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1,3-Dinitrobenzene

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Identification
Molecular formula
C6H4N2O4
CAS number
99-65-0
IUPAC name
1,3-dinitrobenzene
State
State

At room temperature, 1,3-dinitrobenzene is a solid. While it is stable under normal conditions, it can degrade and become dangerous if exposed to light or heat.

Melting point (Celsius)
89.00
Melting point (Kelvin)
362.15
Boiling point (Celsius)
297.00
Boiling point (Kelvin)
570.15
General information
Molecular weight
168.11g/mol
Molar mass
168.1090g/mol
Density
1.5738g/cm3
Appearence

1,3-Dinitrobenzene typically appears as pale yellow crystals with a distinct odor. Its crystalline structure can vary, showing different forms depending on temperature and deposition conditions. It should be handled with care, as it is a hazardous material.

Comment on solubility

Solubility of 1,3-Dinitrobenzene

1,3-Dinitrobenzene, with the chemical formula C6H4(N2O4), exhibits some notable characteristics regarding its solubility:

  • Solvent Compatibility: It is relatively insoluble in water, primarily due to its non-polar nature and the strong intermolecular forces that hold it together. However, it does dissolve well in organic solvents such as:
    • Ethyl acetate
    • Toluene
    • Acetone
  • Temperature Dependency: The solubility of 1,3-dinitrobenzene can increase with temperature. As temperature rises, the kinetic energy of the molecules increases, potentially allowing more of the compound to dissolve in appropriate solvents.
  • Practical Implications: The limited solubility in water makes 1,3-dinitrobenzene less prone to leaching into groundwater in environmental contexts, although caution must still be exercised due to its toxicity.

In conclusion, while 1,3-dinitrobenzene may not be a standout in aqueous solubility, its compatibility with various organic solvents makes it a compound of interest in synthesis and analytical applications.

Interesting facts

Interesting Facts about 1,3-Dinitrobenzene

1,3-Dinitrobenzene (commonly referred to as m-dinitrobenzene) is a fascinating organic compound with several intriguing aspects:

  • Structure and Isomerism: This compound features a benzene ring substituted with two nitro groups (–NO2) at the 1 and 3 positions. Its molecular structure exemplifies the concept of isomerism, highlighting how small changes in arrangement can lead to different chemical properties.
  • Common Uses: 1,3-Dinitrobenzene serves as a critical intermediate in the synthesis of various agrochemicals, dyes, and explosives. Notably, it is a precursor in the production of the dye Violet 17 and used in the manufacture of pesticides.
  • Environmental Considerations: Like many nitro compounds, 1,3-dinitrobenzene can be toxic and poses environmental risks. Its persistence in the environment and potential for bioaccumulation necessitate careful handling and disposal procedures to minimize ecological impacts.
  • Health Effects: Exposure to substances like 1,3-dinitrobenzene can cause serious health issues, including methemoglobinemia, which prevents blood from carrying oxygen effectively. The compound can also affect the liver and kidneys, underscoring the importance of safety in its usage.
  • Research and Applications: Ongoing research is exploring the unique reactivity of 1,3-dinitrobenzene in various chemical processes. Its behavior in reactions can provide insights into fundamental chemical principles and aid in the development of new compounds.

In conclusion, 1,3-dinitrobenzene highlights the intricate relationship between molecular structure and chemical behavior, making it a subject of interest in both academic research and industrial applications.

Synonyms
1,3-Dinitrobenzene
99-65-0
M-DINITROBENZENE
2,4-Dinitrobenzene
Benzene, 1,3-dinitro-
meta-Dinitrobenzene
Dinitrobenzene
1,3-Dinitrobenzol
Benzene, m-dinitro-
3-dinitrobenzene
DINITROPHENYLENE
m-DNB
Dinitrobenzene, m-
Dwunitrobenzen
1,3-Dinitro-benzene
NSC 7189
CCRIS 1802
HSDB 4017
EINECS 202-776-8
UNII-DK8B627BU0
meta-dinitrobenzene?
1,3 Dinitrobenzene
DTXSID9024065
CHEBI:51397
AI3-02913
BENZINUM DINITRICUM
UN 1597 (Salt/Mix)
M-DINITROBENZENE [MI]
DK8B627BU0
DTXCID204065
BENZINUM DINITRICUM [HPUS]
1,3-DINITROBENZENE [HSDB]
NSC-7189
NCGC00091351-02
NCGC00091351-03
Dwunitrobenzen [Polish]
CAS-99-65-0
1,3-Dinitrobenceno
Binitrobenzene
mDinitrobenzene
m-dinitrobenzol
Benzene, dinitro
metaDinitrobenzene
Benzene, mdinitro
m-Dinitro-benzene
1,3-DNB
1,3Dinitrobenzol
1,3dinitrobenzene
2,4Dinitrobenzene
1,3-dintrobenzene
1,3-dinitrobenzeno
1,3-Dinitro-benzen
Benzene, 1,3dinitro
WLN: WNR CNW
DINITROBENZENE [MI]
SCHEMBL36632
ghl.PD_Mitscher_leg0.916
CHEMBL114070
SCHEMBL13815840
SCHEMBL17347353
CHEBI:51396
m-Dinitrobenzene (ACGIH:OSHA)
NSC7189
m-Dinitrobenzene, liquid or solid
Tox21_111119
Tox21_400032
MFCD00007222
STL282471
AKOS000120046
DB02680
1,3-Dinitrobenzene, analytical standard
NCGC00091351-01
NCGC00091351-04
BS-42215
1,3-Dinitrobenzene, 97% anhydrous basis
DB-032004
D0817
NS00014601
1,3-Dinitrobenzene 10 microg/mL in Methanol
EN300-19976
A23174
D87507
AE-562/40238126
Q2653558
F0001-2338
m-Dinitrobenzene, liquid or solid [UN1597] [Poison]
Z104476262
1,3-Dinitrobenzene, certified reference material, TraceCERT(R)
1,3-Dinitrobenzene, for HPLC derivatization, for the detection of steroids