Methylphosphonic dichloride

Base Information

• Chemical Name: Methylphosphonic dichloride
• CAS No.: 676-97-1
• Molecular Formula: CH3 Cl2 O P
• Molecular Weight: 132.914
• European Community (EC) Number: 211-634-4
• UN Number: 9206
• UNII: 2XGZ22DHQ2
• DSSTox Substance ID: DTXSID6060979
• Nikkaji Number: J50.316I
• Wikipedia: Methylphosphonic_acid_dichloride,Methylphosphonyl_dichloride
• Wikidata: Q6823944
• Mol file: 676-97-1.mol

Synonyms:METHYLPHOSPHONIC DICHLORIDE;676-97-1;Methylphosphonyl dichloride;Methyl phosphonic dichloride;dichlorophosphorylmethane;Phosphonic dichloride, methyl-;Methanephosphonyl chloride;methylphosphonic acid dichloride;HSDB 6329;Phosphonic dichloride, P-methyl-;EINECS 211-634-4;NA9206;Methanephosphonic dichloride;BRN 1071305;2XGZ22DHQ2;4-04-00-03509 (Beilstein Handbook Reference);Methylphosphonyl chloride;CH3POCl2;dichloro-phosphoryl-methane;methylphosphonoyl dichloride;UNII-2XGZ22DHQ2;P-Methylphosphonic dichloride;SCHEMBL337984;DTXSID6060979;Methanephosphonic acid dichloride;Methylphosphonic dichloride, 98%;Phosphonodichloridic acid, methyl-;AMY21900;BCP21887;UN9206;AKOS001045904;GC10181;NA 9206;LS-106862;FT-0672188;M1091;Methyl phosphonic dichloride [NA9206] [Poison];Methyl phosphonic dichloride [NA9206] [Poison];Q6823944

Chemical Property of Methylphosphonic dichloride

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 760 mm Hg ( 163 °C)
• Melting Point: 31-34 °C
• Boiling Point: 163 °C(lit.)
• Flash Point: >110°C
• PSA: 26.88000
• Density: 1.468 g/mL at 25 °C(lit.)
• LogP: 2.28690
• Sensitive.: Moisture Sensitive
• Water Solubility.: Soluble in water.
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 131.9298571
• Heavy Atom Count: 5
• Complexity: 64
• Transport DOT Label: Poison Inhalation Hazard Corrosive

Purity/Quality:

99.9% ^*data from raw suppliers

Methylphosphonic dichloride 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+
• Hazard Codes: T+
• Statements: 14-26-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Acid Halides
• Canonical SMILES: CP(=O)(Cl)Cl
• Uses: suzuki reaction

Technology Process of Methylphosphonic dichloride

There total 29 articles about Methylphosphonic dichloride 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: 99.2%

dimethyl methane phosphonate (756-79-6) → methylphosphonic acid dichloroanhydride (676-97-1) + methylene chloride (74-87-3)

Guidance literature:

With thionyl chloride; N-Formylpiperidine; for 19h; Heating; various conditions and cactalasts investigated;

Reference yield: 98.0%

methylphosphonic acid bis(trimethylsilyl) ester (18279-83-9) → methylphosphonic acid dichloroanhydride (676-97-1) + chloro-trimethyl-silane (75-77-4)

Guidance literature:

With phosphorus pentachloride; In tetrachloromethane; for 1h; Ambient temperature;

DOI:10.1246/cl.1980.435

Reference yield: 96.4%

dimethyl methane phosphonate (756-79-6) → methylphosphonic acid dichloroanhydride (676-97-1)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; for 4h; Reagent/catalyst; Reflux;

upstream raw materials:

Dimethoxymethane

diisopropyl methanephosphonate

dibutyl methylphosphonate

bis(2-chloroethyl) methylphosphonate

Downstream raw materials:

methyl methylphosphonochloridate

methyl-di-o-tolyl-phosphine oxide

O,O-di-4-nitrophenyl methylphosphonate

[O-(4-nitrophenyl)]methyl-phosphonochloridate

Refernces

• 1、 Moravie, R. M.,Froment, F.,Corset, J.. "Vibrational spectra and possible conformers of dimethylmethylphosphonate by normal mode analysis". . p. 1015 - 1024. Retrieved 1989.
• 2、 Fakhraian,Zarinehzad,Ghadiri. "Reexamination of the friedel-crafts reaction of methyl chloride with phosphorus trichloride for the preparation of methyl phosphonic dichloride". . p. 377 - 385. Retrieved 2005.
• 3、 Rodin,Baygildiev,Krylov,Osipov,Krylov,Yashkir,Rybalchenko. "Synthesis of the Tripeptides Tyr-Thr-Lys Phosphorylated with Isopropyl Methyl- and (Deuteromethyl)phosphonochloridates as Reference Standards for the Analysis of Biomedical Samples". . p. 2103 - 2107. Retrieved 2019/11/29.
• 4、 -. "Method for synthesizing flame retardant intermediate methanephosphonic dichloride". Page/Page column 5-7. . Retrieved 2018/11/10.