1,4-Bis(diphenylphosphino)butane Chemical Properties

Melting point:

132-136 °C (lit.)

Boiling point:

542.0±33.0 °C(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

form 

Crystalline Powder

color 

White to almost white

Water Solubility 

Soluble in chloroform. Slightly soluble in water

BRN 

706446

InChI

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

InChIKey

BCJVBDBJSMFBRW-UHFFFAOYSA-N

SMILES

P(CCCCP(C1C=CC=CC=1)C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1

CAS DataBase Reference

7688-25-7(CAS DataBase Reference)

NIST Chemistry Reference

1,4-Bis(diphenylphosphino)butane(7688-25-7)

EPA Substance Registry System

Phosphine, 1,4-butanediylbis[diphenyl- (7688-25-7)

Safety Information

Hazard Codes 

Xi,F

Risk Statements 

36/38-36/37/38-11

Safety Statements 

26-36-37/39-33-16-7/9

WGK Germany 

3

F 

10-23

TSCA 

Yes

HS Code 

29319090

MSDS

• Language:English Provider:1,4-Bis(diphenylphosphino)butane
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

1,4-Bis(diphenylphosphino)butane Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Uses

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.

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

storage

Readily oxidized in solution to the phosphine oxide and should be handled under N2 or Ar. The compound is air-stable in the solid state.

Purification Methods

Recrystallise it from EtOH [Trippett J Chem Soc 4263 1961]. [King J Coord Chem 1 62 1971, Tolman Chem Rev 77 313 1977.]

1,4-Bis(diphenylphosphino)butane(7688-25-7)Related Product Information

• N-(Carboxymethyl)-N-(phosphonomethyl)-glycine
• 1,3-Diphenyl-2-thiourea
• Dichlorodiphenylsilane
• Chlorodiphenylphosphine
• Diphenylphosphine oxide
• 1,3-Bis(diphenylphosphino)propane
• (2S,4S)-(-)-N-BOC-4-Diphenylphosphino-2-diphenylphosphinomethyl-pyrrolidine
• (2S,4S)-4-Diphenylphosphino 2-diphenylphosphinomethyl pyrrolidine
• TETRAMETHYLENEBIS(TRIPHENYLPHOSPHONIUM BROMIDE)
• (-)-DIOP
• (+)-DIOP
• 1,4-Bis(diphenylphosphino)butane-palladium(II) chloride
• (2R,3R)-(+)-BIS(DIPHENYLPHOSPHINO)BUTANE,(2R,3R)-(+)-Bis(diphenylphosphino)butane, (R,R)-CHIRAPHOS
• (2S,3S)-(-)-BIS(DIPHENYLPHOSPHINO)BUTANE
• Phenyl phosphine
• Diphenylphosphine
• (1R,2R)-(-)-1,2-BIS(DIPHENYLPHOSPHINOMETHYL)CYCLOHEXANE
• (2R,5R)-(+)-BIS(DIPHENYLPHOSPHINO)HEXANE