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261947

Sigma-Aldrich

1,4-Bis(diphenylphosphino)butane

98%

Synonym(s):

1,4-Butanediylbis[diphenylphosphine], 1,4-Butylenebis(diphenylphosphine), Tetramethylenebis(diphenylphosphine), dppb

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About This Item

Linear Formula:
(C6H5)2P(CH2)4P(C6H5)2
CAS Number:
Molecular Weight:
426.47
Beilstein/REAXYS Number:
706446
EC Number:
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

form

solid

reaction suitability

reagent type: ligand
reaction type: Alkylations

reagent type: ligand
reaction type: Heck Reaction

reagent type: ligand
reaction type: Isomerizations

reagent type: ligand
reaction type: Negishi Coupling

reagent type: ligand
reaction type: Sonogashira Coupling

reagent type: ligand
reaction type: Stille Coupling

reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

mp

132-136 °C (lit.)

functional group

phosphine

SMILES string

C(CCP(c1ccccc1)c2ccccc2)CP(c3ccccc3)c4ccccc4

InChI

1S/C28H28P2/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

InChI key

BCJVBDBJSMFBRW-UHFFFAOYSA-N

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Application

Employed as a ligand in Pd(0)-catalyzed acylcyanation of arylacetylenes and deprotection of allyloxycarbamates.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Trost, B. M.; Lautens, M. et al.
Journal of the American Chemical Society, 106, 7641-7641 (1984)
Lin, I. J. B.; Alper, H.
Journal of the Chemical Society. Chemical Communications, 248-248 (1989)
The Journal of Organic Chemistry, 59, 2679-2679 (1994)
Synlett, 680-680 (1993)
Steven Giboulot et al.
Dalton transactions (Cambridge, England : 2003), 48(33), 12560-12576 (2019-08-02)
Monocarbonyl complexes [RuCl2(CO)(PR3)(NN)] (R = Cy, NN = en 1, ampy 2; R = iPr; NN = en 3) have been prepared in a one pot reaction from [RuCl2(CO)(dmf)(PPh3)2], PR3 and the NN ligand in CH2Cl2. Treatment of [Ru(OAc)2(CO)(PPh3)2] with

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