131890-26-1

Basic information

• Product Name: Bis[(2-di-i-propylphosphino]ethyl)amine, min. 97%
• Synonyms: Bis[(2-di-i-propylphosphino]ethyl)amine, min. 97%;Bis[(2-di-i-propylphosphino]ethyl)aMine;Bis[2-(diisopropylphosphino)ethyl]aMine, 10% w/w soln. in THF;Bis[(2-di-i-propylphosphino)ethyl]aMine, Min. 97% (10 wt% in tetrahydrofuran);Bis((2-diisopropylphosphino)ethyl)-amine;Bis[(2-diisopropylphosphino]ethyl)amine solution;Bis[(2-di-i-propylphosphino)ethyl]amine(10 wt% in tetrahydrofuran)
• CAS NO: 131890-26-1
• Molecular Formula: C16H37NP2
• Molecular Weight: 305.419202
• Product Categories: Achiral Phosphine;Alkyl Phosphine
• Mol File: 131890-26-1.mol

Chemical Properties

• Boiling Point: 375.9±27.0 °C(Predicted)
• Flash Point: -17 °C
• Appearance: pale yellow to colorless/liquid
• Density: 0.884 g/mL at 25 °C
• Refractive Index: 1.4180
• PKA: 10.42±0.19(Predicted)
• Water Solubility: Immiscible with water.
• Sensitive: Air Sensitive
• CAS DataBase Reference: Bis[(2-di-i-propylphosphino]ethyl)amine, min. 97%(CAS DataBase Reference)
• NIST Chemistry Reference: Bis[(2-di-i-propylphosphino]ethyl)amine, min. 97%(131890-26-1)
• EPA Substance Registry System: Bis[(2-di-i-propylphosphino]ethyl)amine, min. 97%(131890-26-1)

Safety Data

• Hazard Codes: F,Xn
• Statements: 11-19-36/37-40
• Safety Statements: 16-26-36/37
• RIDADR: UN 2056 3 / PGII
• WGK Germany: 3
• HazardClass: 3
• Hazardous Substances Data: 131890-26-1(Hazardous Substances Data)

Usage

Uses

Used in Chemical Industry:
Bis[(2-di-i-propylphosphino]ethyl)amine, min. 97% is used as a ligand for forming complexes with ruthenium. The application reason is that these complexes are effective in the dehydrogenation of ethanol, which is an important reaction in the production of biofuels and other chemical products.
Used in Catalysis:
In the field of catalysis, Bis[(2-di-i-propylphosphino]ethyl)amine, min. 97% acts as a ligand to create active catalysts for various chemical reactions. The application reason is its ability to stabilize and enhance the performance of metal complexes, leading to improved reaction rates and selectivity.
Used in Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, Bis[(2-di-i-propylphosphino]ethyl)amine, min. 97% could potentially be used in the pharmaceutical industry as a precursor for the synthesis of complex organic molecules or as a component in the development of new drugs. The application reason would be its unique structural features and reactivity, which could be exploited to create novel therapeutic agents.

Reaction

Ligand for the osmium dehydrogenation of alcohols Ligand for the ruthenium dehydrogenation of alcohols Ligand for the iron catalyzed production of hydrogen from methanol Ligand for the iron catalyzed hydrogenation of esters to alcohols

Upstream product

• 40244-90-4 Chlorodiisopropylphosphane 
• 82475-57-8 N,N-bis(2-chloroethyl)-1,1,1-trimethylsilylamine 
• 1553932-16-3 [^iPrPN(H)P]₂Fe(H)(CO)(BH₄) 
• 21502-53-4 lithium diisopropylphosphide 

Downstream Products

• 1311164-69-8 carbonylchlorohydrido[bis(2-diisopropyl-phosphinoethyl)amino]ruthenium(II) 
• 1919884-90-4 [Mn(HN(C₂H₄PⁱPr₂)₂)(CO)₂Br] 
• 1448845-89-3 [Ir(SOMe₂)(HPNP^iPr)]BPh₄ 

Relevant articles and documents

Dynamic Kinetic Resolution of Alcohols by Enantioselective Silylation Enabled by Two Orthogonal Transition-Metal Catalysts

A nonenzymatic dynamic kinetic resolution of acyclic and cyclic benzylic alcohols is reported. The approach merges rapid transition-metal-catalyzed alcohol racemization and enantioselective Cu-H-catalyzed dehydrogenative Si-O coupling of alcohols and hydrosilanes. The catalytic processes are orthogonal, and the racemization catalyst does not promote any background reactions such as the racemization of the silyl ether and its unselective formation. Often-used ruthenium half-sandwich complexes are not suitable but a bifunctional ruthenium pincer complex perfectly fulfills this purpose. By this, enantioselective silylation of racemic alcohol mixtures is achieved in high yields and with good levels of enantioselection.

TRANSITION METAL ISONITRILE CATALYSTS

The present disclosure relates to new transition metal isonitrile compounds, processes for the production of the compounds and the use of the compounds as catalysts. The disclosure also relates to the use of the metal isonitrile compounds as catalysts for hydrogenation and transfer hydrogenation of compounds containing one or more carbon-oxygen, and/or carbon-nitrogen and/or carbon-carbon double bonds.

A molecular iron catalyst for the acceptorless dehydrogenation and hydrogenation of N-heterocycles

A well-defined iron complex (3) supported by a bis(phosphino)amine pincer ligand efficiently catalyzes both acceptorless dehydrogenation and hydrogenation of N-heterocycles. The products from these reactions are isolated in good yields. Complex 3, the active catalytic species in the dehydrogenation reaction, is independently synthesized and characterized, and its structure is confirmed by X-ray crystallography. A trans-dihydride intermediate (4) is proposed to be involved in the hydrogenation reaction, and its existence is verified by NMR and trapping experiments.

PNP pincer osmium polyhydrides for catalytic dehydrogenation of primary alcohols

This paper reports the synthesis, structure, and properties of a series of PNP pincer complexes of osmium OsH3Cl[HN(C2H 4PiPr2)2] (1), OsH 3[N(C2H4PiPr2) 2] (2), OsH4[HN(C2H4P iPr2)2] (3), and OsH2(PMe 3)[HN(C2H4PiPr2) 2] (4). The tetrahydride 3 operates as an efficient catalyst at 0.1 mol% loading for the reactions of amination and dehydrogenative coupling of primary alcohols, producing secondary amines and symmetrical esters, respectively. The catalyst 3 is distinguished by outstanding stability, and it can be used in an aqueous environment at temperatures as high as 200 °C. The Royal Society of Chemistry 2011.

IRIDIUM CATALYSTS FOR CATALYTIC HYDROGENATION

The present disclosure relates to a process for the reduction of compounds comprising one or more carbon-oxygen (C═O) double bonds, to provide the corresponding alcohol, comprising contacting the compound with hydrogen gas at a pressure greater than 3 atm and a catalyst comprising an iridium aminodiphosphine complex.

TRANSFER HYDROGENATION PROCESSES AND CATALYSTS

The invention relates to a process for the reduction of compounds comprising a carbon-carbon (C=C), carbon-oxygen (C=O), or carbon-nitrogen (C=N) double bond, to a corresponding hydrogenated alkane, alcohol or amine, comprising contacting a compound comprising the C=C, C=O or C=N double bond with a hydrogen donor solvent and a catalyst comprising a metal complex having a tridentate aminodiphosphine ligand under transfer hydrogenation conditions.