Diisopropyl hydroxymethylphosphonate

Base Information

• Chemical Name: Diisopropyl hydroxymethylphosphonate
• CAS No.: 24630-68-0
• Molecular Formula: C7H17O4P
• Molecular Weight: 196.183
• DSSTox Substance ID: DTXSID40446408
• Nikkaji Number: J920.124F
• Mol file: 24630-68-0.mol

Synonyms:Diisopropyl hydroxymethylphosphonate;24630-68-0;di(propan-2-yloxy)phosphorylmethanol;bis(propan-2-yl) (hydroxymethyl)phosphonate;Phosphonic acid, P-(hydroxymethyl)-, bis(1-methylethyl) ester;Phosphonic acid, (hydroxymethyl)-, bis(1-methylethyl) ester;SCHEMBL1378198;DTXSID40446408;UAXIBJPHBMEGSP-UHFFFAOYSA-N;AKOS000122758;diisopropyl P-(hydroxymethyl)phosphonate;diisopropyl P-(hydroxymethyl)-phosphonate;Hydroxymethylphosphonic acid diisopropyl ester;(Hydroxymethyl)phosphonic acid, bis(1-methylethyl) ester;(Hydroxymethyl) phosphonic acid, bis (1-methylethyl) ester

Chemical Property of Diisopropyl hydroxymethylphosphonate

Chemical Property:

• Boiling Point: 261.6±23.0 °C(Predicted)
• PKA: 12.87±0.10(Predicted)
• PSA: 65.57000
• Density: 1.094±0.06 g/cm3(Predicted)
• LogP: 1.97930
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 196.08644602
• Heavy Atom Count: 12
• Complexity: 153

Purity/Quality:

99% ^*data from raw suppliers

DIISOPROPYLHYDROXYMETHYLPHOSPHONATE 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OP(=O)(CO)OC(C)C

Technology Process of Diisopropyl hydroxymethylphosphonate

There total 10 articles about Diisopropyl hydroxymethylphosphonate 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%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + diisopropyl phosphite → diisopropyl hydroxymethylphosphonate (24630-68-0)

Guidance literature:

With triethylamine; at 110 ℃; for 4h; Inert atmosphere;

DOI:10.1002/ejoc.201001471

Reference yield: 92.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + diisopropyl hydrogenphosphonate (1809-20-7) → diisopropyl hydroxymethylphosphonate (24630-68-0)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; for 0.666667h;

Reference yield: 67.0%

diisopropyl (tributylstannyl)methyl phosphate (927267-66-1) → diisopropyl hydroxymethylphosphonate (24630-68-0)

Guidance literature:

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In diethyl ether; hexane; at -78 ℃; for 0.5h;

DOI:10.1021/ja066183s

upstream raw materials:

formaldehyd

diisopropyl hydrogenphosphonate

diisopropyl phosphite

diisopropyl methyl phosphate

Downstream raw materials:

diisopropyl 3-nitrobenzenesulfonyloxymethylphosphonate

bis(2-propyl)-p-toluenesulfonyloxymethylphosphonate

diisopropyl <<<4-(chloromethyl)benzyl>oxy>methyl>phosphonate

(diisopropylphosphonyl)methyl 3,5-bis-O-benzoyl-2-deoxy-β-D-erythro-pentofuranoside

Refernces

• 1、 -. "PHOSPHONATE CONJUGATES AND USES THEREOF". Paragraph 0089. . Retrieved 2020/07/31.
• 2、 -. "NOVEL ANTIVIRAL COMPOUNDS, A PROCESS FOR THEIR PREPARATION, AND THEIR USE FOR TREATING VIRAL INFECTIONS". Page/Page column 22. . Retrieved 2017/01/05.