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1,2-Dinitrosobenzene

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Identification
Molecular formula
C6H4N2O2
CAS number
16333-71-2
IUPAC name
1,2-dinitrosobenzene
State
State

1,2-Dinitrosobenzene is a solid at room temperature. It tends to have a crystalline form that is indicative of many substituted aromatic compounds.

Melting point (Celsius)
69.00
Melting point (Kelvin)
342.15
Boiling point (Celsius)
265.00
Boiling point (Kelvin)
538.15
General information
Molecular weight
152.12g/mol
Molar mass
152.1180g/mol
Density
1.5040g/cm3
Appearence

1,2-Dinitrosobenzene appears as a dark red to reddish crystalline compound. Its appearance is influenced by the nitroso groups attached to the ortho positions of the benzene ring, which impart distinct color and crystalline structure.

Comment on solubility

Solubility of 1,2-Dinitrosobenzene

1,2-Dinitrosobenzene, with the molecular formula C6H4N2O4, is known for its unique properties, including its solubility characteristics. When considering the solubility of this compound, there are a few key points to highlight:

  • Solvent Dependence: 1,2-Dinitrosobenzene is primarily soluble in organic solvents such as acetone and ethanol, but it demonstrates limited solubility in water.
  • Temperature Effects: As with many chemicals, solubility can be influenced by temperature; increased temperatures generally enhance its solubility in organic solvents.
  • Potential Uses: The solubility properties of 1,2-dinitrosobenzene in organic solvents make it valuable for various applications, especially in the field of chemical synthesis.

It's important to note that the limited solubility in water can affect its environmental impact and behavior in aqueous systems. As a result, handling and disposal of this compound should be approached with caution. In summary, while 1,2-dinitrosobenzene holds soluble capabilities in organic solvents, its poor water solubility may pose challenges in specific applications.

Interesting facts

Interesting Facts About 1,2-Dinitrosobenzene

1,2-Dinitrosobenzene is an intriguing compound that belongs to the family of nitroaromatic compounds, which are characterized by the presence of nitro groups (-NO2) attached to a benzene ring. This compound presents a rich tapestry of chemical properties and applications that have piqued the interest of chemists.

Chemical Properties

  • Reactivity: The nitro groups on the benzene ring significantly enhance its reactivity, making it a valuable intermediate in organic synthesis.
  • Electrophilic Aromatic Substitution: 1,2-Dinitrosobenzene can undergo electrophilic aromatic substitution reactions, allowing chemists to create a variety of derivatives.
  • Stable Structure: The resonance stabilization contributed by the nitro groups helps maintain the integrity of the compound, making it less prone to decomposition under standard conditions.

Applications

  • Analytical Chemistry: It is often utilized as a reagent in various analytical methods, particularly in detecting amines and phenols.
  • Explosive Research: Due to its highly nitrated structure, 1,2-dinitrosobenzene has been explored within the context of explosives and their modifications.
  • Synthesis of Dyes: This compound plays a role as an intermediate in the synthesis of dyes and pigments, contributing to the vibrant colors seen in various industrial applications.

Safety and Handling

As with many nitro compounds, 1,2-dinitrosobenzene should be handled with care due to its potential hazards:

  • It can be toxic if ingested or inhaled, necessitating the use of personal protective equipment (PPE).
  • Proper ventilation and disposal methods are critical in a laboratory setting to minimize exposure risks.

In summary, 1,2-dinitrosobenzene stands out as a compound that is not only significant in synthetic organic chemistry but also serves as a poignant example of the intricacies associated with nitroaromatic compounds. As a well-studied chemical entity, it continues to inspire research across various domains.

Synonyms
1,2-DINITROSOBENZENE
Benzene, o-dinitroso-
Benzene, 1,2-dinitroso-
HSDB 2909
NSC 404698
BRN 2353866
UNII-I5K60N2068
I5K60N2068
NSC-404698
DTXSID60227039
1,2-DINITROSOBENZENE [HSDB]
Benzene, odinitroso
Benzene, 1,2dinitroso
DTXCID10149530
Benzene, 1,2-dinitroso-(9CI)
4-05-00-00707 (beilstein handbook reference)
7617-57-4
NSC404698
25550-55-4
Benzene, dinitroso-
o-dinitrosobenzene
Benzene,2-dinitroso-
WLN: ONR BNO
SCHEMBL234460
Q27280473