Diethyl dodecylphosphonate

Base Information

• Chemical Name: Diethyl dodecylphosphonate
• CAS No.: 4844-38-6
• Molecular Formula: C16H35O3P
• Molecular Weight: 306.426
• Hs Code.: 2931499090
• European Community (EC) Number: 225-429-2
• NSC Number: 75265
• DSSTox Substance ID: DTXSID9063619
• Nikkaji Number: J262.488E
• Wikidata: Q81990869
• Mol file: 4844-38-6.mol

Synonyms:Diethyl dodecylphosphonate;4844-38-6;Diethyl(1-dodecyl)phosphonate;1-diethoxyphosphoryldodecane;Phosphonic acid, dodecyl-, diethyl ester;Diethyl dodec-1-ylphosphonate;EINECS 225-429-2;NSC 75265;AI3-17769;Phosphonic acid, P-dodecyl-, diethyl ester;SCHEMBL3980817;DTXSID9063619;Dodecylphosphonic acid diethyl ester;NSC75265;dodecyl-phosphonic acid diethyl ester;MFCD00015595;NSC-75265;AKOS017343269;AS-60011;CS-0206109;FT-0711020

Chemical Property of Diethyl dodecylphosphonate

Chemical Property:

• Vapor Pressure: 1.24E-05mmHg at 25°C
• Refractive Index: 1.438
• Boiling Point: 379.9 °C at 760 mmHg
• Flash Point: 197.1 °C
• PSA: 45.34000
• Density: 0.929 g/cm³
• LogP: 6.17340
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 15
• Exact Mass: 306.23238197
• Heavy Atom Count: 20
• Complexity: 234

Purity/Quality:

98% ^*data from raw suppliers

Diethyl dodec-1-ylphosphonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCP(=O)(OCC)OCC

Technology Process of Diethyl dodecylphosphonate

There total 6 articles about Diethyl dodecylphosphonate 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%

1-dodecylbromide (143-15-7) + phosphonic acid diethyl ester (762-04-9) → diethyl n-dodecylphosphonate (4844-38-6)

Guidance literature:

phosphonic acid diethyl ester; With sodium; In acetonitrile; Inert atmosphere;

1-dodecylbromide; In acetonitrile; at 85 ℃; for 0.05h; Inert atmosphere; Microwave irradiation;

DOI:10.1002/hc.20561

Reference yield: 95.0%

1-dodecene (112-41-4,25067-08-7,62132-67-6) + phosphonic acid diethyl ester (762-04-9) → diethyl n-dodecylphosphonate (4844-38-6)

Guidance literature:

With di-tert-butyl peroxide; at 135 ℃; for 15h;

DOI:10.1080/10426500210664

Reference yield: 89.0%

dodecylphosphonic acid (5137-70-2) + Triethyl orthoacetate (78-39-7) → diethyl n-dodecylphosphonate (4844-38-6)

Guidance literature:

at 90 ℃; for 24h; Green chemistry;

DOI:10.3390/molecules26185637

upstream raw materials:

1-dodecylbromide

triethyl phosphite

1-chlorododecane

1-dodecene

Downstream raw materials:

Isopropyldodecylfluorophosphonate

dodecylphosphonic acid

Refernces

• 1、 Meziane, Dalila,Hardouin, Julie,Elias, Abdelhamid,Guenin, Erwann,Lecouvey, Marc. "Microwave michaelis-becker synthesis of diethyl phosphonates, tetraethyl diphosphonates, and their total or partial dealkylation". experimental part. p. 369 - 377. Retrieved 2010/07/16.