4-nitroaniline(pna)


Properties

product_name 4-Nitroaniline
CAS_number 100-01-6
formula C6H6N2O2
molar_mass 138.12
melting_point 147
boiling_point 331
density 1.44
solubility_in_water slightly soluble
appearance yellow crystalline powder
pKa 1
flash_point 180
refractive_index 1.579
vapor_pressure 0.00039
logP 1.38
flammability flammable
stability stable under normal conditions

FAQ

What is 4-Nitroaniline and what are its primary applications in various industries?

4-Nitroaniline, often abbreviated as PNA, is an organic compound recognized for its yellow crystalline form. It is part of the nitroaniline family, where the nitro group is attached to the para position of the aniline ring. This compound is notable in the chemical industry for its diverse applications primarily due to its unique chemical properties. PNA is predominantly used in the production of dyes and pigments. Because of its vivid color, it serves as an essential intermediate in azo dyes, which are used extensively in textiles manufacturing, providing vibrant and long-lasting colors to fabrics. These dyes contribute significantly to the diverse color palettes in fashion, upholstery, and other textile applications.

Apart from its role in dyes, 4-Nitroaniline is crucial in the pharmaceuticals industry. It acts as an intermediate in the synthesis of various drugs, contributing to creating compounds with therapeutic properties essential for medical treatments. It is a building block in producing numerous antifungal agents, local anesthetics, and other medications. Moreover, researchers utilize PNA in the synthesis of compounds for research purposes, exploring its potential in creating novel pharmaceuticals.

The agrochemical industry also benefits from 4-Nitroaniline, where it helps produce herbicides and pesticides. These agrochemicals play a vital role in modern agriculture by protecting crops from pests and diseases, thereby ensuring higher yields and better quality produce. Efficient crop protection is vital for food security and the economic sustainability of agricultural practices worldwide.

Furthermore, PNA has applications in developing rubber chemicals and antioxidants. These applications are critical for enhancing the durability and performance of rubber products such as tires. The ability of antioxidants to prevent the degradation of materials by scavenging free radicals extends the life of these products, offering economic and environmental benefits.

In conclusion, 4-Nitroaniline is pivotal across multiple industries due to its versatile chemical attributes. Its role in producing dyes, pharmaceuticals, agrochemicals, and rubber chemicals highlights its importance in both day-to-day products and advanced industrial processes.

How is 4-Nitroaniline synthesized, and what are some safety considerations associated with its production?

4-Nitroaniline is synthesized through a nitration process, which involves the introduction of a nitro group into an aniline compound. The synthesis typically starts with aniline, whose amino group is protected to prevent multiple nitrations during the process. Various methodologies have been developed to achieve efficient and selective nitration; however, a common method involves using nitric acid, often in combination with sulfuric acid, as nitrating agents.

The reaction is commonly carried out under controlled temperature conditions to ensure the safety and efficacy of the process. The choice of temperature is critical, as it influences both the yield and purity of the final product. Typically, the nitration of aniline necessitates cooling to manage the exothermic nature of the reaction, thereby minimizing the risks of side reactions or the degradation of products.

Ensuring safety during the synthesis of 4-Nitroaniline is paramount, given the potential hazards associated with the chemicals involved. Aniline, nitric acid, and sulfuric acid are hazardous materials and require careful handling. Aniline is toxic and poses health risks if inhaled or absorbed through the skin, while both nitric and sulfuric acids are highly corrosive, presenting risks of chemical burns. Thus, adequate protective gear, including gloves, goggles, and lab coats, are mandatory for personnel involved in this synthesis.

Moreover, the nitration reaction is exothermic, and adequate cooling systems must be in place to prevent overheating, which could lead to runaway reactions or explosions. Additionally, appropriate ventilation is crucial to prevent the accumulation of toxic fumes, ensuring a safe environment for workers.

On top of implementation of rigorous safety protocols, following regulatory guidelines and standards during production is essential. This compliance not only protects workers but also ensures environmental safety by minimizing the release of hazardous substances.

In summary, the synthesis of 4-Nitroaniline involves carefully managed chemical processes necessitating stringent safety measures. The protective handling of reactive and toxic chemicals, coupled with rigorous control of reaction conditions, highlights the complexity and importance of safety in chemical synthesis processes.

What are the environmental impacts associated with the production and use of 4-Nitroaniline?

The production and use of 4-Nitroaniline (PNA), like many industrial chemicals, have potential environmental impacts that necessitate careful management. During its synthesis, emissions, and waste can contribute to environmental pollution if not appropriately controlled. The nitration process, often associated with the production of PNA, involves hazardous chemicals like aniline, nitric acid, and sulfuric acid, which, if inadequately managed, can lead to soil and water contamination.

Effluent containing PNA or its precursors can find its way into water bodies, affecting aquatic life. Aniline and its derivatives can be toxic to fish and other aquatic organisms, disrupting ecosystems. Thus, wastewater management systems must be implemented to treat effluents before discharge. Techniques such as chemical neutralization, bio-treatment, or advanced oxidation processes are employed to mitigate the impact on the environment, breaking down organic compounds, and reducing the chemical oxygen demand (COD) in the effluent.

Moreover, the by-products of the synthesis process, if not handled properly, pose additional risks. The improper disposal of chemical sludge, for instance, can result in soil contamination, affecting agricultural productivity and posing long-term ecological risks. Consequently, sustainable waste management practices, including the recycling and safe disposal of chemical wastes, are crucial in minimizing environmental impacts.

In addition to production-related concerns, the use of products containing 4-Nitroaniline, such as dyes and pigments, may also present environmental challenges. The textile industry, a major consumer of azo dyes derived from PNA, is notorious for the discharge of dye-laden effluents into water bodies. Such pollution can reduce light penetration in water, affecting photosynthetic activity and leading to decreased oxygen levels vital for aquatic life. Environmentally friendly dyes and improved effluent treatment technologies are essential developments needed to combat such impacts.

Furthermore, the persistence of PNA in the environment is of concern. Research indicates that nitroanilines can be resistant to degradation, leading to bioaccumulation in ecosystems. As such, they may present a risk to wildlife and potentially enter the food chain, posing health risks to humans and animals. Therefore, research into biodegradation methods and eco-friendly production technologies remains a priority for reducing PNA's environmental footprint.

In conclusion, while 4-Nitroaniline serves key industrial purposes, its environmental impacts highlight the importance of responsible production, thorough waste treatment, and innovative pollution mitigation strategies to preserve ecological integrity.

What are the safety practices required when handling 4-Nitroaniline in laboratory and industrial settings?

Handling 4-Nitroaniline—whether in laboratory or industrial settings—requires robust safety practices due to its toxicological properties and chemical reactivity. Exposure to PNA can pose health risks, and thus, adherence to safety protocols is critical to ensure the safety of personnel.

First and foremost, understanding the potential health effects of 4-Nitroaniline is essential. It is toxic if ingested, inhaled, or absorbed through the skin. Exposure can cause methemoglobinemia, a condition where hemoglobin is unable to effectively release oxygen to body tissues. Symptoms may include cyanosis, headache, dizziness, and, in severe cases, respiratory distress. Therefore, preventing exposure is crucial, necessitating the use of personal protective equipment (PPE).

Personnel must wear appropriate PPE, including gloves, lab coats, and eye protection, to minimize skin contact and protect against splashes. In cases where PNA dust or vapors may be present, such as during the handling of large quantities or in poorly ventilated areas, respiratory protection such as masks or respirators should be used.

Moreover, engineering controls are vital for ensuring safety. Adequate ventilation, including the use of fume hoods in laboratories, prevents the buildup of harmful vapors. In industrial settings, exhaust systems should be regularly maintained to ensure effective air filtration, minimizing airborne exposure.

Storage practices also play a significant role in safety. 4-Nitroaniline should be stored in a cool, dry, and well-ventilated area away from incompatible substances such as strong oxidizers or reducing agents, which could lead to hazardous reactions. Proper labeling of containers and adherence to chemical inventory management systems help in preventing accidental misusage or mixing.

Additionally, training and preparedness are crucial components of safety. Personnel should be educated on emergency response procedures, including spill cleanup, first-aid measures, and proper disposal methods for chemicals and contaminated materials. Organizations should have spill kits readily available and detailed protocols for dealing with spills or accidental releases to minimize exposure and environmental contamination.

Finally, regulatory compliance with occupational health and safety standards, such as those outlined by the Occupational Safety and Health Administration (OSHA) or corresponding national agencies, ensures that organizations adhere to best practices and legal requirements. These regulations often include guidelines for permissible exposure limits and required safety audits.

In summary, handling 4-Nitroaniline safely involves a comprehensive approach that integrates PPE, engineering controls, proper storage, personnel training, and regulatory compliance, ensuring a safe work environment and minimizing health and environmental risks.

Why is 4-Nitroaniline considered important in scientific research and development applications?

4-Nitroaniline holds significant importance in scientific research and development due to its distinct characteristics and functional role in synthesizing various compounds. Its chemical structure, comprising an aniline ring with a nitro group in the para position, endows it with properties that make it both a useful reagent and a subject of study.

One key application of 4-Nitroaniline in research is its role as an intermediate in organic synthesis. The nitro group in PNA can undergo reduction to form different amines, enabling chemists to create a range of complex molecules. This transformation is valuable in synthesizing pharmaceuticals, dyes, and other organic compounds. Researchers utilize PNA as a starting material in developing novel compounds with potential industrial or therapeutic benefits. The versatility of PNA makes it a prominent tool in synthetic organic chemistry.

Moreover, 4-Nitroaniline is often employed in academic and industrial laboratories to study reaction mechanisms and kinetics. The compound's reactivity provides a model system for exploring electronic effects and substitution patterns in aromatic systems, contributing to theoretical and mechanistic understanding in the field of chemistry.

In the area of materials science, PNA serves as a building block for developing polymers. The presence of both amino and nitro functionalities allows for the design of monomers that can polymerize to form materials with desirable properties, such as enhanced mechanical strength or thermal stability. These polymers find applications in creating coatings, adhesives, and advanced material composites.

Analysts also use 4-Nitroaniline as a reference standard in spectroscopic techniques due to its unique ultraviolet-visible (UV-Vis) absorption properties. By comparing unknown substances to known standards like PNA, researchers can ascertain the identity and concentration of chemical species in mixtures.

Furthermore, in biochemical research, PNA derivatives are examined for potential biological activities and interactions. Scientists explore its derivatives for possible uses as enzyme inhibitors or receptor ligands, attempting to identify compounds with significant pharmacological potential.

In environmental research, the degradation pathways and environmental fate of nitroanilines, including PNA, are significant study areas. Understanding the transformation and breakdown products of such compounds informs risk assessment and guides strategies for pollution control and remediation.

In essence, the importance of 4-Nitroaniline in scientific research is rooted in its multifaceted applications across chemistry, materials science, pharmacology, and environmental studies. Its role as a chemical building block, analytical standard, and research subject underscores its value in advancing scientific knowledge and technological innovation.

What are the health risks associated with exposure to 4-Nitroaniline, and what precautions should be taken to minimize these risks?

Exposure to 4-Nitroaniline presents various health risks, primarily due to its toxicological properties. It is important for individuals working with this compound to be aware of potential hazards and implement precautionary measures to mitigate these risks.

4-Nitroaniline can be harmful if inhaled, ingested, or absorbed through the skin. The compound is recognized to cause methemoglobinemia, a condition characterized by the oxidation of hemoglobin to methemoglobin, which decreases its oxygen-carrying capacity. Symptoms of methemoglobinemia include cyanosis (bluish discoloration of the skin), headache, dizziness, and shortness of breath. In severe cases, it may lead to confusion, fatigue, or even loss of consciousness.

Apart from systemic effects, PNA can also cause skin and eye irritation upon contact. Repeated exposure to the compound can lead to dermatitis or allergic skin reactions. Thus, minimizing skin contact and ensuring appropriate workplace hygiene is crucial.

To minimize health risks, the use of personal protective equipment (PPE) is vital. Workers handling PNA should wear gloves, lab coats, and goggles to protect against skin and eye contact. In environments where inhalation risks are present, such as during the handling of powders or spills, respiratory protection such as dust masks or respirators should be used to prevent inhalation exposure.

In addition to PPE, ensuring proper ventilation in work areas is a key measure. Fume hoods or adequate exhaust systems help to control airborne concentrations and protect against inhalation risks. Implementing good housekeeping practices, such as regular cleaning and decontamination of work surfaces, limits accidental exposure and the spread of contamination.

Prompt medical attention is essential if exposure occurs. First-aid measures include removing contaminated clothing, rinsing affected skin or eyes with copious amounts of water, and seeking medical evaluation if ingestion or significant exposure is suspected. It is critical for organizations to have clear emergency protocols and trained personnel to handle exposure incidents effectively.

Monitoring occupational exposure levels is another important precaution. Regular health screenings and environmental monitoring help ensure that exposure remains within permissible limits, maintaining a safe working environment. Employers should provide safety training and resources to educate staff on the risks of handling such chemicals and the importance of adhering to safety protocols.

In conclusion, understanding the health risks associated with 4-Nitroaniline and implementing preventative measures such as PPE, ventilation, proper training, and emergency preparedness are essential to ensuring the safety and well-being of individuals working with this compound.