4090-52-2

Usage

Uses

Used in Flame Retardant Industry:
2,2'-oxybis[5,5-dimethyl-1,3,2-dioxaphosphorinane] 2,2'-dioxide is used as a flame retardant for its ability to effectively prevent the spread of fire in materials such as plastics, textiles, and coatings. Its high thermal stability makes it a popular choice in flame retardant formulations.
Used in Plasticizer Industry:
2,2'-oxybis[5,5-dimethyl-1,3,2-dioxaphosphorinane] 2,2'-dioxide is also used as a plasticizer in various industrial applications. Its low volatility and solubility in organic solvents contribute to its effectiveness in this role.
Used in Environmentally Friendly Applications:
Due to its relatively non-toxic and non-hazardous nature to the environment, 2,2'-oxybis[5,5-dimethyl-1,3,2-dioxaphosphorinane] 2,2'-dioxide is a preferred choice for flame retardant formulations that prioritize environmental safety.

Upstream product

• 4090-55-5 2-chloro-5,5-dimethyl[1,3,2]dioxaphosphinane 2-oxide 
• 132868-54-3 2-N-benzoyl-N-phenylamino-2-oxo-5,5-dimethyl-1,3,2-dioxaphosphorinane 
• 6674-22-2 1,8-diazabicyclo[5.4.0]undec-7-ene 
• 4090-60-2 5,5-dimethyl-1,3-dioxaphosphorinan-2-oxide 
• 1005-69-2 2-methoxy-5,5-dimethyl-1,3,2-dioxaphosphorinane 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 102969-01-7 2-methoxy-2-N-phenylimino-5,5-dimethyl-1,3,2-dioxaphosphorinane 

Relevant academic research and scientific papers

A Reinvestigation of the Reaction Between 2-Methoxy-5,5-dimethyl-1,3,2-dioxaphosphorinan-2-one and 2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinan-2-one

The title compounds together give pyrophosphate and methyl chloride probably via a cycle of reactions involving cyclic phosphate diester and hydrogen chloride as carriers; rapid formation of dioxadiphosphetanes from intermediate five-co-ordinate phosphoranes and a slower intermolecular scrambling account for the distributions of 18O observed starting with various patterns of 18O labelling.

The reaction of chlorohosphates with strong bases: Synthesis and characterization of the phosphonate salts

The reaction of (OCH2CMe2CH2O)P(O)Cl (1) with 1,8- diabicyclo[5.4.0]undec-7-ene (DBU) afforded the phosphonate salt [(OCH2CMe2CH2O)P(O)(DBU)]+[Cl] (3); the X ray structure of this compound as a hydrate shows that the C-6 (labeled as Cl in Fig. 1) of the DBU is connected to the phosphorus. In an analogous manner the eight-membered ring compound {CH2(4-Me-2-t-Bu-C6H2O)2} P(O)]2O (5). By contrast, in the reaction of 1 with 1,5-Diazabicyclo[4.3.0]non-5-ene (DBN), N-methyl imidazole or 4-dimethylaminopyridine no phosphonate salt was observed; the pyrophosphate was found to be the end product and could be isolated.

Selective P-P and P-O-P bond formations through copper-catalyzed aerobic oxidative dehydrogenative couplings of H-phosphonates

(Chemical Equation Presented) Different copper complexes selectively catalyze the aerobic oxidative coupling of H-phosphonates to afford either hypophosphates and pyrophosphates in high yields with high selectivity (see scheme; tmeda = N, N, N', N'-tetramethylethylenediamine).

New aspects connected with the synthesis of H-phosphinate anhydrides

A novel reaction between sodium salt of phenylphosphinic acid PhP(O)(OH)H (1) and various phosphorus electrophiles, R2P(O)C1 (2; R = alkyl, aryl, alkoxy or aryloxy) has been described. The presented reaction showed a high selectivity (yield up to 96%) in the products of the symmetric phosphorus anhydrides, R2P(O)-O-(O)PR2(4), which preferentially come from the starting phosphorus electrophiles (2). The results demonstrate that the phosphorus-phosphorus mixed anhydrides, RPH(O)-O-(O)PR2(3) are unstable under basic condition and possibly decomposed with expulsion of a phosphinylidene (Ph-P=O) fragment (6).

METHOD FOR PRODUCING PHOSPHORUS COMPOUND HAVING PHOSPHATE-PHOSPHONATE BOND

A novel process for preparing in a high purity and in a high yield phosphorus compounds having a phosphate-phosphonate bond within one molecule, along with only a small amount of a by-product, without being restricted by the kind of a phosphonate having an alcoholic hydroxyl group which is a raw material, without using a catalyst such as magnesium chloride, but only using a nitrogen-containing basic compound.

The reactions of dialkyl phosphites and phosphine oxides with iodosylbenzene

The reaction of iodosylbenzene with > P(O)H type of acids (dialkyl phosphites, secondary phosphine oxides) was studied. The acids of >P(O)H type add to iodosylbenzene to yield intermediate 6 which in the aprotic solvents yields oxidation products, it means >P(O)OH acids and/or anhydride of >P(O)OP(O) P(O)OR ester is the major product.

Electrophilic catalysis of N-- > 0 phosphyl migration

2-N-Benzoyl-N-phenylamino-2-oxo-5,5-dimethyl-1,3,2-dioxaphosphorinane (3a) undergoes rearrangement to (2-oxo-5,5-dimethyl-1,3,2-dioxaphosphorinanyl) (N-phenyliminobenzoyl)oxide (4a). This transformation is shown to be catalysed by electrophilic reagents such as benzoyl chloride, trimethylsilyl chloride, p-toluenesulphonyl chloride.