22433-83-6

Basic information

• Product Name: Phosphoric acid, 1,1-dimethylethyl diphenyl ester
• Synonyms: Diphenyl-t-butylphosphat;Phosphoric acid,1,1-dimethylethyl diphenyl ester
• CAS NO: 22433-83-6
• Molecular Formula: C16H19O4P
• Molecular Weight: 306.298
• Mol File: 22433-83-6.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Phosphoric acid, 1,1-dimethylethyl diphenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphoric acid, 1,1-dimethylethyl diphenyl ester(22433-83-6)
• EPA Substance Registry System: Phosphoric acid, 1,1-dimethylethyl diphenyl ester(22433-83-6)

Safety Data

• Hazardous Substances Data: 22433-83-6(Hazardous Substances Data)

Upstream product

• 72305-35-2 diphenyl (4,6-dimethyl-2-pyrimidyl) phosphate 
• 75-65-0 tert-butyl alcohol 
• 681035-22-3 (2-oxo-5,5-diphenyl-oxazolidin-3-yl)-phosphonic acid diphenyl ester 
• 2524-64-3 chlorophosphoric acid diphenyl ester 
• 449813-82-5 3-(diphenylphosphono)-2-(N-cyanoimino)thiazolidine 

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%).

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.

N-Phosphoryl oxazolidinones as effective phosphorylating agents

A number of N-phosphoryl oxazolidinones have been prepared and evaluated, the best being 5,5-diphenyl oxazolidinones, the utility of which was demonstrated in the phosphorylation of a number of representative primary, secondary, tertiary, and phenolic alcohols.