4-(Dimethylamino)phenyldiphenylphosphine

Base Information

• Chemical Name: 4-(Dimethylamino)phenyldiphenylphosphine
• CAS No.: 739-58-2
• Molecular Formula: C20H20NP
• Molecular Weight: 305.359
• Hs Code.: 29319090
• European Community (EC) Number: 626-713-2
• DSSTox Substance ID: DTXSID90391555
• Nikkaji Number: J711.067G
• Wikidata: Q72469151
• ChEMBL ID: CHEMBL183741
• Mol file: 739-58-2.mol

Synonyms:739-58-2;4-(Dimethylamino)phenyldiphenylphosphine;4-(Diphenylphosphino)-N,N-dimethylaniline;4-(Dimethylamino)triphenylphosphine;4-diphenylphosphanyl-N,N-dimethylaniline;Benzenamine, 4-(diphenylphosphino)-N,N-dimethyl-;4-(diphenylphosphanyl)-N,N-dimethylaniline;MFCD00192068;C20H20NP;(4-Dimethylaminophenyl)diphenylphosphine;SCHEMBL135145;CHEMBL183741;DTXSID90391555;GOEGBJDTWXTPHP-UHFFFAOYSA-N;STK532703;AKOS001016497;p-dimethylaminophenyl-diphenyl-phosphine;SC11166;4-(dimethylamino) phenyldiphenylphosphine;SY037080;CS-0035238;D2478;FT-0757993;4-(Dimethylamino)phenyldiphenylphosphine, 95%;Aniline, p-(diphenylphosphino)-N,N-dimethyl-;F11018;A852553;J-513729;Z56809015;4-(DIMETHYLAMINO)PHENYLDIPHENYLPHOSPHINE;4-(DIMETHYLAMINO)TRIPHENYLPHOSPHINE;4-(DIPHENYLPHOSPHINO)-N,N-DIMETHYL-BENZENAMINE;4-(DIPHENYLPHOSPHINO)-N,N-DIMETHYLANILINE

Chemical Property of 4-(Dimethylamino)phenyldiphenylphosphine

Chemical Property:

• Vapor Pressure: 3.52E-07mmHg at 25°C
• Melting Point: 151-154 °C(lit.)
• Boiling Point: 417.5 °C at 760 mmHg
• PKA: 4.20±0.12(Predicted)
• Flash Point: 206.3 °C
• PSA: 16.83000
• LogP: 3.51080
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: air sensitive
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 305.133336640
• Heavy Atom Count: 22
• Complexity: 292

Purity/Quality:

98% ^*data from raw suppliers

4-(Dimethylamino)phenyldiphenylphosphine ^*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: CN(C)C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3
• Uses: Catalyst for:Preparation of dicyano(aryl)cyclohexenecarboxylic acid esters via regioselective annulationDiastereoselective cycloaddition of styrenyl allenoatesInterfacial carbonylation of methylbenzyl bromideHydroformylation of octeneReducing agent for selectivity of disulfide-internally linked peptide-nucleic acid cleavage

Technology Process of 4-(Dimethylamino)phenyldiphenylphosphine

There total 8 articles about 4-(Dimethylamino)phenyldiphenylphosphine 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: 96.0%

4-bromo-N,N-dimethylaniline (586-77-6) + chloro-diphenylphosphine (1079-66-9,74391-44-9) → 4-(N,N-Dimethylamino)triphenylphosphine (739-58-2)

Guidance literature:

4-bromo-N,N-dimethylaniline; With magnesium; In tetrahydrofuran; for 10h; Inert atmosphere; Reflux;

chloro-diphenylphosphine; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 11h; Reflux; Inert atmosphere;

Reference yield: 89.0%

[4-(dimethylamino)phenyl]diphenylphosphane oxide (797-72-8) → 4-(N,N-Dimethylamino)triphenylphosphine (739-58-2)

Guidance literature:

With 1,3-diphenyl-disiloxane; In toluene; at 110 ℃; chemoselective reaction; Sealed tube;

DOI:10.1002/chem.201703875

Reference yield: 70.0%

diphenylphosphane (829-85-6) + 4-cyano-N,N-dimethylaniline (1197-19-9) → 4-(N,N-Dimethylamino)triphenylphosphine (739-58-2)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel⁽⁰⁾; 8-quinolinol; potassium tert-butylate; In 1,4-dioxane; at 90 ℃; for 16h; Catalytic behavior; Schlenk technique; Inert atmosphere;

DOI:10.1039/c5cc01182e

upstream raw materials:

(4-dimethylamino-phenyl)-phosphonous acid dichloride

N,N-dimethyl-aniline

chloro-diphenylphosphine

4-bromo-N,N-dimethylaniline

Downstream raw materials:

[4-(dimethylamino)phenyl]diphenylphosphane oxide

4-diphenylthiophosphinoyl-N,N-dimethyl-aniline

diphenyldisulfane

Refernces

• 1、 Landais, Yannick,Laye, Claire,Lusseau, Jonathan,Robert, Frédéric. "The Trityl-Cation Mediated Phosphine Oxides Reduction". supporting information. p. 3035 - 3043. Retrieved 2021/05/10.
• 2、 -. "A preparation method of compound phosphine benzene apperception (by machine translation)". Paragraph 0090; 0091; 0092; 0093. . Retrieved 2016/11/14.