66667-06-9

Basic information

• Product Name: Phosphinic acid, diphenyl-, 4-formylphenyl ester
• CAS NO: 66667-06-9
• Molecular Formula: C19H15O3P
• Molecular Weight: 322.3
• Mol File: 66667-06-9.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Phosphinic acid, diphenyl-, 4-formylphenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphinic acid, diphenyl-, 4-formylphenyl ester(66667-06-9)
• EPA Substance Registry System: Phosphinic acid, diphenyl-, 4-formylphenyl ester(66667-06-9)

Safety Data

• Hazardous Substances Data: 66667-06-9(Hazardous Substances Data)

Upstream product

• 10259-20-8 4-nitrophenyl diphenylphosphinate 
• 18938-17-5 4-formylphenoxide ion 
• 123-08-0 4-hydroxy-benzaldehyde 
• 1499-21-4 Diphenylphosphinic chloride 
• 4559-70-0 Diphenylphosphine oxide 

Downstream Products

• 6230-68-8 diphenyl(piperidin-1-yl)phosphine oxide 
• 18938-17-5 4-formylphenoxide ion 
• 21713-55-3 O-4-chlorophenyl diphenylphosphinate 
• 1707-03-5 diphenyl-phosphinic acid 
• 1733-55-7 ethyl diphenylphosphinate 
• 58765-11-0 4-hydroxybenzaldehyde potassium salt 

Relevant articles and documents

A scalable electrochemical dehydrogenative cross-coupling of P(O)H compounds with RSH/ROH

A practical, scalable electrochemical dehydrogenative cross-coupling of P(O)H compounds with thiols, phenols and alcohols in both an undivided cell and a continuous-flow setup is disclosed. Its broad substrate scope (>50 examples), good functional-group tolerance and scalability (>10 g) show potential for practical synthesis. A preliminary mechanistic study suggests that the phosphorus radicals are involved in the catalytic cycle.

The α-effect in nucleophilic substitution reactions of Y-substituted-phenyl diphenylphosphinates with HOO- and OH -

Second-order rate constants (kHOO-) for the nucleophilic substitution reactions of Y-substituted-phenyl diphenylphosphinates (4a-4i) with HOO- in H2O have been measured spectrophotometrically. The a-nucleophile

Aminolysis of Y-substituted phenyl diphenylphosphinates and benzoates: Effect of modification of electrophilic center from C=O to P=O

(Chemical Equation Presented) The effect of modification of the electrophilic center from C=O to P=O on reactivity and reaction mechanism has been investigated for aminolysis of Y-substituted phenyl diphenylphosphinates (1a-j) and benzoates (2a-i). The phosphinates 1a-j are less reactive than the benzoates 2a-i. The reactions of 2,4-dinitrophenyl diphenylphosphinate (1a) with alicyclic secondary amines resulted in a linear Bronsted-type plot with a βnuc value of 0.38, while the corresponding reactions of 2,4-dinitrophenyl benzoate (2a) yielded a curved Bronsted-type plot. Similarly, a linear Bronsted-type plot with a β1g value of -0.66 was obtained for the reactions of 1a-j with piperidine, while the corresponding reactions of 2a-i gave a curved Bronsted-type plot. The linear Bronsted-type plots for the reactions of 1a-j have been taken as evidence for a concerted mechanism, while the curved Bronsted-type plots for the reactions of 2a-i have been suggested to indicate a change in the rate-determining step of a stepwise mechanism. The Hammett plot for the reactions of 1b-j exhibited a poor correlation with σ- constants (R2 = 0.962) but slightly better correlation with σo (R2 = 0.986). However, the Yukawa-Tsuno plot for the same reactions resulted in an excellent correlation (R2 = 0.9993) with an r value of 0.30. The aminolysis of 1a-j has been suggested to proceed through a concerted mechanism with an early transition state on the basis of the small βnuc and small r values.