1795-31-9

Basic information

• Product Name: TRIS(TRIMETHYLSILYL)PHOSPHITE
• Synonyms: Phosphorous acid, tristrimethylsilyl;Tris(trimethylsily)phosphite;TRIS(TRIMETHYLSILYL)PHOSPHITE;PHOSPHOROUS ACID TRIS(TRIMETHYLSILYL) ESTER;Phosphorousacidtrimethylsilylester;TRIS(TRIMETHYLSILYL) PHOSPHITE 95%;TRIS(TRIMETHYLSILYL)PHOSPHITE 97+%;Phosphorous acid tri(trimethylsilyl) ester
• CAS NO: 1795-31-9
• Molecular Formula: C₉H₂₇O₃PSi₃
• Molecular Weight: 298.54
• Product Categories: Si (Classes of Silicon Compounds);Silicon Compounds (for Synthesis);Silyl Esters;Si-O Compounds;Synthetic Organic Chemistry
• Mol File: 1795-31-9.mol
• Article Data: 23

Chemical Properties

• Boiling Point: 78-81 °C8 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear colorless/Liquid
• Density: 0.893 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.074mmHg at 25°C
• Refractive Index: n20/D 1.409(lit.)
• Water Solubility: Sparingly soluble in water.
• Sensitive: Air & Moisture Sensitive
• BRN: 2043814
• CAS DataBase Reference: TRIS(TRIMETHYLSILYL)PHOSPHITE(CAS DataBase Reference)
• NIST Chemistry Reference: TRIS(TRIMETHYLSILYL)PHOSPHITE(1795-31-9)
• EPA Substance Registry System: TRIS(TRIMETHYLSILYL)PHOSPHITE(1795-31-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 26-36
• RIDADR: 1760
• WGK Germany: 3
• F: 10-21
• TSCA: No
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 1795-31-9(Hazardous Substances Data)

Usage

Uses

Tris(trimethylsilyl) Phosphite is used in the studies of bisphosphonic acids as effective inhibitor of glutamine synthetase, a promising approach for the discovery of novel drugs against tuberculosis. It also acts as a reagent in the preparation of substituted calix[4]arenes bearing one or two α-hydroxymethylphosphonic acid fragments at upper rim of macrocycle as inhibitors of glutathione S-transferase in vitro.

InChI:InChI=1/C9H27O3PSi3/c1-14(2,3)10-13(11-15(4,5)6)12-16(7,8)9/h1-9H3

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 3663-52-3 bis(trimethylsilyl) phosphonate 
• 996-50-9 N,N-diethyl-1,1,1-trimethylsilanamine 
• 121-45-9 phosphorous acid trimethyl ester 
• 16029-98-4 trimethylsilyl iodide 
• 2857-97-8 trimethylsilyl bromide 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 14468-90-7 N-trimethylsilyl-pyrrolidin-2-one 
• 91775-26-7 bis(trimethylsilyl) hydrogen phosphite 
• 122-52-1 triethyl phosphite 
• 63585-09-1 foscarnet 

Downstream Products

• 41898-99-1 Bis(trimethylsilyl)trifluoracetyl-phosphonat 
• 66191-00-2 bis(trimethylsilyl)(ethoxycarbonyl)phosphonate 
• 63694-11-1 C₁₆H₃₂ClO₄PSi₃ 
• 66190-98-5 C₁₄H₂₅O₅PSi₂ 
• 128911-11-5 (1S)-dimethyl <(2,3:5,6-di-O-isopropylidene-α-D-mannofuranosyl)hydroxyamino>(phenyl)methylphosphonate 
• 128911-12-6 (1R)-dimethyl-<(2,3:5,6-di-O-isopropylidene-α-D-mannofuranosyl)hydroxyamino>(phenyl)methylphosphonate 
• 128949-38-2 (1S)-pseudo-dimethyl <(2,3:5,6-di-O-isopropylidene-α-D-mannofuranosyl)hydroxyamino>-(phenyl)methylphosphonate 
• 128949-39-3 (1R)-pseudo-dimethyl <(2,3:5,6-di-O-isopropylidene-β-L-gulofuranosyl)hydroxyamino>-(phenyl)methylphosphonate 
• 42449-24-1 phenylphosphonic acid bis(trimethylsilyl) ester 
• 18852-83-0 S-Phenyl-phosphorothioat 
• 98-47-5 3-Nitrobenzenesulfonic acid 
• 10497-05-9 Tris(trimethylsilyl) phosphate 
• 40879-42-3 2-hydroxypropane-1,3-diyl bis(4-methylbenzenesulfonate) 
• 18279-83-9 methylphosphonic acid bis(trimethylsilyl) ester 

Relevant articles and documents

An Efficient Method for Synthesis of 4-(Phosphonomethyl)benzene Derivatives under Solvent-Free Conditions

A simple, efficient and general method has been developed for synthesis of 4-(phosphonomethyl)benzene derivatives through one-pot reaction of phosphoric acid, 4-substitute benzyl chlorides and hexamethyldisilazane under solvent-free conditions and the following hydrolysis in 2M NH4OH.

Synthesis method of tris (trimethylsilyl)phosphite

The invention discloses a synthesis method of tris (trimethylsilyl)phosphite, and the method comprises the following steps: dissolving phosphorous acid in an organic solvent, dropwisely adding into hexamethyldisilazane, and reacting under the action of a catalyst to obtain the tris (trimethylsilyl)phosphite, wherein the mass ratio of the phosphorous acid to the hexamethyldisilazane is (1: 2.2)- (1: 4.4), the temperature is controlled to be 20-120 DEG C in the dropwise adding process, the temperature is kept at 20-120 DEG C for reaction after dropwise adding is finished, and the catalyst is strongly acidic cation exchange resin. The method has the advantages that the raw materials are easy to obtain, the reaction conditions are mild, and the conversion rate is as high as 90% or above; and 2, direct rectification can be carried out after the reaction is finished, the post-treatment steps are simple, and the yield is high. No waste is generated in the whole synthesis process, and environmental pollution is small.

Synthetic method of di(trimethylsilyl)phosphite

A synthetic method of di(trimethylsilyl)phosphite belongs to the technical field of compound synthesis. Trimethylchlorosilane and orthophosphorous acid which are adopted as raw materials undergo a reaction to obtain the di(trimethylsilyl)phosphite. The method comprises the following steps: placing orthophosphorous acid in methanamide, introducing nitrogen, stirring the orthophosphorous acid in methanamide for 15-20 min, adding the trimethylchlorosilane, simultaneously adding benzyltriethylammonium chloride and/or tetrabutylammonium hydrogen sulfate, continuously introducing nitrogen, controlling the reaction temperature to be less than 40 DEG C, and carrying out a one-step reaction to obtain the di(trimethylsilyl)phosphite. The synthetic method has the advantages of simplicity, easiness in operation, mild and stable reaction process, and high yield and high purity of the obtained di(trimethylsilyl)phosphite.

Preparation of a novel group of hybrid compounds N-benzyl aminoboronbenzylphosphonic and N,N′-ethylenedi(aminoboronbenzylphosphonic) acids

Two groups of new boronic acids containing aminophosphonate functions were synthesized and characterized by NMR spectroscopy and ESI-MS. Both groups of compounds were obtained by simple reactions of prepared in situ tris(trimethylsilyl) phosphite with a corresponding imine. The synthesized compounds may serve as a potential new class of building blocks, BNCT agents and supramolecular host molecules.