2511-17-3

Basic information

• Product Name: METHYLPHOSPHONIC BIS(DIMETHYLAMIDE)
• Synonyms: METHYLPHOSPHONIC BIS(DIMETHYLAMIDE);N,N,N',N',p-Pentamethylphosphonic diamide;N,N,N',N'-Tetramethyl methanephosphorodiamide;N,N,N',N'-Tetramethylmethylphosphonamide;Phosphonic diamide, pentamethyl-;Phosphorodiamidous acid, tetramethyl-, methyl ester;Methanephosphonic acid bis(dimethylamide)~Pentamethylphosphonic diamide;pentamethylphosphonic diamide
• CAS NO: 2511-17-3
• Molecular Formula: C₅H₁₅N₂OP
• Molecular Weight: 150.16
• EINECS: 219-728-7
• Mol File: 2511-17-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: -3.2 °C
• Boiling Point: 74-75°C 1,5mm
• Flash Point: 108°C
• Appearance: /
• Density: 1,024 g/cm3
• Vapor Pressure: 1.22mmHg at 25°C
• Refractive Index: 1.4590
• PKA: 3.92±0.70(Predicted)
• BRN: 1753415
• CAS DataBase Reference: METHYLPHOSPHONIC BIS(DIMETHYLAMIDE)(CAS DataBase Reference)
• NIST Chemistry Reference: METHYLPHOSPHONIC BIS(DIMETHYLAMIDE)(2511-17-3)
• EPA Substance Registry System: METHYLPHOSPHONIC BIS(DIMETHYLAMIDE)(2511-17-3)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-20/22
• Safety Statements: 36/37-24/25
• RIDADR: 3278
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 2511-17-3(Hazardous Substances Data)

Usage

General Description

Methylphosphonic bis(dimethylamide) is a chemical compound with the molecular formula C4H12N2O2P and a molar mass of 148.12 g/mol. It is commonly used as a precursor in the synthesis of organophosphorus compounds, including chemicals used in the production of flame retardants and pharmaceuticals. METHYLPHOSPHONIC BIS(DIMETHYLAMIDE) is also utilized in the production of pesticides and herbicides. Methylphosphonic bis(dimethylamide) is a colorless, odorless liquid that is soluble in water and organic solvents. It is important to handle this chemical with caution, as it is considered hazardous and can cause skin and eye irritation upon contact.

InChI:InChI=1/C5H15N2OP/c1-6(2)9(5,8)7(3)4/h1-5H3

Upstream product

• 676-97-1 methylphosphonic acid dichloroanhydride 
• 124-40-3 dimethyl amine 
• 591-50-4 iodobenzene 
• 75841-74-6 chlorobis(dimethylamino)methylphosphonium iodide 
• 506-59-2 N,N-dimethylammonium chloride 
• 680-31-9 N,N,N,N,N,N-hexamethylphosphoric triamide 
• 74-83-9 methyl bromide 

Downstream Products

• 14655-73-3 N,N,N',N'-tetramethyldiamide of phenylmethanephosphonic acid 
• 1259999-84-2 C₁₄H₁₅N₄OP 
• 1259999-83-1 C₉H₁₃N₄OP 
• 1259999-82-0 C₈H₁₁N₄OP 
• 4653-49-0 methyl-phosphonic acid-chloride dimethylamide 
• 506-59-2 N,N-dimethylammonium chloride 
• 22084-56-6 <2.2-Diphenyl-2-hydroxy-1-methyl-aethan>-phosphonsaeure-bis- 
• 22084-53-3 <2-Phenyl-2-hydroxy-aethan>-phosphonsaeure-bis-(dimethylamid) 
• 22084-52-2 <2.2-Diphenyl-2-hydroxy-aethan>-phosphonsaeure-bis-(dimethylamid) 

Relevant articles and documents

Palladium-catalyzed cross-coupling reactions of organocopper derivatives of methylphosphonic esters and amides with aryl and hetaryl iodides

Copper derivatives of methylphosphonic amides are sufficiently stable thermally and can be used in palladium-catalyzed arylation reactions resulting in synthesis of previously unknown aryl- and hetaryl-methylphosphonic tetramethyldiamides in high yields.

Basicite et structuer de phosphoramides aliphatiques: dosage protometrique en solvants non-aqueux

Broensted basicities (as half-neutralization potentials) have been determined at 25 deg C by potentiometric titrations in nitromethane or in the mixture sulfonale/benzene 98:2p/p for 19 aliphatic phosphoramides OPXYZ, with X, Y, or z=Me; OEt; NMe2; NEt2; NHEt; N(CH2)n (n=3 or 4); or X + Y = -NMe-(CH2)2-NMe-.Almost all of these weak bases give an homohydrogen bonding.Those with an Me or N(CH2)3 substituent are not stable in acidic medium, which is confirmed by back-titration and measure of E vs. time at the equivalent point.After comparing the results obtained in the two solvents, the effect of the nature of the substituents X, Y, Z on half-neutralization potentials and instability in acidic medium is analyzed.