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1,4-Bis(diphenylphosphino)butane, 97%
1,4-Bis(diphenylphosphino)butane, 97%
1,4-Bis(diphenylphosphino)butane, 97%
Thermo Scientific Chemicals

1,4-Bis(diphenylphosphino)butane, 97%

CAS: 7688-25-7 | C28H28P2 | 426.48 g/mol
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Catalog number B21122.03
also known as B21122-03
Price (USD)
21.10
Each
Quantity:
1 g
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Price (USD)
21.10
Each
Chemical Identifiers
CAS7688-25-7
IUPAC Name[4-(diphenylphosphanyl)butyl]diphenylphosphane
Molecular FormulaC28H28P2
InChI KeyBCJVBDBJSMFBRW-UHFFFAOYSA-N
SMILESC(CCP(C1=CC=CC=C1)C1=CC=CC=C1)CP(C1=CC=CC=C1)C1=CC=CC=C1
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SpecificationsSpecification SheetSpecification Sheet
Appearance (Color)White
FormPowder or crystalline powder or solid
Assay by NMR≥96.0% (31P NMR)
Proton NMRConforms to structure
1,4-Bis(diphenylphosphino)butane is used in Suzuki reaction. It plays an essential role as a ligand in palladium(0)-catalyzed acylcyanation of arylacetylenes and deprotection of allyloxycarbamates. It acts as a ligand for alkylations, isomerization reactions and in organometallic chemistry. Further, it is used in Heck reaction, Negishi coupling and Sonogashira coupling. In addition to this, it is useful in organometallic chemistry.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
1,4-Bis(diphenylphosphino)butane is used in Suzuki reaction. It plays an essential role as a ligand in palladium(0)-catalyzed acylcyanation of arylacetylenes and deprotection of allyloxycarbamates. It acts as a ligand for alkylations, isomerization reactions and in organometallic chemistry. Further, it is used in Heck reaction, Negishi coupling and Sonogashira coupling. In addition to this, it is useful in organometallic chemistry.

Solubility
Soluble in chloroform. Slightly soluble in water

Notes
Incompatible with strong oxidizing agents.
RUO – Research Use Only

General References:

  1. Chelating ligand.
  2. The PdCl 2 complex catalyzes the Suzuki coupling of heteroaryl chlorides with boronic acids with reported advantages over other catalysts: Tetrahedron Lett ., 32, 2273 (1991); Tetrahedron, 48, 8117 (1992).
  3. Component of a chiral Rh-based homogeneous hydrogenation catalyst: Org. Synth. Coll., 8, 16 (1993).
  4. Li, J. B.; Fan, W. W.; Liu, M.; Xiao, Y. L.; Jin , Q. H.; Li, Z. F. Synthesis and structural characterization of five new copper(I) complexes with 1,10-phenanthroline and 1,4-bis(diphenylphosphino)butane(dppb). J. Mol. Struct. 2015, 1085, 235-241.
  5. Chen, J. L.; Guo, Z. H.; Yu, H. G.; He, L. H.; Liu, S. J.; Wen, H. R.; Wang, J. Y. Luminescent dinuclear copper(I) complexes bearing 1,4-bis(diphenylphosphino)butane and functionalized 3-(2'-pyridyl)pyrazole mixed ligands. Dalton Trans. 2016, 45 (2), 696-705.
  6. Liu, X. F.; Chen, M. Y.; Gao, H. Q. Reactions of the mu3-sulfido dicobalt-iron cluster (mu3-S)FeCo2(CO)9 with triphenylphosphine or 1,4-bis(diphenylphosphino)butane. J. Coord. Chem. 2014, 67 (1), 57-63.