1003-11-8

Basic information

• Product Name: 4,5-Dihydro-1,3,2-dioxaphosphole 2-oxide
• Synonyms: 1,3,2-Dioxaphospholane 2-oxide;4,5-Dihydro-1,3,2-dioxaphosphole 2-oxide
• CAS NO: 1003-11-8
• Molecular Formula: C₂H₅O₃P
• Molecular Weight: 108.03
• Mol File: 1003-11-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 151.6±7.0 °C(Predicted)
• Appearance: /
• CAS DataBase Reference: 4,5-Dihydro-1,3,2-dioxaphosphole 2-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-Dihydro-1,3,2-dioxaphosphole 2-oxide(1003-11-8)
• EPA Substance Registry System: 4,5-Dihydro-1,3,2-dioxaphosphole 2-oxide(1003-11-8)

Safety Data

• Hazardous Substances Data: 1003-11-8(Hazardous Substances Data)

Usage

General Description

4,5-Dihydro-1,3,2-dioxaphosphole 2-oxide is a cyclic compound that contains oxygen, hydrogen, and phosphorus. It is commonly used as a reagent in organic synthesis and as a ligand in coordination chemistry. This chemical has a wide range of applications due to its ability to form stable complexes with metal ions and its potential as a precursor in the production of other phosphorus-containing compounds. Its unique structure and reactivity make it a versatile and valuable compound in various chemical processes. Additionally, it is important to handle this chemical with care, as it is toxic and may pose health risks if not properly handled and disposed of.

InChI:InChI=1/C2H4O3P/c3-6-4-1-2-5-6/h1-2H2/q+1

Upstream product

• 107-21-1 ethylene glycol 
• 3348-43-4 bis(O,O'-ethylene) diphosphite 
• 109-89-7 diethylamine 
• 3348-42-3 2-acetoxy-[1,3,2]dioxaphospholane 
• 822-39-9 2-chloro-1,3,2-dioxaphospholan 
• 932-90-1 Benzaldoxime 
• 123-91-1 1,4-dioxane 
• 7719-12-2 phosphorus trichloride 
• 75-21-8 oxirane 
• 6609-64-9 2-Chloro-2-oxo-1,3,2-dioxaphospholane 

Downstream Products

• 140650-05-1 ethylene (α-anilinobenzyl)phosphonate 
• 909274-47-1 2-hydroxyethyl hydrogen 2-((3-(benzyloxy)-9,9-dimethyl-4-oxo-4,6,7,9-tetrahydropyrimido[2,1-c][1,4]oxazine-2-carboxamido)methyl)-5-fluorophenylphosphonate 
• 909274-46-0 C₂₆H₂₇FN₃O₇P 
• 909274-48-2 bis(2-hydroxyethyl) 2-((3-(benzyloxy)-9,9-dimethyl-4-oxo-4,6,7,9-tetrahydropyrimido[2,1-c][1,4]oxazine-2-carboxamido)methyl)-5-fluorophenylphosphonate 
• 6087-94-1 bis(2-chloroethyl) chlorophosphate 
• 140650-08-4 (4-Bromo-phenyl)-[(4-ethoxy-phenyl)-(2-oxo-2λ⁵-[1,3,2]dioxaphospholan-2-yl)-methyl]-amine 
• 140650-06-2 [(4-Ethoxy-phenyl)-(2-oxo-2λ⁵-[1,3,2]dioxaphospholan-2-yl)-methyl]-p-tolyl-amine 
• 1892-26-8 phosphoric acid mono-(2-hydroxy-ethyl) ester 

Relevant articles and documents

Synthesis of mixed dialkylphosphates by PTC

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Syntheses und NMR-Spektren phosphororganischer Antioxidantien und verwandter Verbindungen

The syntheses of various aliphatic, aromatic, sterically hindered, and cyclic organophosphorus compounds (phosphorous acid esters, esters chlorides and ester amides, hydrogen phosphites, phosphinates and phosphates) are reported, and general procedures for preparation are given.The compounds synthesized were investigated by means of 31P-, 1H- and 13C-n.m.r. spectroscopy, and the chemical shifts measured are listed.

The Reaction Between Oximes and Tervalent Phosphorus Compounds: A Low-Temperature Radical Rearrangement Process

Ketoximes react rapidly with X2PCl compounds where X = Ph, Me2N, EtO and X2 = OCH2CH2O at low temperatures (-60 to -80 deg C) in the presence of triethylamine to give a PIII intermediate 2, which rearranges by a unimolecular process to the corresponding N-phosphinylated imine 3.Free radicals, formed by capture of the initially produced phosphonyl radical, are detected by ESR spectroscopy, and evidence for a radical cage process is obtained from 31P CIDNP studies.Where X2 = OCH2CH2O, the PIII intermediate (2d, e) can be isolated, and the structure established from 13C NMR spectra.Kinetic measurements show compound 2e to rearrange (30 - 60 deg C) ca. 10 times more slowly than the open chain compound (X = OEt), and the negative activation entropy suggests that this particular system (2e) rearranges, in part, by a cyclic transition state.