Isopropyldiphenylphosphine

Base Information

• Chemical Name: Isopropyldiphenylphosphine
• CAS No.: 6372-40-3
• Molecular Formula: C15H17P
• Molecular Weight: 228.274
• Hs Code.: 2902909090
• European Community (EC) Number: 228-902-1
• NSC Number: 244305
• UNII: M4L63D5AEQ
• DSSTox Substance ID: DTXSID50213143
• Nikkaji Number: J206.969E
• Wikidata: Q83088425
• Mol file: 6372-40-3.mol

Synonyms:Isopropyldiphenylphosphine;6372-40-3;diphenyl(propan-2-yl)phosphane;Phosphine, (1-methylethyl)diphenyl-;NSC 244305;M4L63D5AEQ;EINECS 228-902-1;NSC-244305;NSC244305;diphenylisopropylphosphine;isopropyl-diphenylphosphine;UNII-M4L63D5AEQ;SCHEMBL301134;Isopropyldiphenylphosphine, 97%;(1-methylethyl)diphenylphosphine;P(C(C)C)(c1ccccc1)c2ccccc2;C15H17P;DTXSID50213143;MFCD00015028;AKOS015838544;AS-58825;CS-0085776;FT-0636121;I0583;T72752

Chemical Property of Isopropyldiphenylphosphine

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 0.00118mmHg at 25°C
• Melting Point: 40-43 °C(lit.)
• Boiling Point: 309.2 °C at 760 mmHg
• Flash Point: 147 °C
• PSA: 13.59000
• Density: 0.861
• LogP: 3.52770
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Air Sensitive
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 228.106787540
• Heavy Atom Count: 16
• Complexity: 170

Purity/Quality:

98%,99%, ^*data from raw suppliers

Isopropyldiphenylphosphine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)P(C1=CC=CC=C1)C2=CC=CC=C2
• Uses: Catalyst in:Nickel/Lewis acid-catalyzed aryl- and alkenylcyanation of unsaturated bondsNickel/Lewis Acid-Catalyzed Cyanoesterification and Cyanocarbamoylation of AlkynesMethoxycarbonylation reactions (palladium complex)Decarboxylative cross-coupling in the presence of palladiumAsymmetric hydrogenation of quinolines catalyzed by iridium complexes of BINOL-derived diphosphonitesHydroesterification of vinylarenes in complex with palladiumLigand precatalyst for room-temperature Heck coupling reactions

Technology Process of Isopropyldiphenylphosphine

There total 11 articles about Isopropyldiphenylphosphine 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: 98.0%

isopropyl-diphenyl-phosphine oxide (2959-75-3) → isopropyldiphenylphosphine (6372-40-3)

Guidance literature:

With aluminium hydride*tetrahydrofuran; In tetrahydrofuran; for 0.5h; Heating;

DOI:10.1016/S0040-4039(98)00748-5

Reference yield: 96.0%

1,3-dioxoisoindolin-2-yl isobutyrate (1631179-23-1) + chloro-diphenylphosphine (1079-66-9,74391-44-9) → isopropyldiphenylphosphine (6372-40-3)

Guidance literature:

With N,N,N',N'',N'''-pentamethyldiethylenetriamine; zinc; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

DOI:10.1021/acscatal.9b03366

Reference yield: 81.0%

2-iodo-propane (75-30-9) + diphenylphosphane (829-85-6) → isopropyldiphenylphosphine (6372-40-3)

Guidance literature:

With 1,3-dicyano-5-fluoro-2,4,6-tris(diphenylamino)benzene; N-ethyl-N,N-diisopropylamine; In acetonitrile; for 24h; Inert atmosphere; Glovebox; Sealed tube; Irradiation;

DOI:10.1002/chem.202002646

upstream raw materials:

triphenylphosphine

isopropyl bromide

isopropyl-diphenyl-phosphine oxide

2-iodo-propane

Downstream raw materials:

Diphenyl-isopropyl-methyl-phosphonium

Ethyl-diphenyl-isopropyl-phosphonium

Dichlor(isopropyl)diphenylphosphoran

C₁₅H₁₇F₂P

Refernces

• 1、 García-Domínguez, Andrés,Gonzalez, Jorge A.,Leach, Andrew G.,Lloyd-Jones, Guy C.,Nichol, Gary S.,Taylor, Nicholas P.. "A Lewis Base Nucleofugality Parameter, NFB, and Its Application in an Analysis of MIDA-Boronate Hydrolysis Kinetics". supporting information. . Retrieved 2022/01/04.
• 2、 Arockiam, Percia Beatrice,Lennert, Ulrich,Graf, Christina,Rothfelder, Robin,Scott, Daniel J.,Fischer, Tillmann G.,Zeitler, Kirsten,Wolf, Robert. "Versatile Visible-Light-Driven Synthesis of Asymmetrical Phosphines and Phosphonium Salts". supporting information. p. 16374 - 16382. Retrieved 2020/11/03.