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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:
7688-25-7
Molecular Weight:
426.47
Beilstein:
706446
EC Number:
231-698-7
MDL number:
MFCD00003051
UNSPSC Code:
12352002
PubChem Substance ID:
24855845
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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - 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

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)
The Journal of Organic Chemistry, 59, 2679-2679 (1994)
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
Trost, B. M.; Schmidt, T.
Journal of the American Chemical Society, 110, 2301-2301 (1988)
Denise Lovison et al.
Dalton transactions (Cambridge, England : 2003), 49(24), 8375-8388 (2020-06-11)
The cationic acetate ruthenium complex [Ru(η1-OAc)(CO)(dppb)(phen)]OAc (1) is easily prepared in 83% yield from [Ru(η1-OAc)(η2-OAc)(CO)(dppb)] (dppb = 1,4-bis(diphenylphosphino)butane) and 1,10-phenanthroline (phen) in MeOH. The derivative 1 undergoes easy substitution of the coordinated acetate by reaction with NaOPiv, KSAc, and KSCN
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