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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

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


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Lin, I. J. B.; Alper, H.
Journal of the Chemical Society. Chemical Communications, 248-248 (1989)
Celisnolia M Leite et al.
Anti-cancer agents in medicinal chemistry, 21(9), 1172-1182 (2020-08-26)
Breast cancer is one of the most common types among women. Its incidence progressively increases with age, especially after age 50. Platinum compounds are not efficient in the treatment of breast cancer, highlighting the use of other metals for the
The Journal of Organic Chemistry, 59, 2679-2679 (1994)
Trost, B. M.; Schmidt, T.
Journal of the American Chemical Society, 110, 2301-2301 (1988)
Oppolozer,W.; Keller, T. H.
Tetrahedron Letters, 31, 1265-1265 (1990)

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