1352709-73-9

Basic information

• Product Name: (diphenylphosphoryl)(N,N-dimethylamino)chloromethane
• Synonyms: (diphenylphosphoryl)(N,N-dimethylamino)chloromethane
• CAS NO: 1352709-73-9
• Molecular Weight: 293.733
• Mol File: 1352709-73-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (diphenylphosphoryl)(N,N-dimethylamino)chloromethane(CAS DataBase Reference)
• NIST Chemistry Reference: (diphenylphosphoryl)(N,N-dimethylamino)chloromethane(1352709-73-9)
• EPA Substance Registry System: (diphenylphosphoryl)(N,N-dimethylamino)chloromethane(1352709-73-9)

Safety Data

• Hazardous Substances Data: 1352709-73-9(Hazardous Substances Data)

Upstream product

• 3724-43-4 Vilsmeier reagent 
• 1079-66-9 chloro-diphenylphosphine 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 1131544-86-9 N,N-dimethyl-(diphenylphosphinomethylene)iminium iodide 
• 89175-77-9 2-(diphenylphosphoryl)butan-2-ol 
• 18975-51-4 diphenyl(N,N-diethylaminomethyl)phosphine oxide 
• 23650-05-7 (dimethylamino)(diphenylphosphinoyl)(diethoxyphosphinoyl)methane 
• 23587-60-2 N,N-dimethylaminobis(diphenylphosphoryl)methane 
• 15453-04-0 (1-Hydroxy-1-methylethyl)-diphenylphosphine oxide 
• 1373368-78-5 (dimethoxyphosphinoyl)(dimethylamino)(diphenylphosphinoyl)methane 
• 20570-20-1 (Diethoxymethyl)diphenylphosphine oxide 
• 71574-48-6 bis(p-dimethylaminophenyl)(diphenylphosphinoyl)methane 
• 25419-99-2 (dimethylamino)(diphenylphosphinoyl)methoxymethane 
• 38828-07-8 diphenyl(α-hydroxy)ethylphosphine oxide 
• 7067-73-4 N-phenyl(diphenylphosphinoyl)formamide 
• 100-44-7 benzyl chloride 
• 68-12-2 N,N-dimethyl-formamide 

Relevant articles and documents

Synthesis of polyfunctional methylphosphine oxides

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Ambident reactivity of chloro(dialkylamino)-(diphenylphosphinoyl)methanes

The chemical properties of chloro(dialkylamino)(diphenylphosphinoyl) methanes have been studied using the simplest compound of this series, chloro(dimethylamino)(diphenylphosphinoyl)methane, as an example. Chloro- (dimethylamino)(diphenylphosphinoyl)methane shows ambident reactivity when reacting with electrophiles and nucleophiles depending on coreactant nature, it behaves as either electrophilic substrate or phosphorus nucleophile. This fact can be explained by its dissociation in solutions with both C-Cl bond cleavage to give (dimethylamino)- (diphenylphosphinoyl)methyl cation and Cl- anion and C-P bond cleavage to form chloro(dimethylamino)methyl cation and diphenylphosphinite anion. The capability of chloro(dimethylamino) (diphenylphosphinoyl)methane to produce spontaneously Ph2PO-anion allows us to recommend application in organic and organophosphorus synthesis as a synthetic equivalent (synthon) of diphenylphosphinite anion.

A scheme of the stepwise reaction of diphenylchlorophosphine with N,N-dialkylformamides in the presence of NaI

On an example of DMF was proposed and experimentally verified stepwise reaction scheme of the reaction of diphenylchlorophosphine with N,N-dialkylformamides. The first stage is autocatalytic reaction of the synthesis of (diphenylphosphoryl)(N,N-dialkylami