Diethyl methylphosphonite

Base Information

• Chemical Name: Diethyl methylphosphonite
• CAS No.: 15715-41-0
• Molecular Formula: C5H13O2P
• Molecular Weight: 136.131
• Hs Code.: 2931900090
• European Community (EC) Number: 239-805-9
• DSSTox Substance ID: DTXSID6065927
• Nikkaji Number: J248.736E
• Wikidata: Q72490074
• Mol file: 15715-41-0.mol

Synonyms:Diethyl methylphosphonite;15715-41-0;Methyldiethoxyphosphine;diethoxy(methyl)phosphane;Phosphonous acid, methyl-, diethyl ester;O,O-Diethyl methylphosphonite;Phosphonous acid, P-methyl-, diethyl ester;Diethyl methanephosphonite;EINECS 239-805-9;Diethoxymethylphosphine;methyl diethoxyphosphine;SCHEMBL196001;AMY758;Diethyl methylphosphonite, 97%;DTXSID6065927;Methylphosphonous acid diethyl ester;MFCD00009089;AKOS006223871;FT-0637264;A19423

Chemical Property of Diethyl methylphosphonite

Chemical Property:

• Appearance/Colour: colorless liquid
• Vapor Pressure: 15.4mmHg at 25°C
• Refractive Index: 1.4168
• Boiling Point: 124.497 °C at 760 mmHg
• Flash Point: 26.513 °C
• PSA: 32.05000
• Density: 0.9 g/cm³
• LogP: 2.00110
• Storage Temp.: 2-8°C
• Sensitive.: Air & Moisture Sensitive
• Water Solubility.: It slowly hydrolyses in water.
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 136.06531665
• Heavy Atom Count: 8
• Complexity: 43.7

Purity/Quality:

99.9% ^*data from raw suppliers

DiethylMethylphosphonite(~90%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 10-36/37/38-22
• Safety Statements: 16-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(C)OCC
• Uses: Dimethyl methylphosphonate is a phosphonite reagent used in the generation of phosphinic acid derivative via Arbuzov reaction and as a cyclization reagentin the preparation of 2-substituted penems. It is a chiral intermediate.

Technology Process of Diethyl methylphosphonite

There total 9 articles about Diethyl methylphosphonite 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: 98.0%

ethanol (64-17-5) + methyldichlorophosphane (676-83-5) → methyldiethoxyphosphine (15715-41-0)

Guidance literature:

With triethylamine; In Petroleum ether; at 25 - 60 ℃; for 1.5h; Time; Flow reactor; Large scale;

Reference yield: 89.3%

diethyl phosphorylchloridite (589-57-1) + methylmagnesium chloride (676-58-4) → methyldiethoxyphosphine (15715-41-0)

Guidance literature:

diethyl phosphorylchloridite; methylmagnesium chloride; In tetrahydrofuran; at -10 - 0 ℃; for 2h; Inert atmosphere;

With dibutyl ether; benzylamine; In tetrahydrofuran; at -5 ℃; for 10h; Reagent/catalyst; Temperature;

Reference yield: 60.0%

diethyl phosphorylchloridite (589-57-1) + methyl magnesium iodide (917-64-6) → methyldiethoxyphosphine (15715-41-0)

Guidance literature:

In diethyl ether;

upstream raw materials:

ethanol

methyldichlorophosphane

diethyl phosphorylchloridite

methyl magnesium iodide

Downstream raw materials:

Methyl-phosphonic acid (Z)-2-chloro-1-(4-chloro-phenyl)-vinyl ester ethyl ester

Methyl-phosphonic acid (Z)-2-chloro-1-(2,5-dichloro-phenyl)-vinyl ester ethyl ester

Methyl-phosphonic acid (E)-2-chloro-1-(2,4,6-trichloro-phenyl)-vinyl ester ethyl ester

3-(2,6-dimethyl-phenyl)-2,2-diethoxy-2-methyl-2,3-dihydro-2λ⁵-benzo[1,3,2]oxazaphosphole

Refernces

• 1、 Bayer,Gugel,Haegele,Hagenmaier,Jessipow,Koenig,Zaehner. "Metabolic products of microorganisms. 98. Phosphinothricin and phosphinothricyl-alanyl-analine". . p. 224 - 239. Retrieved 1972.
• 2、 -. "Purification method of dialkyl methylphosphite". Paragraph 0041-0043; 0047-0052; 0059-0067; 0074-0083. . Retrieved 2020/12/15.
• 3、 -. "A method for preparing methyl asia phosphine acid diethyl ester". Paragraph 0036; 0037; 0038; 0039-0045. . Retrieved 2019/05/04.