalyzed Cross-Coupling Reactions

Bis(dibenzylideneacetone)palladium(0) (Pd(dba)2) was employed as catalyst in the following studies:

· Synthesis of isomeric 2-aryl-2,5-dihydrofurans, via Heck coupling of aryl bromides with alkenes using neopentyl phosphine ligands.

· Heck reaction of benzyl trifluoroacetate and 2,3-dihydrofuran phosphoramidite ligand.

· Allylation of stabilized anions.

· Cross coupling of allyl, alkenyl and aryl halides with organostannanes.

· Cross coupling of vinyl halides with alkenyl zinc species.

· Carbonylation of alkenyl and aryl halides.

· Employed with cyclic thiourea ligands in an efficient aerobic oxidation of alcohols to aldehydes and ketones.

Specifications

Synonyms

1, 4-DIOXASPIRO(4.5)DEC-2-YLMETHYL)GUANIDINE SULFATE (2:1) | BIS(DIBENZYLDENEACETONE)PALLADIUM(0) | bis(dibenzylidene acetone)palladium | Tolvin | UKSZBOKPHAQOMP-SVLSSHOZSA-N | bis(dibenzylideneactone)palladium | AC-2607 | AKOS015909150 | tris(dibenzyliden

Specifications & Purity

Pd 18.5%

Storage

Argon charged, Room temperature

Shipped In

Normal

Names and Identifiers

• Pubchem Sid: 488195840
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488195840
• Canonical Smiles: C1=CC=C(C=C1)C=CC(=O)C=CC2=CC=CC=C2.C1=CC=C(C=C1)C=CC(=O)C=CC2=CC=CC=C2.[Pd]
• IUPAC Name: (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one;palladium
• InChIKey: UKSZBOKPHAQOMP-SVLSSHOZSA-N
• INCHI: 1S/2C17H14O.Pd/c2*18-17(13-11-15-7-3-1-4-8-15)14-12-16-9-5-2-6-10-16;/h2*1-14H;/b2*13-11+,14-12+
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/C(=O)/C=C/C2=CC=CC=C2.C1=CC=C(C=C1)/C=C/C(=O)/C=C/C2=CC=CC=C2.[Pd]
• WGK Germany: 3
• Molecular Weight: 575
• Reaxy-Rn: 8225498
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8225498&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Styrenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Styrenes
• Intermediate Tree Nodes: Not available
• Direct Parent: Styrenes
• Alternative Parents: Enones Acryloyl compounds Ketones Organic transition metal salts Organic oxides Hydrocarbon derivatives
• Molecular Framework: Not available
• Substituents: Styrene - Alpha,beta-unsaturated ketone - Enone - Acryloyl-group - Ketone - Organic transition metal salt - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organic salt - Organooxygen compound - Carbonyl group - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Slightly soluble in CH{2}Cl{2}, CHCl{3} and benzene.Soluble in dichloromethane, chloroform, 1,2-dichloroethane, acetone, acetonitrile and benzene. Insoluble in water.
• Sensitivity: Air sensitive.Moisture sensitive.
• Melt Point(°C): 150°C
• Molecular Weight: 575.000 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 574.112 Da
• Monoisotopic Mass: 574.112 Da
• Topological Polar Surface Area: 34.100 Ų
• Heavy Atom Count: 37
• Formal Charge: 0
• Complexity: 272.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 4
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 4
• Covalently-Bonded Unit Count: 3

XLogP3

References

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