3714-62-3

Usage

Appearance

Yellow crystalline solid

Solubility

Insoluble in water and most organic solvents

Uses

a. Intermediate in the production of dyes
b. Intermediate in the production of pigments
c. Intermediate in the production of other organic chemicals
d. Pesticide
e. Fungicide

Toxicity

Highly toxic

Health hazards

a. Severe skin irritation
b. Severe eye irritation
c. Damage to the liver
d. Damage to the kidneys

Safety precautions

Handle with caution and ensure proper safety measures are in place when working with this chemical.

InChI:InChI=1/C6HCl4NO2/c7-2-1-3(8)6(11(12)13)5(10)4(2)9/h1H

Upstream product

• 62406-71-7 2,4,6-trichloro-3-nitro-aniline 
• 177944-64-8 3,4,5-trichloro-2-nitro-aniline 
• 18708-70-8 2,4,6-trichloronitrobenzene 
• 634-90-2 1,2,3,5-tetrachlorobenzene 
• 7697-37-2 nitric acid 
• 634-93-5 2,4,6-trichloroaniline 
• 634-91-3 3,4,5-trichloroaniline 
• 33715-62-7 N-(3,4,5-trichlorophenyl)acetamide 
• 861792-75-8 2,3,5-trichloro-6-nitro-aniline 

Downstream Products

• 6936-40-9 2,3,5,6-tetrachloroanisole 
• 28073-03-2 1,2,3,5-tetrachloro-4,6-dinitrobenzene 
• 654-36-4 2,3,4,6-tetrachloroaniline 

Relevant academic research and scientific papers

Ozone-mediated reaction of polychlorobenzenes and some related halogeno compounds with nitrogen dioxide: A novel non-acid methodology for the selective mononitration of moderately deactivated aromatic systems

In the presence of ozone and preferably methanesulfonic acid as catalyst, polychlorobenzenes undergo selective mononitration with nitrogen dioxide at low temperatures, giving the corresponding polychloronitrobenzenes, in most cases in nearly quantitative yields.

Electrophilic Aromatic Substitution. Part 32. The Nitration of 1,3,5-Trichloro-2-nitrobenzene, 1,3,5-Trichloro-2,6-dinitrobenzene, and 1,2,3,5-Tetrachloro-4,6-dinitrobenzene in Sulphuric Acid and in Oleum

The kinetics of nitration of 1,3,5-trichloro-2-nitrobenzene (TCNB) in sulphuric acid and in oleum at 25, 50, and 75 deg C, and of 1,3,5-trichloro-2,4-dinitrobenzene (TCDNB) in oleum at 150 deg C have been measured. 1,2,3,5-Tetrachloro-4,6-dinitrobenzene (TetCDNB) reacts with nitric acid in sulphuric acid and in oleum at 150 deg C; the rate profile for the reaction shows a nitration process to be occuring.From TCNB in sulphuric acid the yield of TCDNB was not quite quantitative and at 25 deg C in oleum a small amount of 1,2,3,5-tetrachloro-4-nitrobenzene was also formed.TCDNB gave a mixture of TCTNB (the major product) and TetCDNB in proportions which varied with acidity; lower acidities were more favourable to the formation of TetCDNB.The total amount of chlorine present in the TCDNB, TCTNB, and TetCDNB was equal to that present in the TCDNB at the start of the reaction.The nitration of TetCDNB in sulphuric acid at 150 deg C gave carbon dioxide and hydrogen chloride, and some sulphur dioxide and nitric oxide or nitrogen dioxide.In the nitration of TCDNB this compound produces the chlorinating agent and reacts with it to give TetCDNB.The chlorinating agent can chlorinate added 1,3-dinitrobenzene.The use of H(15)NO3 in the nitration TCDNB leads to (15)N-incorporation in it and in the TetCDNB produced.Separate nitration of TetCDNB causes only slight (15)N-incorporation into it.It is suggested that in addition to the main route of nitration leading to TCTNB, the nitration of TCDNB gives an ipso-Wheland intermediate by attack of nitronium ion at a nitrated position; this intermediate may either return to starting material or give a diene by nucleophilic capture.Decomposition of the diene gives hydrogen chloride or chloride anion which is oxidised by nitric acid to an electrophilic chlorinating agent.