824-11-3

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 84, p. 610, 1962 DOI: 10.1021/ja00863a022

Air & Water Reactions

Slowly reacts with water to form phosphorous acid and trimethylol, an alcohol.

Reactivity Profile

TRIMETHYLOLPROPANE PHOSPHITE is a phosphite ester. May react with strong reducing agents such as hydrides to form highly toxic and flammable phosphine, a gas. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides.

InChI:InChI=1/C6H11O3P/c1-2-6-3-7-10(8-4-6)9-5-6/h2-5H2,1H3

Upstream product

• 77-99-6 1,1,1-tri(hydroxymethyl)propane 
• 122-52-1 triethyl phosphite 
• 594-09-2 trimethylphosphane 

Downstream Products

• 15844-64-1 cis-2-Benzyl-5-chlormethyl-5-ethyl-2-oxo-1,3,2-dioxaphosphorinan 
• 26516-89-2 cis-2-Chlormethyl-2-aethyl-propandiol-(1,3)-benzylphosphonat 
• 1005-93-2 4-ethyl-2,6,7-trioxa-1-phosphabicyclo<2.2.2>octane-1-oxide 
• 935-52-4 4-ethyl-2,6,7-trioxa-1-phosphabicyclo[2.2.2]octane-1-thioxide 
• 75619-22-6 Spiro<1-(2.6-dimethylphenyl)-5-phenyl-3.3-bis(trifluormethyl)-1.4.2-diazaphosphol-4-en-2.1'-<4'-ethyl-2'.6'.7'-trioxa-1'-phosphabicyclo<2.2.2>-octan>> 
• 75619-23-7 Spiro<1-(2.4.6-trimethylphenyl)-5-phenyl-3.3-bis(trifluormethyl)-1.4.2-diazaphosphol-4-en-2.1'-<4'-ethyl-2'.6'.7'-trioxa-1'-phosphabicyclo<2.2.2>-octan>> 
• 41203-81-0 methyl-(5-ethyl-2-methyl-1,3,2-dioxaphosphorinan-5-yl)methyl methyl ester (P-oxide phosphonate) 
• 124380-38-7 Fe(C₆H₄(As(CH₃)2)2)CO((C₆H₅)2PCH₃)(C₆H₁₁O₃P)(COCH₃)⁽¹⁺⁾*BF₄^(1-)=Fe(C₆H₄(As(CH₃)2)2)CO((C₆H₅)2PCH₃)(C₆H₁₁O₃P)(COCH₃)BF₄ 
• 124380-22-9 Fe(C₆H₄(As(CH₃)2)2)CO(C₆H₅P(CH₃)2)(C₆H₁₁O₃P)(COCH₃)⁽¹⁺⁾*BF₄^(1-)=Fe(C₆H₄(As(CH₃)2)2)CO(C₆H₅P(CH₃)2)(C₆H₁₁O₃P)(COCH₃)BF₄ 
• 124602-43-3 Fe(C₆H₄(As(CH₃)2)2)CO(C₆H₅P(OCH₃)2)(C₆H₁₁O₃P)(COCH₃)⁽¹⁺⁾*BF₄^(1-)=Fe(C₆H₄(As(CH₃)2)2)CO(C₆H₅P(OCH₃)2)(C₆H₁₁O₃P)(COCH₃)BF₄ 
• 145036-88-0 IrH₂(P(OCH₂)3CC₂H₅)(C₆H₅P(CH₂CH₂CH₂P(C₆H₁₁)2)2)⁽¹⁺⁾*BF₄^(1-)={IrH₂(P(OCH₂)3CC₂H₅)(C₆H₅P((CH₂)3P(C₆H₁₁)2)2)}{BF₄} 
• 143958-03-6 RuCl₂(P(OCH₂)3CC₂H₅)(P(C₆H₅)(CH₂CH₂P(C₆H₅)2)2) 
• 63372-08-7 tetrakis(4-ethyl-2,6,7-trioxa-1-phosphabicyclo{2.2.2}octane)platinum⁽⁰⁾ 

Relevant academic research and scientific papers

Synthesis method of ethyl bicyclic phosphite

The invention discloses a synthesis method of ethyl bicyclic phosphite, belonging to the technical field of organic matter synthesis. Based on an existing method of preparing the ethyl bicyclic phosphate by using phosphorus trichloride and trimethylolpropane, the steps of condition control such as feeding ratio and hydrogen chloride removal are optimized and improved; and the problem of relativelylow yield of the ethyl bicyclic phosphite obtained by directly reacting the phosphorus trichloride with the trimethylolpropane in the prior art is solved.

Oxygen atom insertion into iron(II) phenyl and methyl bonds: A key step for catalytic hydrocarbon functionalization

Oxy-functionalization of metal-alkyl and ?aryl bonds is a key step in potential hydrocarbon oxidation catalysis. However, well-defined examples of M-R to ROH conversion are rare, especially for first-row transition metals. CpFe(CO)(NCMe)Ph reacts with oxygen or hydrogen peroxide to produce benzoic acid. Removing CO from the CpFe(L)(L')Ph framework allows simple oxygen atom insertion into the Fe-Ph bond. CpFe(P(OCH2)3CEt)2Ph reacts with Me3NO in THF to produce PhOH in high yield when Bronsted acids are added. Studies show that light promotes P(OCH2)3CEt dissociation from CpFe(P(OCH2)3CEt)2Ph, which facilitates the conversion to PhOH. The methyl analogue CpFe[P(OCH2)3CEt]2Me reacts with oxidants to produce MeOH.

INVESTIGATION OF THE STAUDINGER REACTION BETWEEN BICYCLIC PHOSPHITE AND DIAZO COMPOUNDS

Nine bicyclic phosphatazines were synthesized by the Staudinger reaction between bicyclic phosphite (1) and diazo compounds (2-5), the Elemental Analysis data, IR, 31P NMR and Mass Spectral data of these compounds are reported.The reaction of diazoacetate with bicyclic phosphite was followed by 31P NMR, the concentration-time curve was simulated by Optimal Approximation with a computer.It was found that this reaction consisted of two steps, the first step was second-order and the second was first-order.A possible mechanism is also proposed.Key words: Staudingerreaction; bicyclic phosphite; phosphatazine; optimal approximation; NMR; IR.