(1,3-Bis(2,6-diisopropylphenyl)imidazolidene) ( 3-chloropyridyl) palladium(II) dichloride - ≥99.95% metals basis , CAS No.927706-57-8

CAS: 927706-57-8 Cat. No.: P283890 Molecular Weight: 681.47 EC Number: 664-462-0 PubChem CID: 16218181

GRADE & PURITY ≥99.95% metals basis

Synonyms

Pd(PEPPSI)(SIPr) | (1,3-BIS(2,6-DIISOPROPYLPHENYL)IMIDAZOLIDENE) (3-CHLOROPYRIDYL) PALLADIUM(II) DICHLORIDE | PEPPSI-SIPr catalyst | BLDKGTGQENJFON-UHFFFAOYSA-L | (1,3-Bis(2,6-diisopropylphenyl)imidazolidene) ( 3-chloropyridyl) palladium(II) dichloride |

Storage

Room temperature

Shipped In

Normal

Overview

Product class
M-P, Homogeneous Catalysts, M-N, N-Heterocyclic Carbene Ligands, M-C, SIPr, PEPPSI Ligands, Pyridyl Ligands, Bidentate Ligands

Reaction type
Cross Coupling Reactions with Arenes, Amination, Buchwald-Hartwig Aminaton, CH-Activation, Kumada Coupling Reaction, Suzuki-Miyaura Coupling Reaction

Chemical properties

Chemical formula

C32H42N3Cl3Pd

Empirical formula

[(SIPr)Pd(3-Cl-py)Cl2]

Molecular weight

681.48

Metal

Pd

Theoretical metal content

16

Physical state

crystalline

Color

yellow

Metal purity

99.95

Applications & references

Buchwald-Hartwig coupling reactions.

Reference: Chem. Eur. J. 2008, 14, 2443 (DOI: 10.1002/chem.200701621)

C-H functionalization reactions.

Reference: Tetrah. Lett. 2012, 53, 1173 (DOI: 10.1016/j.tetlet.2011.12.108)

Kumada-Tamao-Corriu reactions.

Reference: Chem. Eur. J. 2007, 13, 150 (DOI: 10.1002/chem.200601360)

Suzuki-Miyaura coupling reaction.

Reference: Adv. Synth. Catal. 2009, 351, 1575 (DOI: 10.1002/adsc.200900098)

Specifications

Synonyms

Pd(PEPPSI)(SIPr) | (1, 3-BIS(2, 6-DIISOPROPYLPHENYL)IMIDAZOLIDENE) (3-CHLOROPYRIDYL) PALLADIUM(II) DICHLORIDE | PEPPSI-SIPr catalyst | BLDKGTGQENJFON-UHFFFAOYSA-L | (1, 3-Bis(2, 6-diisopropylphenyl)imidazolidene) ( 3-chloropyridyl) palladium(II) dichloride |

Specifications & Purity

≥99.95% metals basis

Legal Information

This product, its manufacturing or use, is the subject of one or more issued or pending U.S. Patents (and foreign equivalents) owned or controlled by Umicore PMC. The purchase of this product from Umicore PMC through aladdin, its affiliates or their autho

Storage

Room temperature

Shipped In

Normal

Purity

≥99.95% metals basis

Names and Identifiers

• Canonical Smiles: CC(C)C1=C(C(=CC=C1)C(C)C)N2CN(C=C2)C3=C(C=CC=C3C(C)C)C(C)C.C1=CC(=CN=C1)Cl.Cl[Pd]Cl
• IUPAC Name: 1,3-bis[2,6-di(propan-2-yl)phenyl]-2H-imidazole;3-chloropyridine;dichloropalladium
• InChIKey: BLDKGTGQENJFON-UHFFFAOYSA-L
• INCHI: 1S/C27H38N2.C5H4ClN.2ClH.Pd/c1-18(2)22-11-9-12-23(19(3)4)26(22)28-15-16-29(17-28)27-24(20(5)6)13-10-14-25(27)21(7)8;6-5-2-1-3-7-4-5;;;/h9-16,18-21H,17H2,1-8H3;1-4H;2*1H;/q;;;;+2/p-2
• Isomeric SMILES: CC(C)C1=C(C(=CC=C1)C(C)C)N2CN(C=C2)C3=C(C=CC=C3C(C)C)C(C)C.C1=CC(=CN=C1)Cl.Cl[Pd]Cl
• WGK Germany: 3
• PubChem CID: 16218181
• Molecular Weight: 681.47

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Cumenes
• Intermediate Tree Nodes: Not available
• Direct Parent: Cumenes
• Alternative Parents: Phenylpropanes Aniline and substituted anilines Pyridines and derivatives Aryl chlorides Imidazolines Heteroaromatic compounds Tertiary amines Organic transition metal salts Organic metal halides Enamines Azacyclic compounds Organochlorides Organic chloride salts Hydrocarbon derivatives Organic cations
• Molecular Framework: Not available
• Substituents: Cumene - Phenylpropane - Aniline or substituted anilines - Aryl chloride - Aryl halide - Pyridine - Heteroaromatic compound - 4-imidazoline - Tertiary amine - Organoheterocyclic compound - Organic transition metal salt - Organic metal salt - Azacycle - Enamine - Organic metal halide - Organic salt - Amine - Organonitrogen compound - Organochloride - Organohalogen compound - Hydrocarbon derivative - Organic nitrogen compound - Organic chloride salt - Organic cation - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as cumenes. These are aromatic compounds containing a prop-2-ylbenzene 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

• Melt Point(°C): 229-230°C
• Molecular Weight: 681.500 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 679.148 Da
• Monoisotopic Mass: 679.148 Da
• Topological Polar Surface Area: 19.400 Ų
• Heavy Atom Count: 39
• Formal Charge: 0
• Complexity: 515.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 3

XLogP3