Diphenyl(2-phosphinoethyl)phosphine

Base Information

• Chemical Name: Diphenyl(2-phosphinoethyl)phosphine
• CAS No.: 34664-50-1
• Molecular Formula: C14H16 P2
• Molecular Weight: 246.229
• Hs Code.: 2902909090
• European Community (EC) Number: 252-135-1
• DSSTox Substance ID: DTXSID10188222
• Nikkaji Number: J140.950F
• Wikidata: Q83060037
• Mol file: 34664-50-1.mol

Synonyms:Diphenyl(2-phosphinoethyl)phosphine;34664-50-1;EINECS 252-135-1;Phosphine, diphenyl(2-phosphinoethyl)-;SCHEMBL6266599;DTXSID10188222;Diphenyl(2-phosphinoethyl)phosphine #

Chemical Property of Diphenyl(2-phosphinoethyl)phosphine

Chemical Property:

• Vapor Pressure: 9.49E-05mmHg at 25°C
• Boiling Point: 349.4°C at 760 mmHg
• Flash Point: 165.1°C
• PSA: 27.18000
• LogP: 2.99440
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 246.07272451
• Heavy Atom Count: 16
• Complexity: 163

Purity/Quality:

99% ^*data from raw suppliers

DIPHENYL(2-PHOSPHINOETHYL)PHOSPHINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(CCP)C2=CC=CC=C2

Technology Process of Diphenyl(2-phosphinoethyl)phosphine

There total 4 articles about Diphenyl(2-phosphinoethyl)phosphine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

1-diethylphosphonato-2-(diphenylphosphino)ethane (34664-51-2) → 1-diphenylphosphino-2-phosphinoethane (34664-50-1)

Guidance literature:

With lithium aluminium tetrahydride; chloro-trimethyl-silane; In diethyl ether; water;

DOI:10.1080/10426507.2014.983597

Reference yield:

diphenylphosphane (829-85-6) → 1-diphenylphosphino-2-phosphinoethane (34664-50-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 2,2'-azobis(isobutyronitrile) / 21 h / 65 °C / Inert atmosphere; Schlenk technique

2.1: lithium aluminium tetrahydride; chloro-trimethyl-silane / tetrahydrofuran / 21 h / -78 - 20 °C / Inert atmosphere; Schlenk technique

2.2: Inert atmosphere; Schlenk technique; Cooling with ice

With lithium aluminium tetrahydride; chloro-trimethyl-silane; 2,2'-azobis(isobutyronitrile); In tetrahydrofuran;

DOI:10.1021/ic401232g

Reference yield:

Diethyl vinylphosphonate (682-30-4) + diphenylphosphane (829-85-6) → 1-diphenylphosphino-2-phosphinoethane (34664-50-1)

Guidance literature:

Multistep reaction; (i) KOtBu, (ii) LiAlH₄;

upstream raw materials:

Diethyl vinylphosphonate

diphenylphosphane

1-diethylphosphonato-2-(diphenylphosphino)ethane

Downstream raw materials:

C₄₄H₄₆N₂P₄

bis(hydroxymethyl)(2-(diphenylphosphino)ethyl)phosphine

1-[(2'R,5'R)-2',5'-dimethylphospholano]-2-(diphenylphosphino)ethane

Refernces

• 1、 Nijland, Aike,Van Zutphen, Steven,Carmichael, Duncan. "Synthesis and Reactivity of Tris(Hydroxymethyl)Phosphine-Mimicking Nonsymmetrical Diphosphine Ligands". . p. 720 - 724. Retrieved 2016/01/15.
• 2、 Baber, Angharad,De Vries, Johannes G.,Orpen, A. Guy,Pringle, Paul G.,Von Der Luehe, Karl. "Allosteric effects in asymmetric hydrogenation catalysis? Asymmetric induction as a function of the substrate and the backbone flexibility of C 1-symmetric diphosphines in rhodium-catalysed hydrogenations". . p. 4821 - 4828. Retrieved 2007/10/03.