1630-08-6

Usage

Uses

Used in Military Applications:
Tetryl is employed as a high explosive in various military applications, including as a booster charge in detonators and as a component in plastic explosives. Its high sensitivity to shock and friction makes it a valuable component in these contexts.
Used in Ammunition Manufacturing:
In the ammunition industry, Tetryl is used as a key ingredient in the primer of small arms cartridges, contributing to the initiation of the firing process.
However, it is important to note that Tetryl is considered a potential carcinogen, posing risks to human health and the environment if not handled and disposed of with proper care.

InChI:InChI=1/C2H4N4O4/c3-1(4)2(5(7)8)6(9)10/h3-4H2

Upstream product

• 99-35-4 1,3,5-trinitrobenzene 
• 13506-78-0 1,3-dibromo-2,4,6-trinitrobenzene 
• 2845-90-1 chloromethoxy-1,3,5-trinitrobenzene 
• 1630-09-7 2,4-dichloro-1,3,5-trinitrobenzene 
• 90841-12-6 2,4-diethoxy-1,3,5-trinitro-benzene 
• 22167-47-1 3-methoxy-2,4,6-trinitro-aniline 
• 861337-68-0 3-ethoxy-2,4,6-trinitro-aniline 
• 860209-34-3 2-ethoxy-4-methoxy-1,3,5-trinitro-benzene 
• 860602-22-8 1,3,5-trinitro-2,4-bis-(3-nitro-benzenesulfonylamino)-benzene 
• 342043-20-3 N,N,N'-trimethyl-2,4,6,N'-tetranitro-m-phenylenediamine 
• 134282-37-4 N-methyl-2,3,4,6,N-pentanitro-aniline 
• 67-64-1 acetone 
• 71-43-2 benzene 
• 7664-41-7 ammonia 

Downstream Products

• 82-71-3 styphnic acid 
• 608-97-9 benzenepentamine 
• 28153-31-3 N'-[3-(Dimethylamino-methyleneamino)-2,4,6-trinitro-phenyl]-N,N-dimethyl-formamidine 
• 7664-41-7 ammonia 
• 88106-06-3 N,N'-Diacetyl-2,4-diamino-1,3,5-trinitrobenzene 
• 172265-85-9 2,4,6-trinitro-1,3,5-triacetylaminobenzene 
• 120829-11-0 5-amino-2,3,7,8-tetraphenylpyrazino<2,3-g>quinoxaline 
• 120829-10-9 5-amino-2,3,8,9-tetraphenylpyrazino<2,3-f>quinoxaline 

Relevant academic research and scientific papers

Direct amination of 1-substituted 3,5-dinitrobenzenes by 1,1,1-trimethylhydrazinium iodide

The amination of 1-X-3,5-dinitrobenzenes via the vicarious nucleophilic substitution of hydrogen (VNS) with 1,1,1-trimethylhydrazinium iodide (TMHI) in the presence of t-BuOK or NaOMe in DMSO was studied. It was observed (when X = OMe, OCH2CF3, OCH2CF2CF2H, OPh) that the amination occurs regioselectively (ratio of ortho/para-isomers is ～9:1) and with high yield. For X = SPh or SCH2Ph, the reaction proceeded with a low yield (less than 20%), with a ratio of ortho/para-isomers ≈1:1. For X = PhSO2 and 2 equiv of TMHI, a double amination occurs and 2,4-diamino-3,5- dinitro-1-phenylsulfonylbenzene predominates in the mixture of isomers. Under the same conditions, 1,3,5-trinitrobenzene undergoes a double amination to yield 2,4-diamino-1,3,5-trinitrobenzene. A proposed mechanism for this reaction is discussed.

Insights into the synthesis of hexaaminobenzene hydrochloride: An entry to hexaazatriphenylenes

Polycyclic N-heteroaromatic systems and particularly, the dipyrazino[2,3-f:2′,3′-h]quinoxaline also known as 1,4,5,8,9,12-hexaazatriphenylene (HAT) displays very useful optoelectronic properties. Its synthesis through condensation of functionalized 1,2-diketones and hexaaminobenzene is often applied on laboratory scale. Hexaaminobenzene could be prepared from 4-nitroaniline but, despite its many applications, the experimental protocol is not trivial and should by carefully controlled in each step. In this work, we presented an efficient and reproducible 4 steps synthesis of hexaaminobenzene hydrochloride and a comprehensive analysis of reactions conditions and products formed in all synthetic steps. As evidence, this aromatic polyamine was effectively condensed with 1,2-di(4-bromophenyl)-1,2-ethanedione affording a synthetically versatile HAT derivative for the application in the design of organic materials.

Synthesis and purification of 1,3,5-triamino-2,4,6-trinitrobenzene (TATB)

A method to convert surplus nitroarene explosives (picric acid, ammonium picrate,) into TATB is described. The process comprises three major steps: conversion of picric acid/ammonium picrate into picramide; conversion of picramide to TATB through vicarious nucleophilic substitution (VNS) of hydrogen chemistry; and purification of TATB.

Benzenepentamine - Its Easy Accessibility and Use in Syntheses of Pyrazinoquinoxalines

Benzenepentamine (6) has been rediscovered after about 60 years.A simple and very efficient synthetic route is described which yields the very sensitive, colourless 6 in methanolic solution in nearly quantitative yield.Condensations of 6 with two masked forms A and B of glyoxal conveniently lead to two types of amino-substituted pyrazinoquinoxalines, one with an angular phenanthrene-type topology (7a), or one with the linear anthracene-type structure (8a), respectively, with acceptable yields.The α-diketone benzil also reacts with 6, but less selectively, forming the corresponding tetraphenyl derivatives 7b and 8b of both these heterotricyclic ring systems.The heretofore unknown nitrobenzenepentamine (9), formed in addition to benzenehexamine in reduction reactions of 1,3,5-trinitrobenzenetriamine, has also been obtained.Based on spectroscopic data, the structures of these two multiamines have been deduced from their condensation products with α-diketones, in the case of the new pentamine 9 from its first derivatives 7c-e of pyrazinoquinoxaline.