Diphenyl-2-pyridylphosphine

Base Information

• Chemical Name: Diphenyl-2-pyridylphosphine
• CAS No.: 37943-90-1
• Molecular Formula: C17H14NP
• Molecular Weight: 263.279
• Hs Code.: 29333990
• European Community (EC) Number: 629-049-1
• UNII: 4K685YSU7Y
• DSSTox Substance ID: DTXSID00347462
• Nikkaji Number: J814.772H
• Wikipedia: Diphenyl-2-pyridylphosphine
• Wikidata: Q5279736
• ChEMBL ID: CHEMBL1725770
• Mol file: 37943-90-1.mol

Synonyms:2-(Diphenylphosphino)pyridine;2-Pyridyldiphenylphosphine;Diphenyl(2-pyridinyl)phosphine;

Chemical Property of Diphenyl-2-pyridylphosphine

Chemical Property:

• Appearance/Colour: yellow to orange crystalline powder
• Vapor Pressure: 1.46E-05mmHg at 25°C
• Melting Point: 82-84 °C (dec.)(lit.)
• Boiling Point: 377.5 °C at 760 mmHg
• PKA: 2.37±0.12(Predicted)
• Flash Point: 182.1 °C
• PSA: 26.48000
• LogP: 2.83980
• Storage Temp.: Refrigerator
• Solubility.: Soluble in toluene. (almost transparency)
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 263.086386449
• Heavy Atom Count: 19
• Complexity: 238

Purity/Quality:

99% ^*data from raw suppliers

Diphenyl-2-pyridylphosphine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=N3
• Uses: Diphenyl-2-pyridylphosphine is an organophosphorous compound that is a widely used mono-pyridylphosphine ligand in transition metal complexes for catalysis. suzuki reaction Ligand for metal-catalyzed carbonylations, hydration, dehydrogenative coupling, carbostannylation, distannylation, and silylation; reagent for Mitsunobu reaction.

Technology Process of Diphenyl-2-pyridylphosphine

There total 27 articles about Diphenyl-2-pyridylphosphine 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%

methanol (67-56-1) + diphenyl(2-pyridyl)phosphane(P-B)borane(1:1) (1186392-98-2) → Trimethyl borate (121-43-7,63156-11-6) + 2-(diphenylphosphino)pyridine (37943-90-1)

Guidance literature:

at 120 ℃; Inert atmosphere; Microwave irradiation;

DOI:10.1016/j.tet.2009.05.063

Reference yield: 97.0%

ethanol (64-17-5) + diphenyl(2-pyridyl)phosphane(P-B)borane(1:1) (1186392-98-2) → triethyl borate (150-46-9) + 2-(diphenylphosphino)pyridine (37943-90-1)

Guidance literature:

Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2009.05.063

Reference yield: 93.0%

2-phenoxypyridine (4783-68-0) + diphenylphosphane (829-85-6) → 2-(diphenylphosphino)pyridine (37943-90-1)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at 80 ℃; for 15h; Solvent; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.1c03227

upstream raw materials:

(pyridin-2-yl)magnesium bromide

chloro-diphenylphosphine

2-pyridyllithium

2-chloropyridine

Downstream raw materials:

2-(diphenylphosphoryl)pyridine

6-(diphenylphosphino)-2,2'-bipyridine

2-(P,P-diphenyl-N-undec-10-en-1-ylphosphorimidoyl)pyridine

Refernces

• 1、 Chen, Jin,Dai, Bencai,Liu, Changchun,Shen, Zhihao,Zhou, Yang. "Efficient potassium hydroxide promoted P-arylation of aryl halides with diphenylphosphine". . . Retrieved 2021/06/26.
• 2、 -. "Synthesis method of phosphine (III) compound". Paragraph 0020. . Retrieved 2021/11/27.