52364-31-5

Basic information

• Product Name: Phosphonic acid, (hydroxymethyl)-, diphenyl ester
• CAS NO: 52364-31-5
• Molecular Formula: C13H13O4P
• Molecular Weight: 264.218
• Mol File: 52364-31-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Phosphonic acid, (hydroxymethyl)-, diphenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphonic acid, (hydroxymethyl)-, diphenyl ester(52364-31-5)
• EPA Substance Registry System: Phosphonic acid, (hydroxymethyl)-, diphenyl ester(52364-31-5)

Safety Data

• Hazardous Substances Data: 52364-31-5(Hazardous Substances Data)

Usage

General Description

Phosphonic acid, (hydroxymethyl)-, diphenyl ester is a chemical compound with the molecular formula C13H19O4P. It is commonly used as a flame retardant in various materials, including plastics and textiles. Phosphonic acid, (hydroxymethyl)-, diphenyl ester works by releasing chemicals that inhibit the combustion process, preventing the spread of fire. It is also used as a catalyst in organic synthesis and as a stabilizer for polymers. Additionally, it has potential applications in the agricultural industry as a herbicide and pesticide. However, it is important to handle this chemical with care, as it may have harmful effects on human health and the environment.

Upstream product

• 102-10-3 diphenyl phosphite 
• 80141-24-8 Phosphorigsaeure-diphenyl-trimethylsilylester 
• 4712-55-4 diphenyl hydrogen phosphite 
• 50-00-0 formaldehyd 
• 3577-87-5 diphenyl methyl phosphite 

Downstream Products

• 115989-09-8 dibenzyl trifluoromethane sulfonic hydroxymethyl phosphonate 
• 1234080-98-8 diphenyl [5-(R)-(6-methoxypurin-9-yl)-4-(R)-fluoro-3-(R)-iodo-tetrahydrofuran-2(R)-yloxymethyl]phosphonic acid 

Relevant articles and documents

Synthesis of Rovafovir Etalafenamide (Part III): Evolution of the Synthetic Process to the Phosphonamidate Fragment

Phosphonamidate 1 is a key fragment in the assembly of rovafovir etalafenamide, a novel nucleotide reverse transcriptase inhibitor under development at Gilead Sciences for the treatment of HIV infection. An early manufacturing route, relying on simulated moving bed (SMB) chromatography for the separation of phosphorus diastereomers, was executed on scale to produce multiple batches of 1. However, developing alternative synthetic conditions became desirable in consideration of the high production cost, long lead time, and high process mass intensity (PMI) associated with SMB. Several strategies to improve these factors are described herein, including epimerization and recycling of the undesired (R)-phosphorus diastereomer, design of stereoselective approaches to establish the desired (S)-configuration at phosphorus, and identification of conditions or derivatives to allow for selective crystallization. Ultimately, a second-generation route to 1 was developed and demonstrated on scale. The new route achieves the separation of phosphorus diastereomers by means of selective crystallization, does not require SMB, and offers lower PMI, cost, and lead time.

Phosphorus-containing phenolic, thiophenolic or aminophenyl flame-retardant hardener, and epoxy resins cured thereby

A hardener for an epoxy resin comprises a phenolic, thiophenolic, aminophenyl, tris-phenolic, tris-thiophenolic, tris-aminophenyl, tetrakis-phenolic, tetrakis-thiophenolic, or tetrakis-aminophenyl compounds; or phenol-formaldehyde or phenol-formaldehyde/melamine-formaldehyde resins wherein the phenyl rings are substituted with at least one of the structures wherein R1and R2independently are H, C1-C18alkyl, C6-C18aryl, C6-C18substituted aryl, C6-C18aryl methylene, or C6-C18substituted aryl methylene; X is O, S or NH and Ar is wherein R is C1-C4alkyl and n=0-5.