Benzenediazonium chloride

C6H5ClN2

benzenediazonium chloride

CAS100-34-5

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Identification

CAS Number
100-34-5
EC Number
202-842-6
UN Number
PubChem CID
60992

Physical-chemical properties

Molecular Formula
C6H5ClN2
Molar Mass
140.57 g/mol
IUPAC Name
benzenediazonium chloride

Chemical Identifiers

InChI
InChI=1S/C6H5N2.ClH/c7-8-6-4-2-1-3-5-6;/h1-5H;1H/q+1;/p-1
InChI Key
CLRSZXHOSMKUIB-UHFFFAOYSA-M

Overview

Benzenediazonium chloride (CAS 100-34-5) is an aromatic diazonium salt compound widely used as an intermediate in organic synthesis and chemical manufacturing processes. This highly reactive organic compound belongs to the diazonium salt family, characterized by the presence of a diazonium functional group (-N2+) attached to a benzene ring with chloride as the counterion. Benzenediazonium chloride serves as a crucial building block in synthetic chemistry, particularly valued for its versatility in forming carbon-nitrogen and carbon-carbon bonds through various coupling reactions. The compound exhibits typical properties of diazonium salts, including high reactivity and instability, especially when dry or heated. It is generally prepared in situ from aniline through diazotization reactions using nitrous acid and hydrochloric acid, as the isolated compound can be explosive when dry. In aqueous solution, benzenediazonium chloride demonstrates moderate stability at low temperatures but readily undergoes decomposition at elevated temperatures or in alkaline conditions. From a safety perspective, this compound requires careful handling due to its potential instability and reactivity. Proper storage conditions, typically as aqueous solutions at low temperatures, are essential to maintain stability and prevent hazardous decomposition. Personal protective equipment and appropriate ventilation are recommended during handling and processing operations. Industrial applications of benzenediazonium chloride include the synthesis of azo dyes and pigments in the textile and printing industries, production of pharmaceutical intermediates, and manufacture of specialty chemicals for research and development purposes. The compound is particularly valuable in the preparation of substituted aromatic compounds through Sandmeyer reactions and azo coupling processes. OYSI provides benzenediazonium chloride to support various industrial applications across Europe, ensuring reliable supply for specialized chemical synthesis requirements.

Safety & Classification

No Hazard Classification

This substance is not classified as hazardous according to CLP Regulation (EC) No 1272/2008.

Frequently Asked Questions

What is benzenediazonium chloride?

Benzenediazonium chloride is an organic chemical compound with the molecular formula C6H5ClN2 and CAS number 100-34-5. It belongs to the diazonium salt family, characterized by a benzene ring attached to a diazonium group (N2+) and a chloride counterion. With a molecular weight of 140.57 g/mol, this compound is primarily used as an intermediate in organic synthesis and chemical manufacturing processes.

What are the physicochemical properties of benzenediazonium chloride?

Benzenediazonium chloride is typically a crystalline solid at room temperature with a characteristic appearance. Like most diazonium salts, it is generally soluble in water and polar solvents due to its ionic nature. The compound is known for its instability, particularly when dry, and tends to decompose upon heating. It should be handled with care due to its potentially explosive nature when concentrated or heated.

What is benzenediazonium chloride used for?

Benzenediazonium chloride is primarily used as an intermediate in organic synthesis, particularly in the production of azo dyes and pigments. It serves as a key reagent in diazotization reactions and azo coupling processes in the textile and colorant industries. Additionally, it finds applications in pharmaceutical synthesis, where it acts as a building block for various aromatic compounds and in the preparation of substituted benzene derivatives.

How to handle benzenediazonium chloride safely?

Benzenediazonium chloride should be handled with appropriate personal protective equipment including safety goggles, gloves, and lab coats. Work should be conducted in well-ventilated areas or under fume hoods to avoid inhalation. Due to its potential instability, avoid heating, friction, or shock. Keep the compound away from heat sources and incompatible materials. Always use small quantities and follow established laboratory safety protocols for handling potentially explosive materials.

How to store benzenediazonium chloride correctly?

Benzenediazonium chloride should be stored in a cool, dry place away from heat sources and direct sunlight. The storage area must be well-ventilated and temperature-controlled. Keep containers tightly sealed and avoid storing large quantities in one location. The compound should be kept away from reducing agents, metals, and other incompatible substances. Regular inspection of storage conditions is recommended to ensure container integrity and prevent decomposition.

What to do in case of contact with benzenediazonium chloride?

In case of skin contact with benzenediazonium chloride, immediately remove contaminated clothing and wash the affected area thoroughly with soap and water for at least 15 minutes. If eye contact occurs, flush eyes with clean water for 15 minutes while holding eyelids open. In case of inhalation, move the person to fresh air immediately. If ingestion occurs, do not induce vomiting and seek immediate medical attention. Always consult emergency services if serious exposure occurs.

How to dispose of benzenediazonium chloride appropriately?

Benzenediazonium chloride waste must be disposed of according to local and national hazardous waste regulations. The compound should never be disposed of in regular waste streams or sewage systems. Contact licensed hazardous waste disposal companies for proper collection and treatment. Small quantities may be neutralized under controlled conditions by qualified personnel before disposal. Always consult local environmental authorities for specific disposal requirements in your region.

How to transport benzenediazonium chloride?

Benzenediazonium chloride transportation should follow established dangerous goods regulations, though specific ADR classification details are not specified for this compound. Proper packaging in suitable containers with appropriate labeling is essential. Transportation should be handled by qualified carriers experienced with chemical products. Ensure proper documentation accompanies shipments and that emergency response information is readily available. Avoid exposure to heat, vibration, or shock during transport.

Is benzenediazonium chloride subject to specific regulations?

Benzenediazonium chloride is subject to various chemical regulations including REACH registration requirements in Europe. It is not currently classified as a Substance of Very High Concern (SVHC) under REACH. However, users must comply with CLP regulation requirements for classification, labeling, and packaging. Industrial users should maintain safety data sheets and ensure proper risk assessments are conducted. Always verify current regulatory status before use in commercial applications.

Where to buy benzenediazonium chloride in Europe?

Benzenediazonium chloride is available through OYSI, a leading European distributor of specialty chemicals and laboratory reagents. OYSI provides high-quality chemical products to industrial and research customers across Europe. For purchasing inquiries, pricing, and availability information, contact OYSI directly through their sales channels. They can provide technical support, safety documentation, and ensure proper handling and delivery of the product to your location.

Data Sources

Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.