138835-54-8

Basic information

• Product Name: Carbonic acid, methyl 2,4,6-trinitrophenyl ester
• CAS NO: 138835-54-8
• Molecular Formula: C8H5N3O9
• Molecular Weight: 287.142
• Mol File: 138835-54-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Carbonic acid, methyl 2,4,6-trinitrophenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbonic acid, methyl 2,4,6-trinitrophenyl ester(138835-54-8)
• EPA Substance Registry System: Carbonic acid, methyl 2,4,6-trinitrophenyl ester(138835-54-8)

Safety Data

• Hazardous Substances Data: 138835-54-8(Hazardous Substances Data)

Upstream product

• 88-89-1 2,4,6-Trinitrophenol 
• 79-22-1 methyl chloroformate 

Downstream Products

• 14798-26-6 picrate anion 
• 65448-74-0 (3-cyano-phenyl)-carbamic acid methyl ester 
• 2603-10-3 N-phenyl methyl carbamate 
• 14803-72-6 methyl N-(4-methoxyphenyl)carbamate 
• 60677-43-2 methyl N-(4-acetylphenyl)carbamate 
• 5602-96-0 methyl p-tolylcarbamate 
• 51422-77-6 (3-methoxyphenyl)carbamic acid methyl ester 
• 87743-55-3 methyl (3-acetylphenyl)carbamate 
• 88-89-1 2,4,6-Trinitrophenol 
• 13509-27-8 methyl phenyl carbonate 
• 573-83-1 potassium picrate 
• 17175-18-7 methyl 4-cyanophenyl carbonate 
• 36919-03-6 methyl pentafluorophenyl carbonate 
• 1847-96-7 methyl 3-chlorophenyl carbonate 

Relevant articles and documents

Kinetics and Mechanism of the Pyridinolysis of 2,4,6-Trinitrophenyl Acetate and 2,4,6-Trinitrophenyl Methyl Carbonate

The title reactions are subject to a kinetic study in aqueous solution at 25.0 deg C, ionic strength 0.2 M.The reactions are first order in both the substrate and the free pyridine.The Broensted-type plots obtained are nonlinear with slopes β1 = 0.2 and β2 = 0.8 at high and low basicities of the pyridines, respectively, for both substrates.The pKa values at the Broensted breaks (pKa0) are 5.0 and 6.5 for the acetate (TNPA) and the carbonate (TNPMC), respectively.The Broensted curves can be better described by a two-step mechanism, with a tetrahedral intermediate,T+/-, rather than a concerted process, although rigorously the latter mechanism cannot be ruled out.The higher pKa0 for the TNPMC reactions, relative to TNPA, is in agreement with the results found in the aminolysis of the dinitro derivatives and is explained by the increased amine nucleofugality from T+/- when Me is replaced by MeO in T+/-.Little or no effect on pKa0 is observed by substitution of the O-aryl O atom of TNPA by an S atom; this is attributed to the high instability of the intermediates T+/- involved.The larger rate constants obtained in the pyridinolysis of 2,4,6-trinitrophenyl thiolacetate compared to that of TNPA is explained by the softer character of the carbonyl center of the former substrate.