616-84-2

Basic information

• Product Name: 2-Nitroaniline-4-sulfonic acid
• Synonyms: 4-amino-3-nitro-benzenesulfonicaci;2-NITROANILINE-4-SULFONIC ACID;2-NITROANILINE-4-SULPHONIC ACID;4-AMINO-3-NITROBENZENE-1-SULFONIC ACID;4-Amino-3-nitrobenzenesulfonic acid;O-NITRO ANILINE P-SULFONIC ACID;4-amino-3-nitrobenzenesulphonic acid;O-Nitroaniline-4-Sulphonic Acid
• CAS NO: 616-84-2
• Molecular Formula: C₆H₆N₂O₅S
• Molecular Weight: 218.19
• EINECS: 210-495-7
• Product Categories: Intermediates of Dyes and Pigments
• Mol File: 616-84-2.mol
• Article Data: 9

Chemical Properties

• Melting Point: >300 °C
• Appearance: /
• Density: 1.559 (estimate)
• Refractive Index: 1.6490 (estimate)
• Storage Temp.: 2-8°C
• PKA: -0.55±0.50(Predicted)
• CAS DataBase Reference: 2-Nitroaniline-4-sulfonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Nitroaniline-4-sulfonic acid(616-84-2)
• EPA Substance Registry System: 2-Nitroaniline-4-sulfonic acid(616-84-2)

Safety Data

• Hazardous Substances Data: 616-84-2(Hazardous Substances Data)

Usage

General Description

2-Nitroaniline-4-sulfonic acid is a chemical compound with the molecular formula C6H6N2O5S. It is a nitroaromatic compound that contains a nitro group and a sulfonic acid group attached to an aniline ring. 2-Nitroaniline-4-sulfonic acid is commonly used in the production of dyes and pigments, as well as in various chemical processes as a reagent. It is also used in the synthesis of pharmaceuticals and as a precursor to other organic compounds. 2-Nitroaniline-4-sulfonic acid is known to be toxic and harmful if ingested, inhaled, or absorbed through the skin, and should be handled with caution.

InChI:InChI=1/C6H6N2O5S/c7-5-2-1-4(14(11,12)13)3-6(5)8(9)10/h1-3H,7H2,(H,11,12,13)/p-1

Upstream product

• 88-74-4 2-nitro-aniline 
• 121-18-6 3-nitro-4-chlorobenzenesulfonic acid 
• 7664-93-9 sulfuric acid 
• 7553-56-2 iodine 
• 7697-37-2 nitric acid 
• 121-57-3 4-aminobenzene sulfonic acid 
• 159194-76-0 4-acetylamino-3-nitro-benzenesulfonic acid 
• 584-49-6 4-bromo-3-nitro-benzenesulfonic acid 
• 109885-37-2 disodium salt of N-nitrosulfanilic acid 
• 103-84-4 Acetanilid 

Downstream Products

• 14938-85-3 4-Hydrazino-3-nitro-benzolsulfonsaeure 
• 616-85-3 4-hydroxy-3-nitrobenzene sulfonic acid 
• 827-23-6 2,4-dibromo-6-nitroaniline 
• 84202-56-2 4-amino-3-nitrobenzenesulfonyl chloride 
• 7474-78-4 orthaminic acid 
• 1025698-05-8 2,2'-dinitro-azobenzene-4,4'-disulfonic acid 
• 139360-58-0 2-nitro-4-sulfo-benzenediazonium-betaine 
• 88-74-4 2-nitro-aniline 
• 20020-15-9 2,4,N-trinitro-aniline 
• 7664-41-7 ammonia 
• 634-89-9 1,2,3,5-tetrabromobenzene 

Relevant articles and documents

Synthesis and antistaphylococcal activity of N-substituted-1H- benzimidazole-sulphonamides

A series of N-substituted-1H-benzimidazole-5(6)-sulfonamides and 3-(5,6-dichloro-1H-benzimidazol-2-yl)-N-substituted benzensulfonamides were synthesized and evaluated for antibacterial activity against Staphylococcus aureus and methicillin-resistant S. aureus (MRSA). Certain compounds inhibit bacterial growth with low MIC (μg/mL) values. The most active compounds 30, 31, and 32 have the lowest MIC values with 0.39 to 0.19 μg/mL. Among the compounds having sulfonamido moities, 16, 23, and 24 exhibited the strongest antibacterial activity with 1.56 μg/mL MIC values.

N-NITRATION OF PRIMARY AROMATIC AMINES BY POLYNITRO AND POLYNITROXY COMPOUNDS

The possibility of N-nitration of primary aromatic amines containing SO3H and COOH groups by polynitro compounds C(NO2)4, (O2N)3CC(NO2)3, CH3C(NO2)3, C(NO2)3CH2CH2CN, and C(NO2)3CH2CH2COOCH3 and by polynitroxy compounds C(CH2ONO2)4 and HOCH2C(CH2ONO2)3 was investigated.In the presence of alkaline agents tetranitromethane, hexanitroethane, and pentaerythritol tetranitrate nitrate para- and meta-substituted aromatic amines with the formation of the corresponding nitroamine salts.Ortho-substituted amines do not enter into this reaction.

Process for the production of 2-aryl-2H-benzotriazoles

A process for the production of 2-aryl-2H-benzotriazoles comprises reducing and cyclizing the corresponding o-nitroazobenzenes with hydrogen at a temperature in the range of about 20° C. to about 100° C. and at a pressure in the range of about 15 psia (1 atmosphere) to about 1000 psia (66 atmospheres) in an alkaline medium at a pH over 10 in the presence of a nickel catalyst, preferably molybdenum-promoted Raney nickel. High yields of pure product are obtained directly with a concomitant reduction of undesired by-product and a reduction in effluent pollution problems.