78-31-9

Basic information

• Product Name: p-Cresyl diphenyl phosphate.
• Synonyms: p-Cresyl diphenyl phosphate.;Phosphoric acid 4-methylphenyldiphenyl ester;Phosphoric acid diphenyl 4-methylphenyl ester;Phosphoric acid diphenyl p-tolyl ester;Phosphoric acid diphenyl(4-methylphenyl) ester;Phosphoric acid p-tolyldiphenyl ester;(4-methylphenyl) diphenyl phosphate
• CAS NO: 78-31-9
• Molecular Formula: C₁₉H₁₇O₄P
• Molecular Weight: 340.31
• EINECS: 201-104-0
• Mol File: 78-31-9.mol
• Article Data: 7

Chemical Properties

• Melting Point: -39.9°C
• Boiling Point: 404.7°C at 760 mmHg
• Flash Point: 212.1°C
• Appearance: /liquid
• Density: 1.2080
• Vapor Pressure: 2.16E-06mmHg at 25°C
• Refractive Index: 1.589
• CAS DataBase Reference: p-Cresyl diphenyl phosphate.(CAS DataBase Reference)
• NIST Chemistry Reference: p-Cresyl diphenyl phosphate.(78-31-9)
• EPA Substance Registry System: p-Cresyl diphenyl phosphate.(78-31-9)

Safety Data

• Hazardous Substances Data: 78-31-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C19H17O4P/c1-16-12-14-19(15-13-16)23-24(20,21-17-8-4-2-5-9-17)22-18-10-6-3-7-11-18/h2-15H,1H3

Upstream product

• 22113-51-5 p-cresolate 
• 127414-67-9 Phosphoric acid 2,4-dinitro-phenyl ester diphenyl ester 
• 108-95-2 phenol 
• 2524-64-3 chlorophosphoric acid diphenyl ester 
• 106-44-5 p-cresol 
• 26386-88-9 diphenyl phosphoryl azide 
• 838-85-7 diphenyl hydrogen phosphate 
• 120976-84-3 phenyl(p-tolyl)iodonium trifluoromethanesulfonate 
• 101-02-0 triphenyl phosphite 

Downstream Products

• 644-08-6 4-Methylbiphenyl 

Relevant articles and documents

Zinc-catalyzed transformation of diarylphosphoryl azides to diarylphosphate esters and amides

We have developed a facile and efficient procedure for the synthesis of diarylphosphate esters and amides. Using Zn(acac)2 as the catalyst, the reaction of diarylphosphoryl azides with aliphatic alcohols and phenols through an unusual P?N bond cleavage provided a number of diarylphosphate esters in good yields (22 examples, up to 94%). Additionally, various diarylphosphate amides were obtained from the corresponding amines in excellent yields as well (8 examples, up to 96%).

Direct aerobic oxidative esterification and arylation of P(O)-OH compounds with alcohols and diaryliodonium triflates

Copper-catalyzed aerobic oxidative esterification of P(O)-OH compounds is achieved using alcohols as efficient esterification reagents, giving the expected products with good to moderate yields. Furthermore, it is shown that the arylation of P(O)-OH compounds proceeds efficiently to produce the corresponding products via the treatment of diaryliodonium triflates under mild reaction conditions. It is a simple way to produce a broad spectrum of functionalized phosphinates, phosphonates, and phosphates from basic starting materials with good to excellent yields. The protocol is convenient for practical application. A plausible mechanism has been proposed for the reaction.

A simple and effective method for phosphoryl transfer using TiCl4 catalysis

(graph presented) A number of Lewis acids have been evaluated as catalysts for the phosphoryl transfer, the most efficient being TiCl4. Application of this methodology to the phosphorylation of a number of representative target alcohols is presented.