128732-39-8

Basic information

• Product Name: p-(trifluoromethyl)benzyl diethyl phosphate
• Synonyms: p-(trifluoromethyl)benzyl diethyl phosphate
• CAS NO: 128732-39-8
• Molecular Weight: 312.226
• Mol File: 128732-39-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: p-(trifluoromethyl)benzyl diethyl phosphate(CAS DataBase Reference)
• NIST Chemistry Reference: p-(trifluoromethyl)benzyl diethyl phosphate(128732-39-8)
• EPA Substance Registry System: p-(trifluoromethyl)benzyl diethyl phosphate(128732-39-8)

Safety Data

• Hazardous Substances Data: 128732-39-8(Hazardous Substances Data)

Upstream product

• 455-19-6 4-Trifluoromethylbenzaldehyde 
• 762-04-9 phosphonic acid diethyl ester 
• 349-95-1 4-(trifluoromethyl)benzylic alcohol 
• 814-49-3 diethyl chlorophosphate 

Downstream Products

• 6057-79-0 (S)-(-)-t-butyl(phenyl)phosphine oxide 
• 82945-11-7 (R_p)-t-butyl(phenyl)phosphine oxide 
• 34239-04-8 1-benzyl-4-(trifluoromethyl)benzene 
• 72390-16-0 p-(Trifluoromethyl)benzyl tert-butyl ether 
• 42134-71-4 1,2-bis(4-(trifluoromethyl)phenyl)ethane 

Relevant articles and documents

Pd-Catalyzed Coupling of N-Tosylhydrazones with Benzylic Phosphates: Toward the Synthesis of Di- or Tri-Substituted Alkenes

This study shows that various di- and tri-substituted alkenes with high chemoselectivity were obtained in good to high yields by coupling N-tosylhydrazones (NTHs) with benzylic phosphates as electrophilic partners. The obtained new catalytic system consis

Synthesis of diarylmethanes through palladium-catalyzed coupling of benzylic phosphates with arylsilanes

An efficient approach to the benzylation of arenes has been developed. The reactions described provide straightforward access to diarylmethanes through Pd-catalyzed coupling of benzylic phosphates with arylsilanes in good to excellent yields. The reaction tolerates a wide range of functionalities such as halide, alkoxyl, and nitro groups.

Photochemistry of phosphate esters: An efficient method for the generation of electrophiles

The photochemical cleavage of benzyl diethyl phosphates, 1a-g, has been examined in tert-butyl alcohol, which produces the corresponding benzyl tert-butyl ether as the major solvolysis product upon direct irradiation. The multiplicity of the reactive excited state has been established as the singlet state. Evidence favoring an intermediate benzyl cation-phosphate ion pair formed from photofragmentation includes oxygen-18 scrambling, racemization of chiral benzyl phosphates, and substituent effects on the rate of reaction. The existence of an electrophilic intermediate is further supported by a linear free energy relationship for the rate of disappearance of 1, kdis, with Hammett σ, which gave a ρ value of -0.90 and for the rate of appearance of 2, kapp, a Hammett ρ value of -0.97. Possible mechanisms including an electron transfer either before or after homolysis or simple heterolysis of the ester bond are evaluated.