(4-Dimethylamino-phenyl)-phosphonic acid diethyl ester

Base Information

• Chemical Name: (4-Dimethylamino-phenyl)-phosphonic acid diethyl ester
• CAS No.: 1754-43-4
• Molecular Formula: C12H20 N O3 P
• Molecular Weight: 257.269
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID30447762
• Nikkaji Number: J505.457E
• Mol file: 1754-43-4.mol

Synonyms:1754-43-4;(4-Dimethylamino-phenyl)-phosphonic acid diethyl ester;4-diethoxyphosphoryl-N,N-dimethylaniline;Diethyl [4-(dimethylamino)phenyl]phosphonate;CALCIUMPHOSPHIDE;DTXSID30447762;FT-0633822;DIETHYL 4-(DIMETHYLAMINO)PHENYLPHOSPHONATE;(4-Dimethylaminophenyl)phosphonic acid diethyl ester;(4-dimethylaminophenyl)-phosphonic acid diethyl ester

Chemical Property of (4-Dimethylamino-phenyl)-phosphonic acid diethyl ester

Chemical Property:

• Vapor Pressure: 5.33E-05mmHg at 25°C
• Refractive Index: 1.5
• Boiling Point: 347.6°C at 760 mmHg
• Flash Point: 164°C
• PSA: 48.58000
• Density: 1.1g/cm³
• LogP: 2.64400
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 257.11808050
• Heavy Atom Count: 17
• Complexity: 253

Purity/Quality:

97% ^*data from raw suppliers

(4-DIMETHYLAMINO-PHENYL)-PHOSPHONIC ACID DIETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(C1=CC=C(C=C1)N(C)C)OCC

Technology Process of (4-Dimethylamino-phenyl)-phosphonic acid diethyl ester

There total 3 articles about (4-Dimethylamino-phenyl)-phosphonic acid diethyl ester 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: 95.0%

diethyl cyanophosphonate (2942-58-7) + 4-dimethylaminophenylmagnesium bromide (7353-91-5) → diethyl 4-(dimethylamino)phenylphosphonate (1754-43-4)

Guidance literature:

In dichloromethane; at 0 ℃;

DOI:10.1080/00397919908086478

Reference yield:

N,N-dimethyl-aniline (121-69-7,77733-26-7) + phosphonic acid diethyl ester (762-04-9) → diethyl 4-(dimethylamino)phenylphosphonate (1754-43-4) + diethyl (3-(dimethylamino)phenyl)phosphonate

Guidance literature:

With [MnCl₂(2,2'-bipyridine)]n; Ni⁽²⁺⁾*C₁₀H₈N₂*2BF₄^(1-); N,N,N,N-tetraethylammonium tetrafluoroborate; In acetonitrile; at 20 ℃; Overall yield = 56 %; Electrolysis; Inert atmosphere;

DOI:10.1016/j.cattod.2016.06.001

Reference yield:

→ diethyl 4-(dimethylamino)phenylphosphonate (1754-43-4)

Guidance literature:

(EtO)3P, p-Bromdimethylanilin;

upstream raw materials:

diethyl cyanophosphonate

4-dimethylaminophenylmagnesium bromide

N,N-dimethyl-aniline

phosphonic acid diethyl ester

Downstream raw materials:

N,N-dimethyl-4-biphenylamine

N,N-dimethyl-aniline

N,N-dimethyl-4-(2-propen-1-yl)benzenamine

Refernces

• 1、 Guzman, Angel,Alfaro, Ricardo,Diaz, Eduardo. "Synthesis of aryl phosphonates by reaction of Grignard reagents with diethyl cyanophosphonate". . p. 3021 - 3024. Retrieved 2007/10/03.