Dimethyl octadecylphosphonate

Base Information

• Chemical Name: Dimethyl octadecylphosphonate
• CAS No.: 25371-54-4
• Molecular Formula: C20H43 O3 P
• Molecular Weight: 362.533
• European Community (EC) Number: 246-904-0
• DSSTox Substance ID: DTXSID7067087
• Nikkaji Number: J250.441C
• Wikidata: Q81993667
• Mol file: 25371-54-4.mol

Synonyms:Dimethyl octadecylphosphonate;1-dimethoxyphosphoryloctadecane;25371-54-4;33123-31-8;Phosphonic acid, octadecyl-, dimethyl ester;Dimethyloctadecylphosphonate;Octadecylphosphonic acid, dimethyl ester;EINECS 246-904-0;Phosphonic acid, P-octadecyl-, dimethyl ester;EC 246-904-0;2-[4-(2-{4-[(e)-(2,4-dioxopentan-3-yl)diazenyl]-2-sulfophenyl}ethenyl)-3-sulfophenyl]-2h-naphtho[1,2-d][1,2,3]triazole-5-sulfonic acid;SCHEMBL2184536;DTXSID7067087;C20H43O3P;Dimethyl (1-octadecyl)phosphonate;C20-H43-O3-P;MFCD00015092;AKOS017343240;octadecylphosphonic acid dimethyl ester;W-110628

Chemical Property of Dimethyl octadecylphosphonate

Chemical Property:

• Vapor Pressure: 1.98E-07mmHg at 25°C
• Boiling Point: 437°C at 760 mmHg
• Flash Point: 231.4°C
• PSA: 45.34000
• Density: 0.916g/cm³
• LogP: 7.73380
• Water Solubility.: 765.6ng/L at 25℃
• XLogP3: 8.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 19
• Exact Mass: 362.29498223
• Heavy Atom Count: 24
• Complexity: 287

Purity/Quality:

99.9% ^*data from raw suppliers

Dimethyl octadecylphosphonate, min. 90%, DURAPHOS? 100 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCCCP(=O)(OC)OC

Technology Process of Dimethyl octadecylphosphonate

There total 5 articles about Dimethyl octadecylphosphonate 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: 94.0%

octadec-1-ene (112-88-9) + Dimethyl phosphite (868-85-9) → octadecylphosphonate de dimethyle (25371-54-4)

Guidance literature:

With di-tert-butyl peroxide; at 135 ℃; for 8h;

DOI:10.1080/10426500210664

Reference yield: 84.0%

methyl phosphite (96-36-6,868-85-9) + n-iodooctadecane (629-93-6) → octadecylphosphonate de dimethyle (25371-54-4)

Guidance literature:

methyl phosphite; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

n-iodooctadecane; In tetrahydrofuran; N,N-dimethyl-formamide; for 1h; Further stages.;

Reference yield: 52.0%

n-iodooctadecane (629-93-6) + Dimethyl phosphite (868-85-9) → octadecylphosphonate de dimethyle (25371-54-4)

Guidance literature:

With sodium hydride; In tetrahydrofuran; for 4h; Ambient temperature;

DOI:10.1016/0960-894X(96)00350-2

upstream raw materials:

octadec-1-ene

Dimethyl phosphite

n-iodooctadecane

methyl phosphite

Downstream raw materials:

octadecyl-phosphonic acid monomethyl ester

Refernces

• 1、 Gaboyard,Hervaud,Boutevin. "Synthesis and structural study of long-chain hydrocarbon alkylphosphonic acids". . p. 877 - 891. Retrieved 2007/10/03.
• 2、 Martin,Beletskaya,Patrick,Jefferson,Winckler,Deutsch,Di Marzo,Dasse,Mahadevan,Razdan. "Cannabinoid properties of methylfluorophosphonate analogs". . p. 1209 - 1218. Retrieved 2008/01/27.