1,2-Bis(diphenylphosphino)ethane

Base Information

• Chemical Name: 1,2-Bis(diphenylphosphino)ethane
• CAS No.: 1663-45-2
• Deprecated CAS: 70519-63-0,80799-36-6,80799-36-6
• Molecular Formula: C26H24P2
• Molecular Weight: 398.424
• Hs Code.: 29310095
• European Community (EC) Number: 216-769-2
• NSC Number: 76285
• UNII: KL33QE52I4
• DSSTox Substance ID: DTXSID2061858
• Nikkaji Number: J126.072C
• Wikipedia: 1,2-Bis(diphenylphosphino)ethane
• Wikidata: Q161453
• Metabolomics Workbench ID: 54215
• ChEMBL ID: CHEMBL68683
• Mol file: 1663-45-2.mol

Synonyms:bis(diphenylphosphine)ethane;bis(diphenylphosphino)ethane;DPPE cpd

Chemical Property of 1,2-Bis(diphenylphosphino)ethane

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 137-142 °C(lit.)
• Boiling Point: 514.815 °C at 760 mmHg
• Flash Point: 281.728 °C
• PSA: 27.18000
• LogP: 5.25220
• Storage Temp.: Store below +30°C.
• Sensitive.: Air Sensitive
• Solubility.: Soluble in acetone, methanol and alcoholic hydrochloric acid.
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 7
• Exact Mass: 398.13532476
• Heavy Atom Count: 28
• Complexity: 336

Purity/Quality:

99%+ ^*data from raw suppliers

1,?2-?Bis(diphenylphosphin?o)?ethane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-37/39-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Phosphorus Compounds
• Canonical SMILES: C1=CC=C(C=C1)P(CCP(C2=CC=CC=C2)C3=CC=CC=C3)C4=CC=CC=C4
• Uses: suzuki reaction 1,2-Bis(diphenylphosphino)ethane is a bidendate ligand used in coordination chemistry to prepare metal complexes. It is involved in the metal-catalyzed allylic alkylation and decarboxylation of allylic esters. It is also used in 1,3-diene synthesis. Further, it is used in cycloaddition reactions and carbonylation reactions. In addition to this, it is used to prepare bis(dicyclohexylphosphino)ethane by hydrogenation.

Technology Process of 1,2-Bis(diphenylphosphino)ethane

There total 45 articles about 1,2-Bis(diphenylphosphino)ethane 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: 100.0%

(1,2-bis(diphenylphosphino)ethane)tetracarbonylmolybdenum (15444-66-3) + (1,2-bis(diphenylarsino)ethane)molybdenum tetracarbonyl (38536-63-9) → (1-diphenylphosphino-2-diphenylarsinoethane)molybdenum tetracarbonyl (53557-42-9) + 1,2-bis(diphenylarsino)ethane (4431-24-7) + 1,2-bis-(diphenylphosphino)ethane (1663-45-2)

Guidance literature:

reaction in a calorimeter under argon;

Reference yield: 100.0%

cyclopentadienylmolybdenum(III)(bis(diphenylphosphino)ethane)Cl2 + trimethylphosphane (594-09-2) → cyclopentadienylmolybdenum(III)(PMe3)2Cl2 + 1,2-bis-(diphenylphosphino)ethane (1663-45-2)

Guidance literature:

In dichloromethane; mixing of the Mo compd. with the free phosphine (molar ratio 2.3:1) in CH2Cl2;;

DOI:10.1016/S0277-5387(00)83516-0

Reference yield: 97.0%

1,2-bis(diphenylphosphinoyl)ethane (4141-50-8) → 1,2-bis-(diphenylphosphino)ethane (1663-45-2)

Guidance literature:

1,2-bis(diphenylphosphinoyl)ethane; With trityl tetrakis(pentafluorophenyl)borate; In ⁽²⁾H₈-toluene; at 20 ℃; Glovebox; Inert atmosphere;

With phenylsilane; In ⁽²⁾H₈-toluene; at 80 ℃; for 13.5h; Glovebox; Inert atmosphere; Sealed tube;

DOI:10.1002/adsc.202100189

upstream raw materials:

chloro-diphenylphosphine

1,2-dichloro-ethane

ethylene dibromide

diphenylphosphane

Downstream raw materials:

C₂₆H₃₆P₂

4,4,7,7-tetraphenyl-4,7-diphosphonia-1,10-decadioic acid dichloride

tetrachlorure d'octaphenyl-1,1,6,6,9,9,14,14 tetraphosphonia-1,6,9,14 cyclohexadecadiene-3,11

1,2-bis(N-cyanodiphenylphospha-λ⁵-azeno)ethane

Refernces

• 1、 Florindo, Pedro R.,Costa, Paulo J.,Piedade,Robalo, M. Paula. "PH-Switchability and Second-Order Nonlinear Optical Properties of Monocyclopentadienylruthenium(II)/iron(II) Tetrazoles/Tetrazolates: Synthesis, Characterization, and Time-Dependent Density Functional Theory Calculations". . p. 6849 - 6863. Retrieved 2017.
• 2、 Grubbs et al.. "-". . p. 3863. Retrieved 1977.
• 3、 Bricklebank, Neil,Godfrey, Stephen M.,McAuliffe, Charles A.,Deplano, Paula,Mercuri, Marie L.,Sheffield, Joanne M.. "Structure of diiodine adducts of some di- and tri-tertiaryphosphines in the solid state and in solution". . p. 2379 - 2382. Retrieved 1998.
• 4、 Aguiar,Beisler. "-". . p. 1660. Retrieved 1964.
• 5、 Tibbetts,Brown. "-". . p. 3031. Retrieved 1970.
• 6、 Landais, Yannick,Laye, Claire,Lusseau, Jonathan,Robert, Frédéric. "The Trityl-Cation Mediated Phosphine Oxides Reduction". supporting information. p. 3035 - 3043. Retrieved 2021/05/10.
• 7、 Balasubramaniam, Selvakumar,Jemmis, Eluvathingal D.,Kumar, Sandeep,Sharma, Deepti,Venugopal, Ajay. "Reversing Lewis acidity from bismuth to antimony". supporting information. p. 8889 - 8892. Retrieved 2021/09/10.