439688-39-8

Basic information

• Product Name: Carbonic acid, 2,4-dinitrophenyl 4-methylphenyl ester
• CAS NO: 439688-39-8
• Molecular Formula: C14H10N2O7
• Molecular Weight: 318.243
• Mol File: 439688-39-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Carbonic acid, 2,4-dinitrophenyl 4-methylphenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbonic acid, 2,4-dinitrophenyl 4-methylphenyl ester(439688-39-8)
• EPA Substance Registry System: Carbonic acid, 2,4-dinitrophenyl 4-methylphenyl ester(439688-39-8)

Safety Data

• Hazardous Substances Data: 439688-39-8(Hazardous Substances Data)

Upstream product

• 51-28-5 2,4-Dinitrophenol 
• 937-62-2 p-tolyl chloroformate 

Downstream Products

• 20350-26-9 2,4-dinitrophenolate 
• 16323-13-0 4-methylphenyl N-phenyl carbamate 
• 51-28-5 2,4-Dinitrophenol 

Relevant articles and documents

Kinetics and mechanism of the aminolysis of 4-nitrophenyl and 2,4-dinitrophenyl 4-methylphenyl carbonates in aqueous ethanol

The reactions of 4-methylphenyl 4-nitrophenyl carbonate (MPNPC) and 4-methylphenyl 2,4-dinitrophenyl carbonate (MPDNPC) with a series of secondary alicyclic amines are subjected to a kinetic investigation in 44 wt% ethanol-water, at 25.0°C, ionic strength 0.2 M (KCl). Under amine excess over the substrate, pseudo-first-order rate coefficients (kobs) are obtained. Plots of kobs against [amine] are linear, with kN as slopes. A biphasic Broensted-type plot for kN is obtained for the aminolysis of MPNPC, with slopes β1 = 0.2 (high pKa) and 32 = 0.9 (low pKa). This is in accordance with a stepwise mechanism, through a zwitterionic tetrahedral intermediate (T±), and a change in the rate-determining step, from formation to breakdown of T± the amine pKa decreases. For the aminolysis of MPDNPC, a slightly curved Broensted-type plot for kN is obtained, with β1 = 0.1 (low pKa) β2 = 0.55 (high pKa). This is consistent with a concerted mechanism.