679-37-8

Basic information

• Product Name: 1,2-Dioxo-1,1,2,2-tetraethoxydiphosphine
• Synonyms: 1,2-Dioxo-1,1,2,2-tetraethoxydiphosphine;Hypophosphoric acid tetraethyl ester;tetraethyl hypodiphosphate;1-[diethoxyphosphoryl(ethoxy)phosphoryl]oxyethane
• CAS NO: 679-37-8
• Molecular Formula: C₈H₂₀O₆P₂
• Molecular Weight: 274.19
• Mol File: 679-37-8.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• Density: 1.1720
• Refractive Index: 1.4284
• CAS DataBase Reference: 1,2-Dioxo-1,1,2,2-tetraethoxydiphosphine(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Dioxo-1,1,2,2-tetraethoxydiphosphine(679-37-8)
• EPA Substance Registry System: 1,2-Dioxo-1,1,2,2-tetraethoxydiphosphine(679-37-8)

Safety Data

• Hazardous Substances Data: 679-37-8(Hazardous Substances Data)

Usage

Phosphorus-containing compound

Yes

Number of phosphorus atoms

2

Number of oxygen atoms

2

Number of ethoxy groups

4

Structure

Diphosphine with two P=O double bonds and four ethoxy groups attached to the phosphorus atoms

Organic synthesis

Preparation of various phosphorus-containing compounds (e.g., phosphine oxides and phosphine sulfides)

Coordination chemistry

Used as a ligand to form transition metal complexes

Versatility

Wide range of applications in the field of chemistry

Upstream product

• 814-49-3 diethyl chlorophosphate 
• 121-44-8 triethylamine 
• 762-04-9 phosphonic acid diethyl ester 
• 71-43-2 benzene 
• 31268-20-9 bromomethyl phenyl sulfoxide 
• 2303-76-6 sodium diethyl phosphite 
• 762-04-9 Diethyl phosphonate 
• 76-83-5 trityl chloride 
• 3554-09-4 potassium naphthylphenylmethylsilanolate 

Downstream Products

• 598-02-7 Diethyl phosphate 
• 762-04-9 phosphonic acid diethyl ester 
• 999-01-9 O,O'-diethyl thiophosphonate 

Relevant articles and documents

A greener protocol for the synthesis of phosphorochalcogenoates: Antioxidant and free radical scavenging activities

In this contribution, a metal- and base-free protocol has been developed for the synthesis of phosphorochalcogenoates (Se and Te) by using DMSO as solvent at 50 °C. A variety of phosphorochalcogenoates were prepared from diorganyl dichalcogenides and H-phosphonates, leading to the formation of a Chal-P(O) bond, in a rapid procedure with good to excellent yields. A full structural elucidation of products was accessed by 1D and 2D NMR, IR, CGMS, and HRMS analyses, and a stability evaluation of the phosphorochalcogenoates was performed for an effective operational description of this simple and feasible method. Typical 77Se{1H} (δSe = 866.0 ppm), 125Te{1H} (δTe = 422.0 ppm) and 31P{1H} (δP = ?1.0, ?13.0 and ?15.0 ppm) NMR chemical shifts were imperative to confirm the byproducts, in which this stability study was also important to select some products for pharmacological screening. The phosphorochalcogenoates were screened in vitro and ex vivo tests for the antioxidant potential and free radical scavenging activity, as well as to investigation toxicity in mice through of the plasma levels of markers of renal and hepatic damage. The pharmacological screening of phosphorochalcogenoates indicated that compounds have antioxidant propriety in different assays and not changes plasma levels of markers of renal and hepatic damage, with excision of 3g compound that increased plasma creatinine levels and decreased plasma urea levels when compared to control group in the blood mice. Thus, these compounds can be promising synthetic antioxidants that provide protection against oxidative diseases.

Aryl H-phosphonates. 7. Studies on the formation of phosphorus-carbon bond in the reaction of trityl and benzyl halides with dialkyl and diphenyl H-phosphonates

The reactions of H-phosphonate diesters with trityl and benzyl halides were investigated using 31P NMR spectroscopy. It was found that extensive oxidation, which usually accompanies the formation of trityl- or p-nitrobenzylphosphonates from the corresponding alkyl bromides in the Michaelis-Becker reaction, can be considerably suppressed or completely eliminated by reacting p-nitrobenzyl or trityl bromides with diphenyl H-phosphonate in acetonitrile in the presence of DBU.

α-HALOGENO SULPHOXIDES AS AMBIDENT ELECTROPHILES TOWARDS DIALKYL PHOSPHITE ANIONS

α-Halogenomethyl alkyl(aryl) sulphoxides have been found to undergo nucleophilic attack by dialkyl phosphite anions at the α-carbon atom and/or at halogen.