37841-25-1

Basic information

• Product Name: Benzonitrile, 2,4,6-trinitro-
• CAS NO: 37841-25-1
• Molecular Formula: C7H2N4O6
• Molecular Weight: 238.116
• Mol File: 37841-25-1.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Benzonitrile, 2,4,6-trinitro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzonitrile, 2,4,6-trinitro-(37841-25-1)
• EPA Substance Registry System: Benzonitrile, 2,4,6-trinitro-(37841-25-1)

Safety Data

• Hazardous Substances Data: 37841-25-1(Hazardous Substances Data)

Usage

Description

Benzonitrile, 2,4,6-trinitro-, also known as 2,4,6-trinitrobenzonitrile (TNB), is a potent explosive compound characterized by its high sensitivity to heat, shock, and friction. It exists as a yellow crystalline solid and is recognized for its classification as a high explosive, capable of detonating under conditions of high temperature or pressure. Due to its highly unstable nature, TNB is considered extremely hazardous and requires careful handling by trained personnel.

Uses

Used in Military Applications:
Benzonitrile, 2,4,6-trinitrois used as a primary explosive in military applications for its ability to initiate the detonation of more powerful secondary explosives. Its high sensitivity and explosive power make it suitable for various military operations where a potent explosive is required.
Used in Industrial Applications:
In the industrial sector, Benzonitrile, 2,4,6-trinitrois utilized as a component in the production of secondary explosives. Its high reactivity and explosive properties contribute to the development of more powerful explosives for various industrial uses, such as demolition and mining.

Upstream product

• 7677-24-9 trimethylsilyl cyanide 
• 18138-93-7 β-fluoro-β,β,2,4,6-pentanitrophenetole 
• 1265143-65-4 C₁₄H₇BrN₄O₈ 
• 1265143-59-6 C₁₄H₈N₄O₈ 
• 1265143-62-1 C₁₅H₁₀N₄O₉ 
• 71370-74-6 (E)-2,4,6-trinitrobenzaldoxime 
• 1334065-28-9 C₁₃H₆N₆O₁₁ 
• 1334065-27-8 C₁₄H₆F₃N₅O₉ 
• 1334065-26-7 C₁₃H₆ClN₅O₉ 
• 1334065-25-6 C₁₃H₇N₅O₉ 
• 13435-20-6 tetraethylammoniumcyanide 
• 606-35-9 1-methoxy-2,4,6-trinitrobenzene 
• 99-35-4 1,3,5-trinitrobenzene 
• 118-96-7 2,4,6-Trinitrotoluene 

Downstream Products

• 2571-54-2 2,4,6-trimethoxybenzonitrile 
• 71393-19-6 2,4-dimethoxy-6-nitrobenzonitrile 
• 71370-79-1 4-methoxy-2,6-dinitrobenzonitrile 
• 71370-78-0 2-methoxy-4,6-dinitrobenzonitrile 
• 2112-17-6 2,6-dichloro-4-nitrobenzonitrile 
• 2112-21-2 6-chloro-2,4-dinitrobenzonitrile 
• 285553-56-2 ethyl 3-amino-4,6-dinitrobenzo[b]thiophene-2-carboxylate 
• 299920-65-3 methyl 3-amino-4,6-dinitrobenzo[b]thiophene-2-carboxylate 
• 285553-53-9 2-benzylthio-1-cyano-4,6-dinitrobenzene 
• 309286-36-0 1-cyano-2,4,6-tris(methoxycarbonylmethylthio)benzene 

Relevant articles and documents

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Elimination reactions of (E)-2,4,6-trinitrobenzaldehyde O-aryloximes promoted by R3N/R3NH+ in 70 mol% MeCN(aq). Effect of β-aryl group the nitrile-forming transition-state

Nitrile-forming eliminations from (E)-2,4,6-(NO2) 3C6H2CH=NOC6H4-2-X-4- NO2 (1) promoted by R3NH/R3NH+ in 70 mol % MeCN(aq) have been studied kinetically. When X = NO2, the reactions exhibited secondorder kinetics as well as Broensted β = 0.63 and |βlg| = 0.34-0.46, and an E2 mechanism is evident. As the leaving group was made poorer (X = H, Cl, and CF3), Broensted β value increased from 0.63 to 0.85-0.89 without much change in the |βlg| value E2, indicating that structure of the transition state changed to an E1cb-like with extensive Cβ-H bond cleavage, significant negative charge development at the β-carbon, and limited Cα-Oar bond cleavage.

Elimination of nitrile from (E)-2,4,6-trinitrobenzaldehyde O-pivaloyloxime promoted by R2NH in MeCN. Effect of β-aryl group on the nitrile-forming transition-state

Nitrile-forming eliminations from (E)-2,4,6-(NO2) 3C6H2CH=NOC(O)(CH3)3 promoted by R2NH in MeCN have been studied kinetically. The reactions are second-order and exhibit substantial Hammett ρ and Broensted β values. The k 2 value for elimination from (E)-2,4,6- trinitrobenzaldehyde O-pivaloyloxime promoted by i-Pr2NH in MeCN falls on a single line in the Hammett plot for different β-aryl substituents, which have been shown to react by the E2 mechanism. This result indicated that the reaction mechanism is not changed by the introduction of the 2,4,6-trinitro substituents, and that the elimination reactions from (E)-benzaldehyde O-pivaloyloximes series proceed by the common E2 mechanism.