2-(Diphenylphosphino)ethylamine

Base Information

• Chemical Name: 2-(Diphenylphosphino)ethylamine
• CAS No.: 4848-43-5
• Molecular Formula: C14H16NP
• Molecular Weight: 229.261
• Hs Code.: 2921499090
• European Community (EC) Number: 626-931-8
• NSC Number: 118384
• DSSTox Substance ID: DTXSID90297821
• Nikkaji Number: J1.489.793C
• Wikidata: Q72473474
• Mol file: 4848-43-5.mol

Synonyms:(2-aminoethyl)diphenylphosphine

Chemical Property of 2-(Diphenylphosphino)ethylamine

Chemical Property:

• Appearance/Colour: colorless or light yellow liquid
• Vapor Pressure: 8.21E-05mmHg at 25°C
• Boiling Point: 341.1 °C at 760 mmHg
• PKA: 9.56±0.10(Predicted)
• Flash Point: 160.1 °C
• PSA: 39.61000
• LogP: 2.77830
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Moisture Sensitive
• Water Solubility.: Insoluble in water.
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 229.102036512
• Heavy Atom Count: 16
• Complexity: 165

Purity/Quality:

99% ^*data from raw suppliers

2-(Diphenylphosphino)ethylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(CCN)C2=CC=CC=C2
• Uses: Ligand used in the preparation of a highly efficient ruthenium catalyst for the chemoselective hydrogenolysis of expoxides. 2-(Diphenylphosphino)ethylamine, is used as a fine chemical intermediate. It is also used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.

Technology Process of 2-(Diphenylphosphino)ethylamine

There total 10 articles about 2-(Diphenylphosphino)ethylamine 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: 99.0%

2-bromoethylamine hydrobromide (2576-47-8) + diphenylphosphane (829-85-6) → (2-aminoethyl)diphenylphosphane (4848-43-5)

Guidance literature:

With cesium hydroxide; 4 Angstroem MS; In N,N-dimethyl-formamide; at 23 ℃; for 23h;

DOI:10.1016/j.tetlet.2003.09.117

Reference yield: 46.0%

2-chloroethanamine hydrochloride (870-24-6) + diphenylphosphane (829-85-6) → (2-aminoethyl)diphenylphosphane (4848-43-5)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; for 20h; Heating;

DOI:10.1039/b009117k

Reference yield:

N, N′-bis(trimethylsilyl)-2-chloroethanamine (61883-48-5) + diphenylphosphane (829-85-6) → (2-aminoethyl)diphenylphosphane (4848-43-5)

Guidance literature:

diphenylphosphane; With n-butyllithium; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 2h;

N, N′-bis(trimethylsilyl)-2-chloroethanamine; In tetrahydrofuran; hexane; at 0 ℃; for 4h; Heating / reflux;

With sodium hydroxide; sulfuric acid; water; more than 3 stages;

upstream raw materials:

ethyleneimine

potassium diphenylphosphine

triphenylphosphine

2-chloroethanamine hydrochloride

Downstream raw materials:

bidentate phosphino-thiourea ligand

bis[(2-diphenylphosphino)ethyl]amine hydrochloride

Rh(C₅(CH₃)5)Cl(H₂N(CH₂)2P(C₆H₅)2)⁽¹⁺⁾*B(C₆H₅)4^(1-)=Rh(C₅(CH₃)5)Cl(H₂N(CH₂)2P(C₆H₅)2)(B(C₆H₅)4)

[(η5-C5(CH3)5)RuCl(PPh2)CH2CH2NH2-κP,N]

Refernces

• 1、 -. "Method for conducting catalytic hydrogenation on nitrogen-containing unsaturated heterocyclic compound". Paragraph 0071; 0077-0079. . Retrieved 2020/01/03.
• 2、 Pan, Bing,Liu, Bo,Yue, Erlin,Liu, Qingbin,Yang, Xinzheng,Wang, Zheng,Sun, Wen-Hua. "A Ruthenium Catalyst with Unprecedented Effectiveness for the Coupling Cyclization of - Amino Alcohols and Secondary Alcohols". . p. 1247 - 1253. Retrieved 2016/02/18.