2-Amino-5-nitrobenzenesulfonic acid
[CAS# 96-75-3]

Identification

• Classification: Organic raw materials >> Amino compound >> Sulfonic acid amino compound
• Name: 2-Amino-5-nitrobenzenesulfonic acid
• Synonyms: p-Nitroaniline-o-sulfonic acid
• Molecular Formula: C₆H₆N₂O₅S
• Molecular Weight: 218.19
• CAS Registry Number: 96-75-3
• EC Number: 202-531-5
• SMILES: C1=CC(=C(C=C1[N+](=O)[O-])S(=O)(=O)O)N

Properties

• Density: 1.7±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.662, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H319
• Precautionary Statements: P264+P265-P280-P305+P351+P338-P337+P317

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Eye irritation	Eye Irrit.	2	H319
Specific target organ toxicity - single exposure	STOT SE	3	H335
Skin irritation	Skin Irrit.	2	H315

Discovory and Applicatios

2-Amino-5-nitrobenzenesulfonic acid is an aromatic sulfonic acid derivative characterized by the presence of an amino group and a nitro group attached to a benzene ring. This compound has the molecular formula C6H6N2O4S and is often used as an intermediate in the synthesis of various chemical products, particularly in the dye and pigment industries. It plays a significant role in the development of organic compounds used in textile and other industries, where its chemical reactivity and functional groups are exploited for creating a range of synthetic dyes.

The discovery of aromatic sulfonic acids dates back to the 19th century, with early studies on the sulfonation of aromatic compounds leading to the synthesis of sulfonic acids as intermediates for dyes, pharmaceuticals, and other applications. The specific compound 2-amino-5-nitrobenzenesulfonic acid is derived from the functionalization of benzene, a process which has been explored in-depth since the industrialization of organic chemistry. The introduction of both an amino group and a nitro group to the aromatic ring, along with the sulfonic acid moiety, gave this compound unique properties, making it highly useful in industrial applications.

2-Amino-5-nitrobenzenesulfonic acid finds its primary application in the manufacture of dyes, particularly azo dyes. The sulfonic acid group facilitates the solubility of the dye in water, making it an essential component in dyeing processes, especially in the textile and leather industries. Azo compounds, which are synthesized from such intermediates, are widely used in the production of vibrant colors for clothing, cosmetics, and home goods. The presence of both the amino and nitro groups in 2-amino-5-nitrobenzenesulfonic acid makes it a versatile precursor for the synthesis of various colored compounds with different functional properties, including stability and intensity.

In addition to its role in the dye industry, 2-amino-5-nitrobenzenesulfonic acid has applications in the field of analytical chemistry. It can be used as a reagent in certain types of chemical analyses, such as the detection of metals and other compounds through complexation reactions. Its ability to form coordination complexes with metal ions makes it valuable for use in analytical techniques where metal content needs to be determined, particularly in water and soil samples.

Moreover, 2-amino-5-nitrobenzenesulfonic acid has been studied for its potential biological activity. While it is not widely used in medicinal chemistry, compounds with similar structures have demonstrated antimicrobial and antitumor properties, sparking interest in exploring the biological effects of this and similar sulfonic acid derivatives. Research is ongoing to evaluate its toxicity and any potential therapeutic applications in pharmaceutical development.

In summary, 2-amino-5-nitrobenzenesulfonic acid is an important industrial chemical with applications in the synthesis of dyes, as well as potential uses in analytical chemistry. Its discovery and development have significantly contributed to the growth of the dye industry and continue to play a role in the creation of new materials for commercial and industrial use.