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Benzenediazonium chloride

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Identification
Molecular formula
C6H5N2Cl
CAS number
100-34-5
IUPAC name
benzenediazonium
State
State

Benzenediazonium chloride is typically in a solid state at room temperature. It should be handled with care to avoid ignition or decomposition.

Melting point (Celsius)
196.00
Melting point (Kelvin)
469.15
Boiling point (Celsius)
86.00
Boiling point (Kelvin)
359.15
General information
Molecular weight
127.56g/mol
Molar mass
127.5570g/mol
Density
1.2000g/cm3
Appearence

Benzenediazonium chloride typically appears as colorless to pale yellow crystalline solids. It is highly soluble in water and tends to decompose in the air, releasing nitrogen gas. Handling this compound requires caution as it is potentially explosive especially when dry.

Comment on solubility

Solubility of Benzenediazonium

Benzenediazonium, a fascinating diazonium compound, exhibits notable solubility characteristics that are important for various chemical reactions. Its solubility can be influenced by several factors, making it essential to consider these aspects when working with it:

  • Water Solubility: Benzenediazonium salts are generally soluble in water. This is primarily due to the presence of the highly polar diazonium functional group, which enhances interaction with water molecules.
  • Solvents: It is also soluble in a variety of organic solvents, such as ethanol and acetone, enabling diverse applications in organic synthesis.
  • Temperature Dependency: The solubility can vary with temperature, often increasing in higher temperatures, which can facilitate certain chemical processes.
  • pH Sensitivity: The solubility of benzenediazonium salts can be affected by the pH of the solution. In acidic conditions, they remain stable and soluble, while basic conditions can lead to instability.

In summary, understanding the solubility of benzenediazonium is crucial for its effective use in synthetic chemistry. As the saying goes, "Choosing the right solution leads to the right reaction!"

Interesting facts

Interesting Facts About Benzenediazonium

Benzenediazonium, often referred to as diazobenzene, is a fascinating compound in the world of organic chemistry. Here are some intriguing points worth noting:

  • Formation: Benzenediazonium ions are typically formed through the reaction of aniline with nitrous acid under acidic conditions. This process is part of the diazotization reaction, where an amine is converted into a diazonium salt.
  • Stability: Despite their utility, benzenediazonium salts are relatively unstable at elevated temperatures and can decompose, generating nitrogen gas, which is a notable characteristic that is often harnessed in synthetic applications.
  • Application in Synthesis: One of the primary uses of benzenediazonium ions is in azo coupling reactions. They can react with aromatic compounds to form azo dyes, which are widely used in textiles and food industries.
  • Versatility: The diazonium group is quite versatile, allowing the transformation of simple aromatic compounds into more complex structures, making it a key intermediate in various organic synthesis pathways.
  • Colorful Chemistry: Azo compounds, derived from benzenediazonium, are known for their vibrant colors. This feature is particularly useful in dye chemistry, where color intensity and variety are paramount.
  • Synthetic Research: Ongoing research in dye chemistry and materials science continues to reveal new applications for benzenediazonium compounds, including in advanced materials and nanotechnology.

In summary, benzenediazonium is more than just a simple compound; it serves as a crucial player in the realm of organic synthesis and offers a glimpse into the colorful world of chemistries, both practically and theoretically.

Synonyms
Benzenediazonium
Benzenediazonium ion
phenyldiazonium
Benzenediazonim
2684-02-8
benzenediazonium cation
benzeneazo
2H8TUS6R7A
phenyl-diazonium
PHENYLDIAZONIUM ION
UNII-2H8TUS6R7A
SCHEMBL37140
DTXSID9043772
CHEBI:64466
CIZVQWNPBGYCGK-UHFFFAOYSA-N
J83.281B
C20284
Q21099158
InChI=1/C6H5N2/c7-8-6-4-2-1-3-5-6/h1-5H/q+