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92877

Sigma-Aldrich

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

≥95.0%

Synonym(s):

Dichloro-1,4-bis(diphenylphosphino)butane-palladium(II), Palladium(II) chloride 1,4-bis(diphenylphosphino)butane complex, PdCl2(dppb)

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About This Item

Empirical Formula (Hill Notation):
C28H28Cl2P2Pd
CAS Number:
29964-62-3
Molecular Weight:
603.80
MDL number:
MFCD02093437
UNSPSC Code:
12352300
PubChem Substance ID:
57653499
NACRES:
NA.22

Assay

≥95.0%

form

powder

reaction suitability

core: palladium
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Cross Couplings
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: catalyst

SMILES string

Cl[Pd]Cl.C(CCP(c1ccccc1)c2ccccc2)CP(c3ccccc3)c4ccccc4

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

Application

catalyst for coupling reactions

Other Notes

Palladium-catalyzed cross-coupling and coupling reactions

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBX6071
BCBW0828
BCBR4393V
BCBR2647V
BCBM0114V

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Kentaro Masui et al.
Journal of the American Chemical Society, 126(16), 5074-5075 (2004-04-22)
Palladium-catalyzed C-H homocoupling of thiophene derivatives takes place in the presence of silver(I) fluoride or acetate. A variety of bithiophenes are obtained in good to excellent yields. In particular, the reaction of 2-bromothiophene proceeds at room temperature to afford 5,5'-dibromo-2,2'-bithiophene
B.L. Shaw
Chemical Communications (Cambridge, England), 1863-1863 (1998)
Minato, K.; Suzuki, K et al.
Journal of the Chemical Society. Chemical Communications, 511-511 (1984)
Bjork, P.; Hornfeldt, A.-B. et al.
Journal of Heterocyclic Chemistry, 31, 1161-1161 (1994)
M. Kranenburg et al.
European Journal of Inorganic Chemistry, 155-155 (1998)
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