121954-50-5

Basic information

• Product Name: 1,2-BIS(DI-TERT-BUTYLPHOSPHINOMETHYL)BENZENE
• Synonyms: 1,2-BIS(DI-TERT-BUTYLPHOSPHINOMETHYL)BE&;Bis(di-tert-butylphosphino)-o-xylene;ALPHA, ALPHA'-BIS-(DI-TERT-BUTYLPHOSPHINO)-O-XYLENE;alpha,alpha'-Bis(di-t-butylphosphino)-o-xylene,min.97%;alpha:,alpha:'-Bis(di-t-butylphosphino)-o-xylene, min. 97%;α,α'-bis(di-t-butylphosphino)-o-xylene;a,a'-Bis(di-t-butylphosphino)-o-xylene, min. 97%;1,2-Bis(di-t-butylphosphinoMethyl)benzene, 98%
• CAS NO: 121954-50-5
• Molecular Formula: C₂₄H₄₄P₂
• Molecular Weight: 394.55
• Product Categories: Catalysis and Inorganic Chemistry;Phosphorus Compounds;Polydentate Phosphine Ligands;Achiral Phosphine;Aryl Phosphine
• Mol File: 121954-50-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 59-62°C
• Boiling Point: 456.7°C at 760 mmHg
• Flash Point: 243.6°C
• Appearance: white/crystal
• Vapor Pressure: 4.31E-08mmHg at 25°C
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive: air sensitive
• CAS DataBase Reference: 1,2-BIS(DI-TERT-BUTYLPHOSPHINOMETHYL)BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-BIS(DI-TERT-BUTYLPHOSPHINOMETHYL)BENZENE(121954-50-5)
• EPA Substance Registry System: 1,2-BIS(DI-TERT-BUTYLPHOSPHINOMETHYL)BENZENE(121954-50-5)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 121954-50-5(Hazardous Substances Data)

Usage

Description

1,2-Bis(di-tert-butylphosphinomethyl)benzene (DTBPMB) is a bidentate phosphine ligand known for its application in various chemical reactions, particularly in the field of catalysis. It is characterized by its ability to form stable complexes with metal catalysts, which enhances the efficiency and selectivity of the reactions it is involved in.

Uses

Used in Catalyst Systems:
DTBPMB is used as a ligand in catalyst systems for the palladium-catalyzed hydroesterification of styrene and vinyl acetate to form branched esters. Its bidentate nature allows for better control over the reaction, leading to improved product distribution and selectivity.
Used in the Production of Methyl Propanoate:
DTBPMB, in combination with Pd2(dba)3 (dba = trans,trans-dibenzylideneacetone) and a sulfonic acid, is used to catalyze the methoxycarbonylation of ethane to form methyl propanoate. This reaction is of significant industrial importance, as methyl propanoate is a valuable intermediate in the synthesis of various chemicals and pharmaceuticals.
Used in the Chemical Industry:
In the chemical industry, DTBPMB is used as a ligand for the development of new catalysts that can improve the efficiency of various chemical reactions. Its ability to form stable complexes with metal catalysts makes it a valuable component in the design of catalysts for a wide range of applications, including the production of polymers, pharmaceuticals, and fine chemicals.
Used in Research and Development:
DTBPMB is also utilized in research and development settings to explore new catalytic systems and reaction pathways. Its unique properties make it an attractive candidate for the development of novel catalysts that can address current challenges in the field of catalysis, such as improving reaction rates, selectivity, and sustainability.

InChI:InChI=1/C24H44P2/c1-21(2,3)25(22(4,5)6)17-19-15-13-14-16-20(19)18-26(23(7,8)9)24(10,11)12/h13-16H,17-18H2,1-12H3

Upstream product

• 13716-10-4 di(tert-butyl)chlorophosphine 
• 612-12-4 o-Xylylene dichloride 
• 1384289-50-2 di-t-butyl phosphonium chloride 
• 108-88-3 toluene 
• 78499-87-3 bis(chloromagnesiummethyl)benzol 
• 39106-95-1 di-tert-butylphosphanylbromide 

Downstream Products

• 1227375-36-1 C₂₄H₄₄P₂Se₂ 
• 230978-02-6 C₁₇H₁₄O*C₂₄H₄₄P₂Pd 
• 872691-69-5 [Pt(dtbpx)(Ph)Br] 
• 147244-23-3 Pt(CH₂CHC₆H₅)((C(CH₃)3)2PCH₂C₆H₄CH₂P(C(CH₃)3)2) 
• 147311-72-6 Pd(CH₂CHC₆H₅)((C(CH₃)3)2PCH₂C₆H₄CH₂P(C(CH₃)3)2) 

Relevant articles and documents

ORGANIC MAGNESIUM PHOSPHIDE AND MANUFACTURING METHOD THEREOF, ORGANIC MAGNESIUM PHOSPHIDE COMPLEX AND MANUFACTURING METHOD THEREOF, AND MANUFACTURING METHOD OF ORGANIC PHOSPHORUS COMPOUND USING SAID PHOSPHIDE

An organic magnesium phosphide expressed by Formula (1) below and an organic magnesium phosphide complex expressed by Formula (9) below are provided, and a manufacturing method of organic phosphorus compound is characterized in that the above compounds used as a reagent is reacted with an electrophile: wherein R1 and R2 are each independently an aliphatic group, heteroaliphatic group, alicyclic group, or heterocyclic group, and X is chlorine, bromine, or iodine, wherein R3 and R4 are each independently an aliphatic group, heteroaliphatic group, aromatic group, alicyclic group, or heterocyclic group, and X and Y are each independently chlorine, bromine, or iodine.

Synthetic method of benzyl ligand applicable to hydroformylation

The invention relates to a synthetic method of a benzyl ligand applicable to hydroformylation; the synthetic method is characterized by comprising the steps of adding 1.5 mol of n-hexane and 0.1-0.15 mol of methyl organic matter into a reaction container; adding suitable n-butyllithium, and heating the reaction container slowly to normal temperature; stirring at normal temperature for 20-30 hours; lowering the temperature of the reaction container to the range of -5 DEG C to 5 DEG C, and adding suitable compound with phosphorus chloride monomer slowly and evenly; heating the reaction container to normal temperature, stirring for 2-4 hours, and adding 0.4-1.0 mol of methanol and 0.8-1.2 mol of double distilled water slowly and evenly; separating the obtained mixture, and performing organic phase evacuating to obtain the benzyl ligand. The synthetic method is suitable for the preparation of compound molecules where the molecular structure contains one or more benzyl phosphine structural units.