4009-39-6

Usage

Uses

Used in Flame Retardant Industry:
Methyl phenyl hydrogen phosphate is utilized as a flame retardant to enhance the fire resistance of various materials. Its chemical properties contribute to reducing the flammability of products, making it a valuable component in industries where fire safety is a priority.
Used as a Plasticizer:
In the plastics industry, methyl phenyl hydrogen phosphate serves as a plasticizer, imparting flexibility and workability to plastics. This application is crucial for the manufacturing of products that require a balance of flexibility and durability.
Used in Organic Synthesis:
Methyl phenyl hydrogen phosphate acts as a solvent or reagent in organic synthesis, facilitating various chemical reactions. Its role in this context is essential for the production of a range of organic intermediates, which are precursors to many other chemical compounds.
Used in Agricultural Chemicals Production:
methyl phenyl hydrogen phosphate is also employed in the production of agricultural chemicals, where it contributes to the development of products designed to enhance crop protection and yield.
Used in Pharmaceutical Industry:
Methyl phenyl hydrogen phosphate finds application in the pharmaceutical sector, where it is used in the synthesis of various drugs. Its versatility in chemical reactions makes it a valuable component in the development of new medicinal compounds.

Upstream product

• 10113-28-7 dimethyl phenyl phosphate 
• 770-12-7 O-phenyl phosphorodichloridate 
• 67-56-1 methanol 
• 701-64-4 phosphoric acid monophenyl ester 
• 41255-51-0 Phosphorsaeure-(8-chinolyl)-phenylester 
• 4281-48-5 2-hydroxypropyl phenyl phosphate 
• 846-02-6 methyl phenyl 4-nitrophenyl phosphate 
• 6719-79-5 methyl phenyl phosphorochloridate 
• 108-95-2 phenol 
• 918660-72-7 4-acetylphenyl methyl phenyl phosphate 
• 32599-82-9 diammonium salt of phenyl phosphatosulfate 
• 97598-57-7 Imidazol-1-yl-phosphonic acid monophenyl ester; compound with cyclohexylamine 

Downstream Products

• 1432474-88-8 (E)-ethyl 3-(2-((dimethoxyphosphoryl)oxy)phenyl)acrylate 
• 813-78-5 dimethylphosphoric acid 
• 108-95-2 phenol 

Relevant academic research and scientific papers

Palladium-catalyzed ortho-alkenylation of aryl hydrogen phosphates using a new mono-phosphoric acid directing group

A highly efficient Pd-catalyzed ortho-alkenylation is reported using a mono-phosphoric acid-directing group for the first time. This phosphoric acid-directing group is successfully utilized for the synthesis of various alkenylated products and offers a new approach to transition-metal-catalyzed C-H activation. The Royal Society of Chemistry 2013.

Pd(II)-catalyzed ortho-arylation of aryl phosphates and aryl hydrogen phosphates with diaryliodonium triflates

Functionalized biaryl compounds were successfully synthesized using phosphates as the ortho-directing group in the Pd(II)/Pd(IV) catalytic cycle.

Resolution of chiral phosphate, phosphonate, and phosphinate esters by an enantioselective enzyme library

An array of 16 enantiomeric pairs of chiral phosphate, phosphonate, and phosphinate esters was used to establish the breadth of the stereoselective discrimination inherent within the bacterial phosphotriesterase and 15 mutant enzymes. For each substrate,

Substrate and stereochemical specificity of the organophosphorus acid anhydrolase from Alteromonas sp. JD6.5 toward p-nitrophenyl phosphotriesters

The enzyme OPAA hydrolyzes p-nitrophenyl phosphotriesters bearing substituents at the phosphorus center ranging in size from methyl to phenyl. The enzyme exhibits stereoselectivity toward the hydrolysis of chiral substrates with a preference for the S(P)

ZrIV-tetraphenylporphyrinates as nuclease mimics: structural, kinetic and mechanistic studies on phosphate diester transesterification.

The Zr(IV)-tetraphenylpor-phyrinates Zr(TPP)(X,X'), (X,X' = -OAc, -OMe, Cl ) 4-6, 8 were prepared and their complexing properties as well as catalytic properties towards solvolysis of the phosphate diesters hpp (2), dmp (3) and pmp (16) characterised. The diesters 2 and 16, representing model phosphates for RNA and DNA, were substrates for the catalyst Zr(TPP)Cl2 (4), and rate accelerations over background by 6-9 orders of magnitude were measured. These accelerations are comparable to those of dinuclear transition metal catalysts and lanthanide ions. Catalytic turnover was observed. Kinetic studies revealed that the catalytically active species of 4 in the solvolysis of 2 and 16 in methanol-containing solvents are dinuclear complexes containing either one or two phosphate esters depending upon the phosphate concentration. Besides the usual solvolysis pathway of the RNA model hpp (2), which proceeds via the cyclophosphate 20, a second, unusual pathway via direct substitution of the hydroxypropyl substituent was found. X-ray analysis of the Zr(TPP)(dmp) complex 19 revealed a dinuclear structure with two bridging dmp ligands and one monomethyl phosphate unit. In 19 one of the two dmp residues occurs in a very unusual high energy ac,ap conformation. Based on this structure and on the kinetic data, mechanistic models for the two solvolysis reaction pathways were developed. From an extensive CSD search on phosphodiester structures no correlation between P-O ester bond lengths and diester conformations could be found. However, P-O ester bonds decrease in length with increasing formal charge of the complexing metal ions. This underlines the higher importance of electrostatic activation relative to stereoelectronic effects in phosphodiester hydrolysis.

Mg2+-Promoted P-O vs. S-O Bond Cleavage in the Alcoholyses of Phenyl Phosphatosulfate

In order to obtain insight into the selectivity of Mg2+ at the site of bond cleavage of P-O and S-O of the P-O-S linkage, metal ion-promoted alcoholyses of phenyl phosphatosulfate were studied.Mg2+ quantitatively promoted P-O bond cleavage in the methanolysis, but mixed cleavage of the P-O bond, which occurred partly due to hydrolysis by trace water and the S-O bond in the reaction of ethanol, 1- or 2-propanol.The ratio of the S-O bond cleavage against the mixed cleavage increased in a order EtOH (11.5percent) 2+ and Zn2+ promoted selective P-O and S-O bond cleavage, respectively, in the reaction of 2-propanol as well as methanolysis.The medium-dependent change in the selectivity of Mg2+ at the site of bond cleavage was discussed.