4218-62-6

Basic information

• Product Name: Phosphoric acid, diphenyl phenylmethyl ester
• CAS NO: 4218-62-6
• Molecular Formula: C19H17O4P
• Molecular Weight: 340.315
• Mol File: 4218-62-6.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: Phosphoric acid, diphenyl phenylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphoric acid, diphenyl phenylmethyl ester(4218-62-6)
• EPA Substance Registry System: Phosphoric acid, diphenyl phenylmethyl ester(4218-62-6)

Safety Data

• Hazardous Substances Data: 4218-62-6(Hazardous Substances Data)

Upstream product

• 838-85-7 diphenyl hydrogen phosphate 
• 100-51-6 benzyl alcohol 
• 100-39-0 benzyl bromide 
• 5382-00-3 Diphenyl phosphorochloridite 
• 2524-64-3 chlorophosphoric acid diphenyl ester 
• 4712-55-4 diphenyl hydrogen phosphite 
• 681035-22-3 (2-oxo-5,5-diphenyl-oxazolidin-3-yl)-phosphonic acid diphenyl ester 
• 22350-95-4 silver(I) diphenylphosphonate 
• 40840-27-5 phosphorous acid diphenyl ester 2,2,2-trichloro-1-propoxy-ethyl ester 

Downstream Products

• 55686-06-1 (R)-4-benzyl-4-methyl-2-phenyl-1,3-oxazol-5(4H)-one 
• 55686-06-1 (S)-4-benzyl-4-methyl-2-phenyl-1,3-oxazol-5(4H)-one 
• 1369423-42-6 (R)-4-(4-fluorobenzyl)-4-methyl-2-phenyloxazol-5(4H)-one 
• 1369423-41-5 (S)-4-benzyl-4-(2-(methylthio)ethyl)-2-phenyloxazol-5(4H)-one 
• 91-01-0 1,1-Diphenylmethanol 
• 5773-56-8 1,2-Diphenylethanol 
• 22089-60-7 benzyl prenyl ether 
• 838-85-7 diphenyl hydrogen phosphate 
• 101-53-1 p-benzylphenol 
• 946-80-5 (benzyloxy)benzene 
• 28994-41-4 o-Benzylphenol 

Relevant articles and documents

Organocatalytic phosphorylation of alcohols using pyridine- N -oxide

Phosphorylation of alcohols by phosphoryl chlorides catalysed by pyridine-N-oxide is reported. The utility of this method is demonstrated through phosphorylation of primary, secondary and a tertiary alcohol as well as phenols under mild reaction conditions and with low catalyst loading (5 mol%).

Reactive intermediates in the H-phosphonate synthesis of oligonucleotides

The formation of H-phosphonate diesters is an important step in the synthesis of oligonucleotides. Using diphenylchlorophosphate as the activator for the coupling step is often accompanied by side reactions as a result of self 'capping' and other reactions of the reactive intermediate. In the absence of base, the activation of ethyl H-phosphonate with diphenylchlorophosphate probably occurs through the intermediate formation of bis diethyl pyro-di-H-phosphonate rather than the expected diphenyl ethyl pyro-H-phosphonate. Pyridine acts as a nucleophilic catalyst converting diphenylchlorophosphate to its pyridinium adduct. Several side and unwanted reactions are quantified so that conditions to minimise these can be identified.

Substitution- and elimination-free phosphorylation of functionalized alcohols catalyzed by oxidomolybdenum tetrachloride

Among 14 oxidometallic species examined for catalytic phosphorylation of the tested alcohols, oxidomolybdenum tetrachloride (MoOCl4) was found to be the most efficient with a negligible background reaction mediated by triethylamine (Et3N). The new catalytic protocol can be applied to the chemoselective phosphorylations of primary, secondary and tertiary alcohols as well as the substitution-free phosphorylations of allylic, propargylic, and benzylic alcohols. Functionalized alcohols bearing acetonide, tetrahydropyranyl ether, tert-butyldimethylsilyl ether, or ester group are also amenable to the new catalytic protocol. The most difficult scenarios involve substitution-free phosphorylations of 1-phenylethanol and 1-(2-naphthyl)ethanol which can be effected in 95 and 90% yields, respectively. ESI-MS, IR, 1H, and 31P NMR spectroscopic analyses of the reaction progress suggest the intermediacy of an alkoxyoxidomolybdenum trichloride-triethylamine adduct such as [(RO)Mo(O)Cl3-Et3N] to be responsible for the catalytic turnover.