65038-36-0

Basic information

• Product Name: 1,4-BIS(DICYCLOHEXYLPHOSPHINO)BUTANE
• Synonyms: 1,4-BIS(DICYCLOHEXYLPHOSPHINO)BUTANE
• CAS NO: 65038-36-0
• Molecular Formula: C₂₈H₅₂P₂
• Molecular Weight: 450.66
• Product Categories: Bisphosphines;Polydentate Phosphine Ligands;Catalysis and Inorganic Chemistry;Phosphorus Compounds
• Mol File: 65038-36-0.mol
• Article Data: 7

Chemical Properties

• Melting Point: 99-104 °C(lit.)
• Boiling Point: 555.4°C at 760 mmHg
• Flash Point: 308.3°C
• Appearance: /solid
• Vapor Pressure: 8.36E-12mmHg at 25°C
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• BRN: 3368850
• CAS DataBase Reference: 1,4-BIS(DICYCLOHEXYLPHOSPHINO)BUTANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-BIS(DICYCLOHEXYLPHOSPHINO)BUTANE(65038-36-0)
• EPA Substance Registry System: 1,4-BIS(DICYCLOHEXYLPHOSPHINO)BUTANE(65038-36-0)

Safety Data

• WGK Germany: 3
• F: 10-23
• Hazardous Substances Data: 65038-36-0(Hazardous Substances Data)

Usage

General Description

1,4-Bis(dicyclohexylphosphino)butane, also known as dicyclohexyl-1,4-bis(phosphino)butane or dcpb, is a chemical compound commonly used as a ligand in organometallic chemistry. It is a bidentate phosphine, meaning it can bond to a metal atom at two different locations, and is often used in transition metal catalyzed reactions. Its bulky dicyclohexylphosphino groups provide steric protection around the metal center, which can influence the stereochemistry and reactivity of the metal complex. 1,4-BIS(DICYCLOHEXYLPHOSPHINO)BUTANE is utilized in various organic synthesis reactions, including hydrogenation, hydroformylation, and cross-coupling reactions. It is a versatile and important chemical in the field of coordination chemistry and metal-catalyzed reactions.

InChI:InChI=1/C28H52P2/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/h25-28H,1-24H2

Upstream product

• 7688-25-7 1,4-di(diphenylphosphino)-butane 
• 110-56-5 1,4-dichlorobutane 
• 19966-81-5 lithium dicyclohexylphosphide 
• 65768-05-0 diethyl-dicyclohexylphosphino-amine 
• 16523-54-9 chlorodicyclohexylphosphane 

Downstream Products

• 371233-99-7 [(N2)(bis(dicyclohexyl)-1,4-phosphinobutane)Ru(μ-Cl)3RuCl(bis(dicyclohexyl)-1,4-phosphinobutane)] 
• 28016-71-9 trans-chlorohydridobis(tricyclohexylphosphine)palladium(II) 
• 909791-35-1 cis-[PdHCl(1,4-bis(dicyclohexylphosphanyl)butane)] 
• 1012075-16-9 [(C₆H₁₁)2PCH₂CH₂CH₂CH₂P(C₆H₁₁)2P(C₂H₅)]⁽²⁺⁾*[SnCl₆]^(2-)=[(C₆H₁₁)2PCH₂CH₂CH₂CH₂P(C₆H₁₁)2P(C₂H₅)][SnCl₆] 
• 1009104-92-0 [Rh(1,4-bis(dicyclohexylphosphino)butane)(CO)Cl]2 
• 468082-88-4 Ru(H)(Cl)(CO)(DCPB)(PPh₃) 
• 1445270-35-8 (η²-tetrafluoroethylene)Ni(1,4-bis(dicyclohexylphosphino)butane) 
• 1445270-22-3 (η²-tetrafluoroethylene)Pd(1,4-bis(dicyclohexylphosphino)butane) 
• 1428638-02-1 (μ-1,4-bis(dicyclohexylphosphino)butane)Au2(CCC5H4N)2 
• 1398413-56-3 cis-[PtCl₂(C₄H₈P₃(Cy)₄)(PEt₃)]⁺ 
• 189757-76-4 (1,4-bis(dicyclohexylphosphino)butane)dimethylpalladium(II) 
• 255064-34-7 (Z,Z)-cycloocta-1,5-diene(1,4-bis(dicyclohexylphosphino)butane)rhodium(I) tetrafluoroborate 
• 190603-96-4 [(κ(2)P,P'-(η(3)-C6H8)CyP(CH2)4PCy2)Ru(η(3)-C8H13)] 
• 106632-91-1 {NiBr₂-1.4-Bis-dicyclohexylphosphino-butan} 

Relevant articles and documents

A synthetic double (bicyclic hexyl phosphine ) alkane method of the

The invention discloses a method for synthesizing bis(dicyclohexylphosphine)alkane, belonging to the field of organic synthesis. The method comprises the following steps: (1) under water-free oxygen-free conditions, carrying out amino protection on the initial raw material dicyclohexyl chlorophosphine to obtain dicyclohexyl diethylamino phosphine; and (2) reacting the dicyclohexyl diethylamino phosphine with diethyl cadmium to obtain an di(dicyclohexylphosphine)cadmium intermediate, and reacting with dichloroalkane to synthesize the bis(dicyclohexylphosphine)alkane compound. The method has the advantages of mild reaction conditions and high yield, is easy to operate, lowers the production cost, and is easier for industrial production.

Catalytic Hydrogenation of Aryl Phosphines by Niobium Aryloxide Compounds: High Yield and Efficient Synthesis of Cyclohexyl Phosphine Ligands

The tris(4-methylbenzyl) compound Nb(OC6H3Ph2-2,6)2(CH2H4-4Me)3 1 (OC6H3Ph2-2,6 = 2,6-diphenylphenoxide) acts as a catalyst precursor for the hydrogenation of a variety of aryl phosphine ligands.

Process for the preparation of aldehydes

Process for the preparation of aldehydes by hydroformylation of an alkenically unsaturated compound in the presence of (a) Pd, a Pd compound, Pt and/or a Pt compound, (b) an anion of a carboxylic acid with a pKa 1 R2 -M-R-M-R3 R4, wherein M is P, As or Sb, R is a divalent organic bridging group having at least 3 carbon atoms in the bridge, and R1, R2, R3 and R4 are hydrocarbon groups.