Methyl methylphosphonochloridate

Base Information

• Chemical Name: Methyl methylphosphonochloridate
• CAS No.: 1066-52-0
• Molecular Formula: C2H6ClO2P
• Molecular Weight: 128.495
• DSSTox Substance ID: DTXSID10910045
• Nikkaji Number: J1.566.215H
• Mol file: 1066-52-0.mol

Synonyms:methyl methylphosphonochloridate;1066-52-0;[chloro(methyl)phosphoryl]oxymethane;Phosphonochloridic acid, methyl-, methyl ester;SCHEMBL4836289;DTXSID10910045;KKHPDGYJSLZVFZ-UHFFFAOYSA-N;BAA06652;MFCD00015806;SY266736;D95174

Chemical Property of Methyl methylphosphonochloridate

Chemical Property:

• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 127.9793941
• Heavy Atom Count: 6
• Complexity: 81.6

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COP(=O)(C)Cl

Technology Process of Methyl methylphosphonochloridate

There total 7 articles about Methyl methylphosphonochloridate 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: 97.0%

dimethyl methane phosphonate (756-79-6) → methyl methylphosphonochloridate (1066-52-0)

Guidance literature:

With oxalyl dichloride; In dichloromethane; for 8h; Reflux;

DOI:10.1021/jo901944p

Reference yield: 91.2%

methylphosphonic acid dichloroanhydride (676-97-1) + methanol (67-56-1) → methyl methylphosphonochloridate (1066-52-0)

Guidance literature:

With triethylamine; In benzene; at 20 ℃; for 4h; Inert atmosphere; Cooling with ice;

Reference yield:

dimethyl methane phosphonate (756-79-6) → methylene chloride (74-87-3) + methyl methylphosphonochloridate (1066-52-0) + Triphenylphosphine oxide (791-28-6)

Guidance literature:

With dichlorotriphenyl-λ⁴-phosphane; In chloroform; Product distribution; Ambient temperature; other phosphonate diesters, solvent and triphenylphosphine dihalide dependence;

upstream raw materials:

methylphosphonic acid dichloroanhydride

methanol

dimethyl methane phosphonate

methyl iodide

Downstream raw materials:

N-methylmethoxyphosphinyl-1,3,4-tri-O-acetyl-6-diphenylphosphoroglucosamine

methyl hydrogen methylphosphonate

Refernces

• 1、 Feng, Xi,Shen, Pei,Wang,Li,Bian, Jinlei. "Synthesis and in vivo antitumor evaluation of an orally active potent phosphonamidate derivative targeting IDO1/IDO2/TDO". . p. 214 - 223. Retrieved 2019.
• 2、 -. "HEADGROUP LIPID COMPOUNDS AND COMPOSITIONS FOR INTRACELLULAR DELIVERY OF THERAPEUTIC AGENTS". Paragraph 00402. . Retrieved 2021/04/01.