64897-42-3

Basic information

• Product Name: Carbonic acid, 2,4-dinitrophenyl phenyl ester
• CAS NO: 64897-42-3
• Molecular Formula: C13H8N2O7
• Molecular Weight: 304.216
• Mol File: 64897-42-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Carbonic acid, 2,4-dinitrophenyl phenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbonic acid, 2,4-dinitrophenyl phenyl ester(64897-42-3)
• EPA Substance Registry System: Carbonic acid, 2,4-dinitrophenyl phenyl ester(64897-42-3)

Safety Data

• Hazardous Substances Data: 64897-42-3(Hazardous Substances Data)

Upstream product

• 51-28-5 2,4-Dinitrophenol 
• 1885-14-9 phenyl chloroformate 

Downstream Products

• 102-09-0 bis(phenyl) carbonate 
• 51-28-5 2,4-Dinitrophenol 
• 20350-26-9 2,4-dinitrophenolate 
• 6465-00-5 (4-Amino-phenyl)-carbamic acid phenyl ester 
• 622-46-8 carbamic acid phenyl ester 
• 4930-03-4 phenyl N-phenylcarbamate 
• 20950-96-3 (4-methoxyphenyl)carbamic acid phenyl ester 
• 33275-26-2 N-(4-methylphenyl)-O-phenyl carbamate 
• 50699-51-9 O-phenyl N-(3-methoxyphenyl)carbamate 
• 405905-06-8 phenyl (3-acetylphenyl)carbamate 

Relevant articles and documents

Nucleophilic substitution reactions of phenyl y-substituted-phenyl carbonates with butane-2,3-dione monoximate and 4-chlorophenoxide: Origin of the α-effect

Second-order rate constants have been measured spectrophotometrically for the reactions of phenyl Ysubstituted- phenyl carbonates 7a-g with butane-2,3-dione monoximate (Ox-) in 80 mol % H2O/20 mol % DMSO at 25.0 ± 0.1 °C. The α-nucleophile Ox- is 53-95 times more reactive than the corresponding normalnucleophile 4-ClPhO- toward 7a-g, indicating that the α-effect is operative. The magnitude of the α-effect (e.g., the kOx/k4-ClPhO ratio) is independent of the electronic nature of the substituent Y. The cause of the α- effect for the reactions of 7a-g has been suggested to be ground-state (GS) effect rather than transition-state (TS) stabilization through a six-membered cyclic TS, in which Ox- behaves a general acid/base catalyst. This idea is further supported by the result that OH- exhibits negative deviation from the linear Bronsted-type plot composed of a series of aryloxides, while Ox- deviates positively from the linearity. Differential solvation of the GS of Ox- and 4-ClPhO- has been suggested to be responsible for the α-effect exerted by Ox-.