10419-87-1

Basic information

• Product Name: diphenyl benzylphosphonate
• CAS NO: 10419-87-1
• Molecular Formula: C₁₉H₁₇O₃P
• Molecular Weight: 324.3102
• Mol File: 10419-87-1.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 454.3°C at 760 mmHg
• Flash Point: 241.8°C
• Density: 1.216g/cm³
• Vapor Pressure: 5.19E-08mmHg at 25°C
• Refractive Index: 1.594
• CAS DataBase Reference: diphenyl benzylphosphonate(CAS DataBase Reference)
• NIST Chemistry Reference: diphenyl benzylphosphonate(10419-87-1)
• EPA Substance Registry System: diphenyl benzylphosphonate(10419-87-1)

Safety Data

• Hazardous Substances Data: 10419-87-1(Hazardous Substances Data)

Upstream product

• 56-23-5 tetrachloromethane 
• 80654-02-0 phosphorous acid benzyl ester-diphenyl ester 
• 101-02-0 triphenyl phosphite 
• 100-39-0 benzyl bromide 
• 1666-17-7 benzaldehyde p-toluenesulfonylhydrazone 
• 4712-55-4 diphenyl hydrogen phosphite 
• 100-51-6 benzyl alcohol 
• 100-44-7 benzyl chloride 
• 620-05-3 iodomethylbenzene 
• 80733-03-5 dineopentyl phenyl phosphite 

Downstream Products

• 55137-99-0 benzylphosphonofluoridic acid 
• 91-57-6 2-Methylnaphthalene 
• 128587-62-2 3-styryl-furan 

Relevant articles and documents

Direct18F-Labeling of Biomolecules via Spontaneous Site-Specific Nucleophilic Substitution by F-on Phosphonate Prostheses

We describe a high radiochemical yield late-stage direct 18F-labeling of bare biomolecules containing common active groups. Spontaneity and site-selectivity are attributed to the remarkably higher rates of nucleophilic substitution reactions on phosphonates than on other electrophiles by F- at various hydrogen bond forms. Rapid access to many medicinally significant 18F-labeled biomolecules is achieved at 21-68% radiochemical yields and 35.9-55.1 GBq μmol-1 molar activities both manually or automatically.

Alcohol-based Michaelis-Arbuzov reaction: An efficient and environmentally-benign method for C-P(O) bond formation

The famous Michaelis-Arbuzov reaction is extensively used both in the laboratory and industry to manufacture tons of widely-used organophosphoryl compounds every year. However, this method and the modified Michaelis-Arbuzov reactions developed recently still have some limitations. We now report a new alcohol-version of the Michaelis-Arbuzov reaction that can provide an efficient and environmentally-benign method to address the problems of the known Michaelis-Arbuzov reactions. That is, a wide range of alcohols can readily react with phosphites, phosphonites, and phosphinites to give all the three kinds of phosphoryl compounds (phosphonates, phosphinates, and phosphine oxides) using an n-Bu4NI-catalyzed efficient C-P(O) bond formation reaction. This general method can also be easily scaled up and used for further synthetic transformations in one pot.

DBU-promoted alkylation of alkyl phosphinates and H-phosphonates

The alkylation of alkyl phosphinates and some H-phosphonate diesters is promoted by the base DBU. Only more reactive alkyl halides react in preparatively useful yields. However, the method provides easy access to important H-phosphinate building blocks, without the need for a protecting group strategy or metal catalysts. The reaction is conveniently conducted at, or below, room temperature. The preparation of methyl-H-phosphinate esters is particularly interesting as it avoids the heretofore more common use of methyldichlorophosphine MePCl2.