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Bis(tri-o-tolylphosphine)palladium(II) Dichloride

Catalog Number
ACM40691336-3
Product Name
Bis(tri-o-tolylphosphine)palladium(II) Dichloride
Structure
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CAS
40691-33-6
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Synonyms
5531AB; SC10409; MFCD00274659 (98%); dichlorobis(tri-o-tolyl-phosphine)palladium(II); dichlorobis(tri-O-tolylphosphine)-palladium (II); DICHLOROBIS(TRI-ORTHO-TOLYLPHOSPHINE)PALLADIUM(II); FT-0696077; bis[tri(ortho-tolyl)phosphine] palladium chloride; Dichlorobis(tri-o-tolylphosphine)palladium; AK-76768;
IUPAC Name
dichloropalladium;tris(2-methylphenyl)phosphane;
Molecular Weight
786.066g/mol
Molecular Formula
C42H42Cl2P2Pd;
Canonical SMILES
CC1=CC=CC=C1P(C2=CC=CC=C2C)C3=CC=CC=C3C.CC1=CC=CC=C1P(C2=CC=CC=C2C)C3=CC=CC=C3C.Cl[Pd]Cl;
InChI
InChI=1S/2C21H21P.2ClH.Pd/c2*1-16-10-4-7-13-19(16)22(20-14-8-5-11-17(20)2)21-15-9-6-12-18(21)3;;;/h2*4-15H,1-3H3;2*1H;/q;;;;+2/p-2;
InChI Key
OTYPIDNRISCWQY-UHFFFAOYSA-L;
Complexity
289
Covalently-Bonded Unit Count
3
Exact Mass
784.117g/mol
Heavy Atom Count
47
Monoisotopic Mass
784.117g/mol
Rotatable Bond Count
6
Topological Polar Surface Area
0A^2
Application
Bis(tri-o-tolylphosphine)palladium(II) Dichloride, known for its yellow to orange crystalline powder form, serves as a valuable catalyst in organic synthesis, particularly for facilitating C-C and C-N coupling reactions. It plays a crucial role in the Suzuki reaction and is employed in the reaction of tributyltin enolates, which are prepared in situ from tributyltin methoxide and enol acetates, with aryl bromides. This compound is also effective in enabling the coupling reactions of aryl bromides with vinylic acetates, making it an essential tool in the formation of complex organic molecules.
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