Dimethyl propylphosphonate

Base Information

• Chemical Name: Dimethyl propylphosphonate
• CAS No.: 18755-43-6
• Molecular Formula: C5H13 O3 P
• Molecular Weight: 152.13
• European Community (EC) Number: 242-555-3
• DSSTox Substance ID: DTXSID0066406
• Nikkaji Number: J222.295G
• Wikidata: Q81992994
• Mol file: 18755-43-6.mol

Synonyms:18755-43-6;Dimethyl propylphosphonate;1-dimethoxyphosphorylpropane;Phosphonic acid, propyl-, dimethyl ester;DTXSID0066406;EINECS 242-555-3;Phosphonic acid, P-propyl-, dimethyl ester;EC 242-555-3;propanephosphonic acid dimethyl ester;dimethylpropanphosphonate;dimethyl n-propylphosphonate;Dimethyl-n-propylphosphonate;SCHEMBL134383;Propylphosphonic acid dimethyl ester;Propylphosphonic acid, dimethyl ester;Phosphonic acid,p-propyl-,dimethyl ester;FT-0667536;PHOSPHONIC ACID,P-PROPYL-, DIMETHYL ESTER;dimethyl propylphosphonate;phosphonic acid, propyl-, dimethyl ester;dimethyl propylphosphonate phosphonic acid, propyl-, dimethyl ester

Chemical Property of Dimethyl propylphosphonate

Chemical Property:

• Vapor Pressure: 0.975mmHg at 25°C
• Boiling Point: 185°Cat760mmHg
• Flash Point: 80°C
• PSA: 45.34000
• Density: 1.028g/cm³
• LogP: 1.88230
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 152.06023127
• Heavy Atom Count: 9
• Complexity: 105

Purity/Quality:

99.9% ^*data from raw suppliers

DimethylpropylPhosphonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCP(=O)(OC)OC
• Uses: Dimethyl propylphosphonate as a fireproofing agent for isocyanate-based plastics.

Technology Process of Dimethyl propylphosphonate

There total 10 articles about Dimethyl propylphosphonate 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: 92.0%

methanol (67-56-1) + propylphosphonic dichloride (4708-04-7) → propanephosphonic acid dimethyl ester (18755-43-6)

Guidance literature:

With aluminum oxide; at 20 ℃;

Reference yield: 89.0%

methanol (67-56-1) + propylphosphonic acid (4672-38-2) → propanephosphonic acid dimethyl ester (18755-43-6)

Guidance literature:

With tetrachlorosilane; at 0 ℃;

DOI:10.1016/j.tetlet.2006.02.159

Reference yield: 88.0%

(Z)-2-benzoyloxy-1-dimethoxyphosphoryl-1-propene → (R)-2-benzoyloxy-1-dimethoxyphosphorylpropane (1104662-10-3) + propanephosphonic acid dimethyl ester (18755-43-6)

Guidance literature:

With BF₄^(1-)*C₈H₁₂*C₄₂H₄₆O₃P₂*Rh⁽¹⁺⁾; hydrogen; In dichloromethane; at 25 ℃; for 24h; under 3040.2 Torr; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1002/chem.200801588

upstream raw materials:

propyl bromide

Dimethyl phosphite

dipropyl propylphosphonate

methyl p-toluene sulfonate

Downstream raw materials:

methylene chloride

methyl propylphosphono chloridate

Triphenylphosphine oxide

2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide

Refernces

• 1、 Pizova, Hana,Bobal, Pavel. "An optimized and scalable synthesis of propylphosphonic anhydride for general use". supporting information. p. 2014 - 2017. Retrieved 2015/03/30.
• 2、 Chavez, M. Angeles,Vargas, Sergio,Suarez, Andres,Ulvarez, Eleuterio,Pizzano, Antonio. "Highly enantioselective hydrogenation of β-acyloxy and β-acylamino α,β-unsaturated phosphonates catalyzed by rhodium phosphane-phosphite complexes". experimental part. p. 2775 - 2794. Retrieved 2011/12/21.