824-11-3

Basic information

• Product Name: TRIMETHYLOLPROPANE PHOSPHITE
• Synonyms: 1,1,1-Trishydroxymethylpropane bicyclic phosphite;1,1,1-trishydroxymethylpropanebicyclicphosphite;1,3-Propanediol, 2-ethyl-2-(hydroxymethyl)-, cyclic phosphite (1:1);2-(Hydroxymethyl)-2-ethyl-1,3-propanediol, cyclic phosphite (1:1);2-(hydroxymethyl)-2-ethyl-1,3-propanediol,cyclicphosphite(1:1);2,6,7-trioxa-1-phosphabicyclo(2,2,2)octane,4-ethyl-[qr];2,6,7-Trioxa-1-phosphabicyclo[2.2.2]octane, 4-ethyl-;3-propanediol,(2-ethyl-2-(hydroxymethyl)-cyclicphosphite[qr]
• CAS NO: 824-11-3
• Molecular Formula: C₆H₁₁O₃P
• Molecular Weight: 162.12
• EINECS: 212-523-3
• Mol File: 824-11-3.mol
• Article Data: 3

Chemical Properties

• Melting Point: 50-55 °C
• Boiling Point: 100°C/8mmHg(lit.)
• Flash Point: 44.8°C
• Appearance: /solid
• Vapor Pressure: 5.48mmHg at 25°C
• Water Solubility: Insoluble in water
• CAS DataBase Reference: TRIMETHYLOLPROPANE PHOSPHITE(CAS DataBase Reference)
• NIST Chemistry Reference: TRIMETHYLOLPROPANE PHOSPHITE(824-11-3)
• EPA Substance Registry System: TRIMETHYLOLPROPANE PHOSPHITE(824-11-3)

Safety Data

• Hazard Codes: T+
• Statements: 21-28
• Safety Statements: 28-36/37-45
• RIDADR: UN 3464 6.1/PG 2
• WGK Germany: 3
• RTECS: TY6650000
• F: 10-18
• HazardClass: 6.1(a)
• PackingGroup: I
• Hazardous Substances Data: 824-11-3(Hazardous Substances Data)

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 
• 41203-81-0 methyl-(5-ethyl-2-methyl-1,3,2-dioxaphosphorinan-5-yl)methyl methyl ester (P-oxide phosphonate) 
• 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 
• 86292-15-1 Ru₃(CO)9(P(OCH₂)3CC₂H₅)(CNC(CH₃)3)(As(C₆H₅)3) 
• 86292-09-3 Ru₃(CO)9(P(OCH₂)3CC₂H₅)2(CNC(CH₃)3) 
• 86276-95-1 Ru₃(CO)10(P(OCH₂)3CC₂H₅)2 
• 86276-94-0 Ru₃(CO)11(P(OCH₂)3CC₂H₅) 
• 86292-14-0 Ru₃(CO)10(P(OCH₂)3CC₂H₅)(As(C₆H₅)3) 
• 209907-36-8 Os3(CO)8(P(OCH2)3CEt)(μ-C4Ph4) 
• 206880-67-3 [MoCl₂(P(CH₃)3)2(P(OCH₂)3CC₂H₅)(NC₆H₂(CH₃)3)] 

Relevant articles and documents

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.

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.