150111-89-0

Basic information

• Product Name: 1,4-BIS(DI-TERT-BUTYLPHOSPHINO)BUTANE
• Synonyms: 1,4-BIS(DI-TERT-BUTYLPHOSPHINO)BUTANE
• CAS NO: 150111-89-0
• Molecular Formula: C20H44P2
• Molecular Weight: 346.51
• Product Categories: Bisphosphines
• Mol File: 150111-89-0.mol

Chemical Properties

• Boiling Point: 394.9±25.0 °C(Predicted)
• Appearance: /
• CAS DataBase Reference: 1,4-BIS(DI-TERT-BUTYLPHOSPHINO)BUTANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-BIS(DI-TERT-BUTYLPHOSPHINO)BUTANE(150111-89-0)
• EPA Substance Registry System: 1,4-BIS(DI-TERT-BUTYLPHOSPHINO)BUTANE(150111-89-0)

Safety Data

• Hazardous Substances Data: 150111-89-0(Hazardous Substances Data)

Usage

Uses

Used in Organometallic Chemistry:
1,4-BIS(DI-TERT-BUTYLPHOSPHINO)BUTANE is used as a ligand for stabilizing metal ions in organometallic compounds, enhancing the reactivity and selectivity of metal-catalyzed reactions due to the steric hindrance provided by its bulky tert-butyl groups.
Used in Transition Metal-Catalyzed Reactions:
In the field of transition metal-catalyzed reactions, 1,4-BIS(DI-TERT-BUTYLPHOSPHINO)BUTANE is used as a stabilizing agent for metal ions, which aids in the formation of metal complexes and improves the overall efficiency of the catalytic process.
Used in Organic Synthesis:
1,4-BIS(DI-TERT-BUTYLPHOSPHINO)BUTANE is utilized in organic synthesis to improve the stability and performance of various catalytic systems, contributing to more effective and selective synthetic pathways.

Upstream product

• 19966-86-0 lithium di-tert-butylphosphide 
• 110-56-5 1,4-dichlorobutane 
• 819-19-2 di-tert-butylphosphine 
• 110-52-1 1,4-dibromo-butane 

Relevant articles and documents

Palladium Complexes with Bulky Diphosphine Ligands as Highly Selective Catalysts for the Synthesis of (Bio-) Adipic Acid from Pentenoic Acid Mixtures.

A series of sterically bulky diphosphines have been prepared, including P2 = trans-1,2-bis[(di-tert-butylphosphino)methyl]cyclohexane (4), (2-methylenepropane-1,3-diyl)bis(di-tert-butylphosphine) (5), bis[(di-tert-butylphosphino)methyl]dimethylsilane (6), and cis- and trans-11,12-bis[(di-tert-butylphosphino)methyl]-9,10-dihydro-9,10-ethanoanthracene (10 and 11). The corresponding palladium complexes of these ligands, P2Pd(CF3CO2)2, have been synthesized and characterized. The solid-state structures of [Pd(4)(CF3CO2)2], [Pd(5)(CF3CO2)2], [Pd(6)(CF3CO2)2], and [Pd(11)(CF3CO2)2] were obtained by single-crystal X-ray diffraction and confirm the bidentate binding mode of the ligand and a square-planar coordination geometry with a minor distortion from the ideal. The diphosphines in combination with Pd(OAc)2 have been applied in the hydroxycarbonylation of a mixture of pentenoic acid isomers to produce adipic acid with high selectivity (in several cases >95%). The (regio)selectivity of the hydroxycarbonylation reaction is highly dependent on the P2 diphosphine ligand structure, particularly the steric bulk of the substituents on the diphosphine donor and the P-Pd-P bite angle in the complexes, with respectively tertiary alkyl phosphine substituents (tert-butyl, adamantyl) and a C4 backbone P-Pd-P bite angle >100° being the common features of highly adipic acid selective systems. It is suggested that the regioselectivity of hydroxycarbonylation becomes largely driven by the chelation of the carboxylic acid functionality of pentenoic acid substrates, when smaller size P substituents and/or when P2 ligands with smaller bite angles (100°) are applied.

Aqueous poly(arylacetylene) dispersions

Aqueous poly(phenylacetylene) dispersions were obtained by catalytic polymerization in emulsion with a phosphine-modified Pd(II) catalyst. A range of mono- and bidentate phosphines were screened. A tBu2P(CH 2)3PtBu2/

Modification of ligand properties of phosphine ligands for C-C and C-N bond-forming reactions

A series of ligands have been prepared for use in Pd-catalysed coupling reactions to form C-C and C-N bonds; significant differences are exhibited by similar ligands containing different phosphorus substituents.