Dibutyl methylphosphonate

Base Information

• Chemical Name: Dibutyl methylphosphonate
• CAS No.: 2404-73-1
• Molecular Formula: C9H21 O3 P
• Molecular Weight: 208.238
• Hs Code.: 2931900090
• European Community (EC) Number: 680-714-2
• DSSTox Substance ID: DTXSID70178785
• Nikkaji Number: J265.480F
• Wikidata: Q83049263
• Mol file: 2404-73-1.mol

Synonyms:DIBUTYL METHYLPHOSPHONATE;2404-73-1;1-[butoxy(methyl)phosphoryl]oxybutane;Di-n-butyl methanephosphonate;Dibutyl methanephosphonate;di-n-butyl methylphosphonate;Dibutylmethylphosphonate;SCHEMBL575461;DTXSID70178785;Methylphosphonic acid dibutyl ester;methyl-phosphonic acid dibutyl ester;Methylphosphonic acid, dibutyl ester;BBL103643;MFCD00015242;STL557453;AKOS017343692;Phosphonic acid, methyl-, dibutyl ester;FT-0736631;Phosphonic acid, methyl-, o,o-dibutyl ester;J-015332

Chemical Property of Dibutyl methylphosphonate

Chemical Property:

• Vapor Pressure: 0.0158mmHg at 25°C
• Refractive Index: 1.5180 (estimate)
• Boiling Point: 264.5°Cat760mmHg
• Flash Point: 127.8°C
• PSA: 45.34000
• Density: 0.973g/cm³
• LogP: 3.44270
• Water Solubility.: 8g/L(25 oC)
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 208.12283153
• Heavy Atom Count: 13
• Complexity: 145

Purity/Quality:

99% ^*data from raw suppliers

Dibut-1-ylMethylphosphonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCOP(=O)(C)OCCCC

Technology Process of Dibutyl methylphosphonate

There total 18 articles about Dibutyl methylphosphonate 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%

dibutyl hydrogen phosphite (1809-19-4) + methyl iodide (74-88-4) → dibutyl methylphosphonate (2404-73-1)

Guidance literature:

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; In dichloromethane; at 25 ℃; for 1h;

DOI:10.1080/10426500500263789

Reference yield: 92.0%

methyl-phosphonic acid n-butyl ester (1832-55-9) + butan-1-ol (71-36-3) → dibutyl methylphosphonate (2404-73-1)

Guidance literature:

With polymer supported sulfonated magnetic resin; In toluene; at 20 - 70 ℃; for 0.75h; Solvent; Temperature;

DOI:10.1016/j.tetlet.2014.10.086

Reference yield: 91.0%

methylphosphonic acid dichloroanhydride (676-97-1) + butan-1-ol (71-36-3) → dibutyl methylphosphonate (2404-73-1)

Guidance literature:

With bromine; triethylamine; In diethyl ether; at 20 ℃; for 2h;

DOI:10.1080/10426500108040229

upstream raw materials:

methyl bromide

tri-n-butyl phosphite

methyl iodide

methylphosphonic acid dichloroanhydride

Downstream raw materials:

methylphosphonic acid dichloroanhydride

methylphosphonic acid

[(S)-4-Cyclohexyl-2-hydroxy-3-(trityl-amino)-butyl]-phosphonic acid dibutyl ester

(2R,3S)-di-n-butyl <3-(t-Boc-amino)-4-cyclohexyl-2-hydroxybutyl>phosphonate

Refernces

• 1、 Crofts,Kosolapoff. "-". . p. 3379,3382. Retrieved 1953.
• 2、 -. "RESORCINOL DERIVATIVES FOR THEIR COSMETIC USE". Page/Page column 17; 18. . Retrieved 2018/12/13.
• 3、 Sachnov, Swetlana J.,Schulz, Peter S.,Wasserscheid, Peter. "A convenient method to access long-chain and functionalised mixed methylphosphonate esters and their application in the synthesis of ionic liquids". supporting information; body text. p. 11234 - 11236. Retrieved 2011/12/05.