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1,4-Bis(diphenylphosphino)butane-palladium(II) chloride

Catalog Number
ACM29964623
Product Name
1,4-Bis(diphenylphosphino)butane-palladium(II) chloride
Structure
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CAS
29964-62-3
  • Product Overview
  • Usage
Synonyms
Dichloro[bis(1,4-diphenylphosphino)butane]palladium(II)
IUPAC Name
dichloropalladium;4-diphenylphosphanylbutyl(diphenyl)phosphane;
Molecular Weight
603.8
Molecular Formula
C28H28Cl2P2Pd
Canonical SMILES
C1=CC=C(C=C1)P(CCCCP(C2=CC=CC=C2)C3=CC=CC=C3)C4=CC=CC=C4.Cl[Pd]Cl
InChI
InChI=1S/C28H28P2.2ClH.Pd/c1-5-15-25(16-6-1)29(26-17-7-2-8-18-26)23-13-14-24-30(27-19-9-3-10-20-27)28-21-11-4-12-22-28;/h1-12,15-22H,13-14,23-24H2;2*1H;/q;+2/p-2
InChI Key
JQXJBXVWVPVTOO-UHFFFAOYSA-L
Melting Point
285-305 °C
Purity
99%
Appearance
White like powder
Complexity
364
Covalently-Bonded Unit Count
2
Defined Atom Stereocenter Count
0
Exact Mass
602.00781
Heavy Atom Count
33
Monoisotopic Mass
602.00781
Rotatable Bond Count
9
Topological Polar Surface Area
0 Ų
Application
1,4-Bis(diphenylphosphino)butane-palladium(II) chloride is a yellow solid used primarily as a versatile catalyst in various chemical reactions. Its applications include catalyzing styrene carbonylation, facilitating the coupling of alkyl Grignard reagents with organic halides, and enabling the selective monoalkylation of organic polyhalides. It is also employed in modifying the dihalovinyl moiety of synthetic pyrethroids. Additionally, this compound serves as an effective catalyst for Grignard coupling, enabling regio- and stereoselective monoalkylation and arylation of 1,1-dichloro-1-alkenes. In the synthesis of pyrethroids, it is utilized as a catalyst for the Negishi coupling of (2,2-dihaloethenyl)cyclopropanecarboxylates, highlighting its importance in fine-tuning complex molecular structures in the field of organic synthesis.
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