157230-68-7

Basic information

• Product Name: DIETHYL (2-METHYLPYRROLIDIN-2-YL)PHOSPHATE
• Synonyms: DIETHYL (2-METHYLPYRROLIDIN-2-YL)PHOSPHATE;2-Diethoxyphosphinyl-2-Methylpyrrolidine;2-Methyl-2-diethoxyphosphorylpyrrolidine;P-(2-Methyl-2-pyrrolidinyl)phosphonic Acid Diethyl Ester
• CAS NO: 157230-68-7
• Molecular Formula: C9H20NO4P
• Molecular Weight: 237.23
• Product Categories: Miscellaneous Reagents
• Mol File: 157230-68-7.mol

Chemical Properties

• Appearance: /
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform, Ethyl Acetate, Methanol
• CAS DataBase Reference: DIETHYL (2-METHYLPYRROLIDIN-2-YL)PHOSPHATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIETHYL (2-METHYLPYRROLIDIN-2-YL)PHOSPHATE(157230-68-7)
• EPA Substance Registry System: DIETHYL (2-METHYLPYRROLIDIN-2-YL)PHOSPHATE(157230-68-7)

Safety Data

• Hazardous Substances Data: 157230-68-7(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
DIETHYL (2-METHYLPYRROLIDIN-2-YL)PHOSPHATE is used as a key intermediate in the synthesis of various organic compounds, particularly those involving phosphorus. Its unique structure allows it to be a versatile building block for the development of new molecules with specific properties and applications.
Used in Pharmaceutical Industry:
DIETHYL (2-METHYLPYRROLIDIN-2-YL)PHOSPHATE is used as a pharmaceutical intermediate for the development of new drugs. Its ability to form stable complexes with other molecules makes it a promising candidate for the creation of novel therapeutic agents.
Used in Agrochemical Industry:
In the agrochemical industry, DIETHYL (2-METHYLPYRROLIDIN-2-YL)PHOSPHATE is used as a component in the development of new pesticides and herbicides. Its unique chemical properties enable it to be an effective active ingredient in these products, helping to control pests and weeds in agricultural settings.
Used in Material Science:
DIETHYL (2-METHYLPYRROLIDIN-2-YL)PHOSPHATE is used as a component in the development of new materials with specific properties, such as improved thermal stability, flame retardancy, or electrical conductivity. Its incorporation into various materials can enhance their performance and expand their potential applications.
Used in Research and Development:
DIETHYL (2-METHYLPYRROLIDIN-2-YL)PHOSPHATE is used as a research compound for studying its chemical properties and potential applications in various fields. Its unique structure and reactivity make it an interesting subject for scientific investigation, which could lead to the discovery of new applications and technologies.

Upstream product

• 5891-21-4 5-chloro-2-pentanone 
• 762-04-9 phosphonic acid diethyl ester 
• 872-32-2 2-methyl-1H-pyrroline 
• 762-04-9 Diethyl phosphonate 
• 257612-81-0 Diethyl (2-methylpyrrolin-2-yl)phosphonate 

Downstream Products

• 157230-67-6 DEPMPO 
• 189149-51-7 Diethyl (1-hydroxy-2-methylpyrrolidin-2-yl)phosphonate 

Relevant articles and documents

Linear or cyclic aminophosphonates as pH markers in phosphorus 31 NMR spectroscopy

Linear or cyclic aminophosphonates are disclosed which are useful as pH markers. A method of using the linear or cyclic aminophosphonates in phosphorus-31 NMR spectroscopy is also disclosed.

31P-Labeled pyrroline N-oxides: Synthesis of 5-diethylphosphono-5- methyl-1-pyrroline N-oxide (DEPMPO) by oxidation of diethyl (2- methylpyrrolidin-2-yl)phosphonate

The synthesis of DEPMPO from diethyl (2-methylpyrrolidin-2- yl)phosphonate (3), prepared by the addition of diethyl phosphite to 2- methylpyrroline, was carried out using different oxidation reagents: H2O2, m-CPBA, Oxone, 2-phenylsulfonyl-3-phenyloxaziridine (PSPO), dimethyldioxirane (DMD) and N-methylmorpholine N-oxide with catalytic amounts of tetrapropylammonium perruthenate (NMO/TPAP). The highest yield of DEPMPO (>80%) was obtained using two equivalents of PSPO or DMD. Different compounds involved in the oxidation of 3 have been isolated and characterized.

Nitrones which are usable for the scavenging of free radicals

New nitrones which are usable for the scavaging of free radicals, are selected from 5-diethoxyphosphoryl-5-methyl-1-pyrroline 1-oxide, 5-phosphono-5-methyl-1-pyrroline 1-oxide, and 5-diethoxyphosphoryl-5-methyl-(2,3,3-2 H3)-1-pyrroline 1-oxide, as well as its corresponding physiologically acceptable salts obtained by the action of an inorganic or organic base.

5-(Diethoxyphosphoryl)-5-methyl-1-pyrroline N-Oxide: A New Efficient Phosphorylated Nitrone for the in Vitro and in Vivo Spin Trapping of Oxygen-Centered Radicals

5-(Diethoxyphosphoryl)-5-methyl-1-pyrroline N-oxide (DEPMPO, 2), a new spin trap, has been synthesized via a two-step synthetic route, and its ability to spin trap oxy radicals in biological milieu has been addressed.The in vitro spin trapping of hydroxyl and superoxide radicals was investigated in a phosphate buffer 0.1 M, and the hyperfine coupling constants of the spin adducts were determined.The rates of spin trapping of hydroxyl and superoxide radicals with 2 were found to be close to those reported for 5,5-dimethyl-1-pyrroline N-oxide (DMPO).However, the DEPMPO-superoxide spin adduct was shown to be significantly more persistent (15 times at pH 7) than the DMPO-superoxide spin adduct.Using 2 as a spin trap, the production of superoxide has been clearly characterized during the reperfusion of ischemic isolated rat hearts.

5-Diethoxyphosphoryl-5-methyl-1-pyrroline N-Oxide (DEPMPO): a New Phosphorylated Nitrone for the efficient In Vitro and In Vivo Spin Trapping of Oxygen-centred Radicals

5-Diethoxyphosphoryl-5-methyl-1-pyrroline N-oxide (DEPMPO), a newly synthesized spin trap, is used for the in vitro spin trapping of hydroxyl and superoxide radicals, and though the spin trapping rates are close to those reported for 5,5-dimethyl-1-pyrroline N-oxide (DMPO), the DEPMPO-superoxide spin adduct is significantly more persistent than its DMPO analogue, a difference which allows the detection of superoxide during the reperfusion of ischaemic isolated rat hearts.