34403-92-4

Basic information

• Product Name: 2,4,6-trinitrobenzyl anion
• CAS NO: 34403-92-4
• Molecular Weight: 226.125
• Mol File: 34403-92-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2,4,6-trinitrobenzyl anion(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6-trinitrobenzyl anion(34403-92-4)
• EPA Substance Registry System: 2,4,6-trinitrobenzyl anion(34403-92-4)

Safety Data

• Hazardous Substances Data: 34403-92-4(Hazardous Substances Data)

Upstream product

• 118-96-7 2,4,6-Trinitrotoluene 
• 84030-20-6 1-methyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine 
• 87116-32-3 potassium (2,4,6-trinitrophenyl)acetate 
• 75649-83-1 tetra-n-butylammonium tert-butoxide 
• 25590-58-3 nitroethane carbanion 
• 18137-96-7 nitromethane anion 
• 865-47-4 potassium tert-butylate 

Relevant articles and documents

Kinetic study of the reactions of various types of C-acids with amine bases in acetonitrile. An unusual effect of common BH+ cation on the rate constants

The rates of proton transfer reactions between C-acids of different types such as 1-(4-nitrophenyl)-1-nitroalkanes, 4-nitrophenylcyanomethanes, and 2,4,6-trinitrotoluene, and organic bases such as 1,1,3,3-tetrametylguanidine, 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (MTBD), and tri-n-butylamine have been measured in acetonitrile at pseudo-first-order conditions. A general equation for the rates of proton transfer reactions between C-acids and bases with product existing in two forms, ions and ion pairs, has been derived and its applicability tested. The equation works well except for reactions of 1-(4-nitrophenyl)-1-nitroalkanes with guanidines for which the second-order rate constant is diminished with concentration of guanidinium cation, while tetrabutylammonium salts accelerate the reactions. Possible reasons for this are discussed.

A Spectrophotometric Study of 4-Nitro-, 2,4-Dinitro- and 2,4,6-Trinitrobenzyl Carbanions. Decarboxylation of (Nitrophenyl)acetate Anions

A spectrophotometric study of the reactions of the potassium salts of (2,4,6-trinitrophenyl)acetic acid (3), (2,4-dinitrophenyl)acetic acid (4), and (4-nitrophenyl)acetic acid (5) in Me2SO, THF, and DME is reported, including the effect of catalysis by crown ether 1.These processes are believed to give rise to the corresponding carbanions resulting from decarboxylation.The UV-visible spectrum of the species obtained from reaction of 3 agrees well with literature data for the expected carbanion 6, but there is some discrepancy regarding the species derived from 4 and 5.From the decay of the absorption spectra with time, the stabilities of the benzyl carbanions in these systems correspond to 2,4,6-trinitrobenzyl > 2,4-dinitrobenzyl > 4-nitrobenzyl.