Ethyl (diethoxymethyl)phosphinate

Base Information

• Chemical Name: Ethyl (diethoxymethyl)phosphinate
• CAS No.: 65600-74-0
• Molecular Formula: C7H17O4P
• Molecular Weight: 196.183
• DSSTox Substance ID: DTXSID00452121
• Wikidata: Q72474299
• Mol file: 65600-74-0.mol

Synonyms:Ethyl (diethoxymethyl)phosphinate;65600-74-0;diethoxymethyl-ethoxy-oxophosphanium;ethyl diethoxymethylphosphinate;ethyl(diethoxymethyl)phosphinate;Phosphinic acid, (diethoxymethyl)-, ethyl ester;AMY859;SCHEMBL1561829;DTXSID00452121;ethyl ((diethoxymethyl)phosphinate;PJXJOBPJYXVTDE-UHFFFAOYSA-N;AB7189;MFCD00460154;AKOS016004332;CS-W022637;FT-0656543;(diethoxymethyl)(ethoxy)oxo-|E?-phosphanylium;A835158

Chemical Property of Ethyl (diethoxymethyl)phosphinate

Chemical Property:

• Boiling Point: 224℃
• Flash Point: 107℃
• PSA: 68.23000
• LogP: 1.85420
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 195.07862099
• Heavy Atom Count: 12
• Complexity: 123

Purity/Quality:

99% ^*data from raw suppliers

Ethyl (diethoxymethyl)phosphinate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(OCC)[P+](=O)OCC

Technology Process of Ethyl (diethoxymethyl)phosphinate

There total 3 articles about Ethyl (diethoxymethyl)phosphinate 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: 96.0%

orthoformic acid triethyl ester (122-51-0) → ethyl diethoxymethylphosphinate (65600-74-0)

Guidance literature:

With hypophosphorous acid; trifluoroacetic acid; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1002/ejoc.200900852

Reference yield: 61.0%

hypophosphorous acid (6303-21-5) + orthoformic acid triethyl ester (122-51-0) → ethyl diethoxymethylphosphinate (65600-74-0)

Guidance literature:

With toluene-4-sulfonic acid; for 24h; Heating / reflux;

Reference yield:

orthoformic acid triethyl ester (122-51-0) → ethyl phosphinate (14684-32-3) + ethyl diethoxymethylphosphinate (65600-74-0)

Guidance literature:

With hypophosphorous acid; In tetrahydrofuran; toluene; at 5 - 20 ℃; for 3h;

DOI:10.1016/S0022-328X(01)01238-4

upstream raw materials:

orthoformic acid triethyl ester

hypophosphorous acid

Downstream raw materials:

1-Benzhydryl-3-(diethoxymethyl-O-ethylphosphinyl)azetidine

ethyl 1-(p-chlorophenyl)-2-cyano-ethyl(diethoxymethyl)-phosphinate

ethyl diethoxymethyl(4-nitrophenyl)phosphinate

diethoxymethyl(benzyl)phosphinic acid ethyl ester

Refernces

• 1、 Dayde, Bénédicte,Pierra, Claire,Gosselin, Gilles,Surleraux, Dominique,Ilagouma, Amadou Tidjani,Van Der Lee, Arie,Volle, Jean-No?l,Virieux, David,Pirat, Jean-Luc. "Synthesis of unnatural 2- and 3-deoxyfuranose analogues". supporting information. p. 3706 - 3708. Retrieved 2014/06/23.
• 2、 -. "NEW PHOSPHORUS CONTAINING HETEROCYCLIC COMPOUNDS, SUGAR ANALOGUES, AND COMPOSITIONS HAVING ANTI-CANCER ACTIVITY CONTAINING THE SAME". Page/Page column 27-28. . Retrieved 2009/03/07.