19845-69-3

Basic information

• Product Name: 1,6-Bis(diphenylphosphino)hexane
• Synonyms: HEXAMETHYLENEBIS(DIPHENYLPHOSPHINE);1,6-BIS(DIPHENYLPHOSPHINO)HEXANE;1,6-BIS(DIPHENYLPHOSPHINO)HEXANE 97%;1,6-Bis(diphenylphosphiNA)hexane;1,6-Bis(diphenylphosphino)hexa;1,6-Bis(diphenylphosphino)hexane,97%;1,6-Hexanediylbis[diphenylphosphine;6-diphenylphosphanylhexyl(diphenyl)phosphane
• CAS NO: 19845-69-3
• Molecular Formula: C₃₀H₃₂P₂
• Molecular Weight: 454.52
• EINECS: 1312995-182-4
• Product Categories: Phosphines;Phosphine Ligands;Synthetic Organic Chemistry;Catalysis and Inorganic Chemistry;Phosphorus Compounds;Polydentate Phosphine Ligands
• Mol File: 19845-69-3.mol

Chemical Properties

• Melting Point: 124-126 °C(lit.)
• Boiling Point: 564 °C at 760 mmHg
• Flash Point: 314 °C
• Appearance: /
• Vapor Pressure: 3.65E-12mmHg at 25°C
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 1,6-Bis(diphenylphosphino)hexane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,6-Bis(diphenylphosphino)hexane(19845-69-3)
• EPA Substance Registry System: 1,6-Bis(diphenylphosphino)hexane(19845-69-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 19845-69-3(Hazardous Substances Data)

Usage

Uses

suzuki reaction

InChI:InChI=1/C30H32P2/c1(15-25-31(27-17-7-3-8-18-27)28-19-9-4-10-20-28)2-16-26-32(29-21-11-5-12-22-29)30-23-13-6-14-24-30/h3-14,17-24H,1-2,15-16,25-26H2

Upstream product

• 629-03-8 1 ,6-dibromohexane 
• 829-85-6 diphenylphosphane 

Downstream Products

• 35387-44-1 Tetra-P-phenyl-P,P'-hexanediyl-bis-phosphine oxide 
• 81194-93-6 C₄₀H₅₀P₂⁽²⁺⁾*2Cl^(1-) 
• 98170-71-9 Hexamethylen-bis- 
• 946828-66-6 ((C₂H₅O)2PSN(C₆H₅)2P)2(CH₂)6 
• 946828-67-7 ((C₆H₅O)2PSN(C₆H₅)2P)2(CH₂)6 
• 82195-37-7 C₂₅H₃₀P₂ 
• 81195-13-3 1,1'-(1,6-hexanediyl)bis(1,2,3,4-tetrahydro-4,4-dimethyl-1-phenylphosphinolinium bis 
• 120224-52-4 MoCl(SnCl₃)(CO)3((C₆H₅)2P(CH₂)6P(C₆H₅)2) 
• 64659-16-1 Au2Cl2{μ-Ph2P(CH2)6PPh2} 
• 126586-36-5 {Rh(cyclooctadiene)Cl}2(μ-1,6-bis(diphenylphosphino)hexane) 
• 64828-26-8 {Rh(Cl)(CO)(μ-1,6-bis(diphenylphosphino)pentane)}2 
• 15553-72-7 Mo2(CO)10(μ-P-P) 

Relevant articles and documents

A mild and efficient CsOH-promoted synthesis of ditertiary phosphines

A mild and efficient method for the synthesis of ditertiary phosphines has been developed. In the presence of cesium hydroxide, molecular sieves, and DMF, various dihalides were coupled with diphenylphosphine at room temperature, and the results have demonstrated that this methodology offers a general synthetic procedure producing a variety of ditertiary phosphines in high yields.

CsOH-promoted P-alkylation: A convenient and highly efficient synthesis of tertiary phosphines

A mild and efficient method for the synthesis of tertiary phosphines and ditertiary phosphines has been developed. In the presence of cesium hydroxide, molecular sieves and DMF at room temperature, various secondary phosphines and alkyl bromides were examined, and the results have demonstrated that this methodology offers a general synthetic procedure to produce tertiary phosphines in moderate to high yields. Optically active tertiary phosphine synthesis is also described.

Preparation of organohalosilanes

When oganohalosilanes are prepared by charging a reactor with a contact mass containing a metallic silicon powder and a copper catalyst, and introducing an organohalide-containing gas into the reactor to effect the direct reaction, a poly(organo)phosphino compound is added to the contact mass. The invention is successful in producing organohalosilanes at a significantly improved production rate without reducing the selectivity of useful silane.

Radical Cations of Bis(diphenylphosphino) Derivatives (Ph2P-R-PPh2): The Formation of Localized, Cyclic, and Dimeric Configurations. An ESR and Quantum Chemical Study

A matrix ESR study on radiogenic radical cations of Ph2P-R-PPh2 derivatives with various linkers (R) is presented.The experiments show that in a frozen dichloromethane solution the radical cations can adopt localized (Ph2PR*+), cyclic , and dimeric (Ph2RP*-PRPh2+) configurations, depending on the nature of the linker.The cyclic and dimeric products are formed in the reaction of a localized cation with a second free-electron pair, resulting in an intra- or intermolecular three-electron P-P ?* bond, respectively.The formation of the cyclic structure, with a strongly bent P-P ?* bond, requires a specific proximate position of the two phosphine moieties in the precursor molecule.The mutual orientation of the two free-electron pairs of the precursors is assessed by NMR via the nJPP spin-spin coupling constant.Ab initio UHF quantum chemical calculations at the 3-21G*/SCF level support the assignments.

Preparation of biaryl compounds

A method for the preparation of biaryl compounds is disclosed which comprises contacting an aromatic halide in the presence of a catalyst comprising zerovalent nickel, a bidentate phosphorus-containing coordinating ligand and a reducing metal in a polar, aprotic solvent system for a time and under conditions suitable for the formation of biaryl compound.