2979-54-6

Basic information

• Product Name: phenyl hippurate
• Synonyms: phenyl hippurate
• CAS NO: 2979-54-6
• Molecular Formula: C₁₅H₁₃NO₃
• Molecular Weight: 0
• Mol File: 2979-54-6.mol

Chemical Properties

• Boiling Point: 482.2°Cat760mmHg
• Flash Point: 245.4°C
• Appearance: /
• Density: 1.205g/cm³
• Vapor Pressure: 1.87E-09mmHg at 25°C
• Refractive Index: 1.583
• CAS DataBase Reference: phenyl hippurate(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl hippurate(2979-54-6)
• EPA Substance Registry System: phenyl hippurate(2979-54-6)

Safety Data

• Hazardous Substances Data: 2979-54-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H13NO3/c17-14(19-13-9-5-2-6-10-13)11-16-15(18)12-7-3-1-4-8-12/h1-10H,11H2,(H,16,18)

Upstream product

• 2979-64-8 hippuroylmercapto-acetic acid 
• 108-95-2 phenol 
• 495-69-2 Hippuric Acid 
• 10025-87-3 trichlorophosphate 
• 53587-10-3 hippuryl chloride 
• 1199-01-5 2-phenylazlactone 
• 101-02-0 triphenyl phosphite 

Downstream Products

• 24639-11-0 benzoylglycyl-L-alanine 
• 1145-32-0 N-(N'-benzoyl-2-aminoethanoyl)-2-aminoethanoic acid 
• 744-59-2 N-benzoylglycyl-L-phenylalanine 
• 95767-06-9 N-hippuroyl-L-serine 
• 495-69-2 Hippuric Acid 
• 1235502-45-0 C₁₂H₁₄N₂O₄S 
• 1003863-63-5 hippuric acid 2-phenylethyl ester 
• 1199-01-5 2-phenylazlactone 
• 108-95-2 phenol 

Relevant articles and documents

N-benzoylaminoacetic esters as antioxidant and antiwear additives

A number of N-benzoylaminoacetic esters were synthesized. The obtained compounds were shown to exhibit high antioxidizing and antiwear properties in synthetic ester oil; they are superior to the common inhibitor phenyl-α-naphthylamine in their performance and are comparable with tricresyl phosphate in the antiwear effect.

Rate and Equilibrium Studies of the Reaction of Oxyanions with 2-Phenyloxazol-5(4H)-one

Equilibrium constants for the reaction of phenoxide ions with 2-phenyloxazol-5(4H)-one at 25 deg C and 1M ionic strength obey a Broensted relationship (log kOH/kArO = log K' = -173pKArOH - 15.81) and are not subject to steric effects from ortho-substituents.Both forward and reverse rate parameters exhibit steric effects, and the Broensted equations for meta- and para-substituted species are log kOH = -0.81 pKArOH + 9.75, and log kArO = 0.95pKArOH - 6.40.There is no break in the Broensted line in the region of pKArOH 5-11, consistent with a single transition-state.An upward deviation exists for oxyanions with low basicity (pKXOH 5); one of these oxyanions, betaine, has a solvent deuterium oxide isotope effect for its reaction with the oxazolone greater than 2, consistent with a general base mechanism for attack for these species.The results for nucleophilic attack of phenolate anions are in agreement with a concerted displacement at the carbonyl group.

The Mechanism of Hydrolysis and Ethylaminolysis of N-Benzoylglycine and N-Benzoylsarcosine Esters

The hydrolysis and ethylaminolysis of N-benzoylglycine and N-benzoylsarcosine esters have been studied for a range of leaving hydroxy-functions with pKa from 5.45 to 15.5.Ethylaminolysis of N-benzoylglycinate esters involves kinetic terms in E

Structure-Reactivity Studies on the Equilibrium Reaction between Phenolate Ions and 2-Aryloxazolin-5-ones: Data Consistent with a Concerted Acyl-Group-Transfer Mechanism

The rate and equilibrium constants for the reaction between phenolate anions and 2-aryloxazolin-5-ones have been measured as a function of the structures Ar and Ar'.The change in "effective" charge on both phenol-leaving oxygen and endocyclic oxygen from ground to transition state, as determined from the relevant Broensted parameters, is substantial and essentially additive consistent with a concerted displacement mechanism.The stepwise mechanism requires a small change in effective charge on the phenol oxygen because departure of phenolate ion from the tetrahedral intermediate cannot be rate limiting.Hydroxide ion attack on the C-5 atom of the oxazolinone to yield a benzoylglycine has a Hammett ?- dependence which can only arise from a concerted displacement; the rate-limiting step for the stepwise mechanism is the addition of hydroxide and the transition state of the rate-limiting step will therefore not involve much endocyclic C-O bond fission.An inverse deuterium oxide solvent isotope effect indicates that the observed general-acid catalysis has a specific-acid/nucleophilic mechanism; both hydroxide and oxonium ion catalysis are demonstrated by using 18O-labeling experiments to involve nucleophilic attack at the carbonyl (C-5) center.The equilibrium constant for reaction of azide ion with 2-phenyloxazolin-5-ones has been measured; it is suggested that the absence of racemization during azide coupling in peptide synthesis is related to the very unfavorable equilibrium constant for oxazolinone formation compared with that of activated oxygen esters.