Dimethylphosphoramidic dichloride

Base Information

• Chemical Name: Dimethylphosphoramidic dichloride
• CAS No.: 677-43-0
• Molecular Formula: C2H6Cl2NOP
• Molecular Weight: 161.956
• European Community (EC) Number: 211-641-2
• NSC Number: 203138
• UNII: XG32RK7L5Q
• DSSTox Substance ID: DTXSID4074801
• Nikkaji Number: J50.370C
• Wikipedia: Dimethylamidophosphoric_dichloride
• Wikidata: Q5277324
• Mol file: 677-43-0.mol

Synonyms:677-43-0;N,N-Dimethylphosphoramidodichloridate;Dimethylphosphoramidic dichloride;Dichlorophosphoric dimethylamide;PHOSPHORAMIDIC DICHLORIDE, DIMETHYL-;Dimethylaminophosphoryl dichloride;N,N-Dimethylphosphoramic dichloride;(Dimethylamido)phosphoric dichloride;Dimethylamidophosphoric acid dichloride;N-dichlorophosphoryl-N-methylmethanamine;N,N-Dimethylphosphoramidic dichloride;N,N-Dimethylaminophosphoryl dichloride;Dimethylamidophosphoric dichloride;EINECS 211-641-2;N,N-Dimethyl phosphoramidic dichloride;NSC 203138;BRN 0969956;XG32RK7L5Q;AI3-19436;(Dimethylamino)phosphonic dichloride;NSC-203138;4-04-00-00281 (Beilstein Handbook Reference);C2H6Cl2NOP;UNII-XG32RK7L5Q;(CH3)2NPOCl2;WLN: OPGGN1&1;SCHEMBL358155;C2-H6-Cl2-N-O-P;DTXSID4074801;N,N-dimethylphosphoramicdichloride;Dimethylaminodichlorophosphine oxide;MFCD00013896;N,N-dimethyl-phosphoramide dichloride;NSC203138;AKOS015968916;Phosphoric Acid Dimethylamide Dichloride;LS-107371;FT-0625122;P0953;D92046;PHOSPHORAMIDIC DICHLORIDE, N,N-DIMETHYL-;Q5277324;N,N-Dimethylphosphoramic dichloride, >=98.0% (AT);N,N-dibenzylethylenediammonio[2S-[2alpha,5alpha,6beta(S*)]]-bis[6-[(aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate]

Chemical Property of Dimethylphosphoramidic dichloride

Chemical Property:

• Vapor Pressure: 1.6mmHg at 25°C
• Refractive Index: n20/D 1.464
• Boiling Point: 168.7 °C at 760 mmHg
• PKA: -6.60±0.70(Predicted)
• Flash Point: 55.8 °C
• PSA: 30.12000
• Density: 1.362 g/mL at 20 °C(lit.)
• LogP: 2.13370
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: Miscible with dimethoxyethane.
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 160.9564062
• Heavy Atom Count: 7
• Complexity: 97.9

Purity/Quality:

98%,99%, ^*data from raw suppliers

N,N-Dimethylphosphoramic dichloride ≥98.0% (AT) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-37
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN(C)P(=O)(Cl)Cl
• Uses: N,N-Dimethylphosphoramidodichloridate is used in the synthesis of phosphoramidates as well as (RS)-ethyl N,N-dimethylphosphoramidocyanidate (Nerve agent GA) which is used as a chemical weapon. It forms active intermediates, which react with alcohols in situ to give esters. It is also used to convert primary alcohols to alkyl chlorides. Furthe, it serves as an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff. In addition to this, it reacts with 1,2 diols to prepare cyclic phosphoric amides followed by alkenes after reduction.

Technology Process of Dimethylphosphoramidic dichloride

There total 7 articles about Dimethylphosphoramidic 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: 91.3%

N,N-Dimethylamidotetrachlorophosphorane (125029-81-4) → N,N-dimethylphosphoroamidic dichloride (677-43-0)

Guidance literature:

With sulfur dioxide; In diethyl ether; at -5 - 0 ℃;

DOI:10.1007/BF00957179

Reference yield: 90.0%

N,N-dimethylaminodichlorophosphane (683-85-2) → N,N-dimethylphosphoroamidic dichloride (677-43-0)

Guidance literature:

With ozone; In dichloromethane; at 0 ℃;

Reference yield: 82.0%

bis-(dimethylamino)methane (51-80-9) → N,N-dimethylphosphoroamidic dichloride (677-43-0)

Guidance literature:

With trichlorophosphate; In benzene; Heating;

upstream raw materials:

N,N-dimethylammonium chloride

N,N,N',N'-Tetramethylphosphorodiamidic chloride

dimethyl amine

bis-(dimethylamino)methane

Downstream raw materials:

dimefox

N,N,N',N'-Tetramethylphosphorodiamidic chloride

tabun

phosphoric acid-chloride dimethylamide-(3-dimethylamino-phenyl ester)

Refernces

• 1、 -. "Amido phosphate bis-curcumin ester compound, preparation method and application". Paragraph 0157. . Retrieved 2016/10/07.
• 2、 Kushwaha, Brijesh K.,Gupta, Hemendra K.,Shinde. "Synthesis of N, N-dialkyl phosphoramidic dichloride from dialkyl amine and phosphoryl chloride using basic anion exchange polymer resins/beads". body text. p. 361 - 364. Retrieved 2010/08/20.