80499-19-0

Basic information

• Product Name: 1,4-BIS(DI-I-PROPYLPHOSPHINO)BUTANE
• Synonyms: 1,4-BIS(DI-I-PROPYLPHOSPHINO)BUTANE;1,4-Bis(diisopropylphosphino)butane;1,4-Bis(di-i-propylphosphino)butane,min.98%;1,4-Bis(di-i-propylphosphino)butane, min. 98%
• CAS NO: 80499-19-0
• Molecular Formula: C₁₆H₃₆P₂
• Molecular Weight: 290.4
• Product Categories: organophosphine compound;Achiral Phosphine;Alkyl Phosphine
• Mol File: 80499-19-0.mol
• Article Data: 3

Chemical Properties

• Appearance: colorless to pale yellow/liquid
• Sensitive: air sensitive
• CAS DataBase Reference: 1,4-BIS(DI-I-PROPYLPHOSPHINO)BUTANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-BIS(DI-I-PROPYLPHOSPHINO)BUTANE(80499-19-0)
• EPA Substance Registry System: 1,4-BIS(DI-I-PROPYLPHOSPHINO)BUTANE(80499-19-0)

Safety Data

• Statements: 10-36/37/38
• Safety Statements: 16-26-36/37/39
• RIDADR: 1993
• Hazardous Substances Data: 80499-19-0(Hazardous Substances Data)

Usage

General Description

1,4-Bis(di-i-propylphosphino)butane is a chemical compound with the molecular formula C20H42P2. It is a diphosphine ligand commonly used in organometallic chemistry and catalysis. 1,4-BIS(DI-I-PROPYLPHOSPHINO)BUTANE is known for its ability to facilitate the formation and stabilization of metal complexes, and it is often utilized in coordination chemistry for its chelating properties. 1,4-Bis(di-i-propylphosphino)butane has been used in various applications, including asymmetric hydrogenation reactions and cross-coupling reactions, due to its ability to control stereochemistry and reactivity in metal-catalyzed processes. It is also known for its stability and low toxicity, making it a valuable tool in chemical research and industrial processes.

Upstream product

• 21502-53-4 lithium diisopropylphosphide 
• 110-56-5 1,4-dichlorobutane 

Relevant articles and documents

Process for the preparation of substituted aromatic compounds

A process for the preparation of a substituted aromatic compound in which a chloroaromatic compound and an alkyl-, alkenyl- or aryl-boronic acid ester or anhydride are coupled in the presence of palladium and a lipophilic aliphatic phosphine comprising at least one branched aliphatic group or a lipophilic aliphatic Dis(phosphine). Preferred phosphines include triisopropyl, triisobutyl and tricyclohexylphosphine.

MECHANISTIC ASPECTS OF CATALYTIC HYDROGENATION OF KETONES BY RHODIUM(I)-PERALKYLDIPHOSPHINE COMPLEXES

Mechanistic aspects of the hydrogenation of ketones employing cationic rhodium(I) complexes ClO4 (NBD=norbornadiene) and ClO4 (CyDIOP=2,3-O-isopropylidene-2,3-dihydroxy-1,4-bis(dicyclohexylphosphino)butane) and a neutral complex, "Rh(CyDIOP)Cl" were studied.The cationic complex-catalyzed hydrogenation of the poor coordinating simple ketone substrates followed a rate equation r0=kobs00 and showed an unusual negative temperature dependence of the reaction rate.The hydrogenation of the chelating substrate PhCOCONHCH2Ph followed a rate equation r0=kobs with the activation parameters Ea 5.51 kcal mol-1, ΔH excit.308 4.90 kcal mol-1, ΔS excit.308-32.0 e.u. (ClO4 catalyst); Ea 5.36 kcal mol-1, ΔH excit.308 4.75 kcal mol-1, ΔS excit.308-30.9 e.u. (ClO4 catalyst).For the neutral complex-catalyzed hydrogenation of PhCOCONHCH2Ph, the rate equation r0=0.2500 was obtained with the activation parameters (Ea 3.99 kcal mol-1, ΔH excit308 3.38 kcal mol-1, ΔS excit.308-43.0 e.u.) Several intermediate complexes in the cationic complex-catalyzed hydrogenation were alo detected spectroscopically or isolated.On the basis of these observations, a general scheme was proposed.