20583-06-6

Basic information

• Product Name: Formamide, N-(bis(dimethylamino)phosphinyl)-N-methyl-
• Synonyms: Formamide, N-(bis(dimethylamino)phosphinyl)-N-methyl-
• CAS NO: 20583-06-6
• Molecular Formula: C₆H₁₆N₃O₂P
• Molecular Weight: 193.1839
• Mol File: 20583-06-6.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 240.9°Cat760mmHg
• Flash Point: 99.5°C
• Appearance: /
• Density: 1.131g/cm³
• Vapor Pressure: 0.0369mmHg at 25°C
• Refractive Index: 1.474
• CAS DataBase Reference: Formamide, N-(bis(dimethylamino)phosphinyl)-N-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Formamide, N-(bis(dimethylamino)phosphinyl)-N-methyl-(20583-06-6)
• EPA Substance Registry System: Formamide, N-(bis(dimethylamino)phosphinyl)-N-methyl-(20583-06-6)

Safety Data

• Hazardous Substances Data: 20583-06-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C6H16N3O2P/c1-7(2)12(11,8(3)4)9(5)6-10/h6H,1-5H3

Upstream product

• 680-31-9 N,N,N,N,N,N-hexamethylphosphoric triamide 
• 1493-02-3 formyl fluoride 
• 10159-46-3 Pentamethylphosphorsaeuretriamid 
• 75-05-8 acetonitrile 

Downstream Products

• 10159-46-3 Pentamethylphosphorsaeuretriamid 

Relevant articles and documents

Redox Kinetics of Metal Complexes in Non-aqueous Solutions. Part 13. The Ferriin Oxidation of Aprotic Donors in Acetonitrile: Relationships between Donor and Reducing Capabilities

The reactions of a variety of neutral donors (D) with ferriin in acetonitrile have been examined.The course of reaction and the products formed vary depending on the base strength and the structure of the donor, the two competing mechanisms discerned being (a) oxidation of D and (b) deprotonation of the residual water or the MeCN solutions initiating the reaction of hydroxide ions with ferriin.For the stability of ferriin solutions, there is a decrease in the order MeNO2 > MeCN > dmf > py > hmpa > Et3N which is the order of increasing donor numbers (DN).The very strong donors hmpa and Et3N (and all other aliphatic amines as well) are readily oxidized via charge transfer in an initially formed 1:1 complex Fe(phen)3D(3+) whose nature is discussed.In the case of Et3N, this complex dissociates spontaneously into ferroin and Et3N(+), the latter giving diethylvinylamine which polymerizes with release of diethylamine.For hmpa, charge transfer in Fe(phen)3(hmpa)(3+) needs base catalysis of a second hmpa molecule.The radical thus formed deprives hydrogen from acetonitrile forming succinonitrile.In contrast, Et3PO though being similar in basicity, is not oxidized.This comparison emphasizes the peculiar role of alkyl groups linked to nitrogen for the oxidation chemistry of organic substrates.Donors of donor numbers below that of hmpa are not oxidized noticeably but give rise to mechanism (b).The hydroxide formed displaces partly phen, a greenish precipitate separating identified as a novel high-molecular weight congener of tetrakis(phen)diaquo-μ-oxo-di-iron(III).The following stability order of radicals , derived from the donors, is suggested, dmf > hmpa > MeCN > R3N > dmso.Further, the ferriin oxidation of triphenylamine has been examined.