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1,2-Dinitrobenzene

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Identification
Molecular formula
C6H4N2O4
CAS number
528-29-0
IUPAC name
1,2-dinitrobenzene
State
State

At room temperature, 1,2-dinitrobenzene is in a solid-state form. The compound's solid state along with its crystalline appearance indicates stability and distinct physical characteristics that are consistent across various environmental conditions.

Melting point (Celsius)
117.00
Melting point (Kelvin)
390.15
Boiling point (Celsius)
319.00
Boiling point (Kelvin)
592.15
General information
Molecular weight
168.11g/mol
Molar mass
168.1080g/mol
Density
1.5734g/cm3
Appearence

1,2-Dinitrobenzene is a yellow solid that is crystalline in nature. It generally presents a bright yellow color and is often found in powdered or granular form. Its crystalline structure makes it distinct and easily recognizable in laboratory settings.

Comment on solubility

Solubility of 1,2-Dinitrobenzene

1,2-Dinitrobenzene, with the chemical formula C6H4(NO2)2, is a polar aromatic compound that exhibits unique solubility characteristics. Understanding the solubility of this compound is crucial for its practical applications and environmental considerations. Here are some key points:

  • Solvent Compatibility: 1,2-Dinitrobenzene is sparingly soluble in water due to its hydrophobic aromatic structure. However, it shows better solubility in organic solvents.
  • Soluble in: Common organic solvents such as:
    • Acetone
    • Benzene
    • Toluene
    • Ethyl acetate
  • Temperature Dependency: Like many organic compounds, its solubility can increase with temperature. Increases in temperature often enhance the dissolution process for solids in liquids.
  • Environmental Considerations: Due to its low solubility in water, 1,2-dinitrobenzene can accumulate in sediments and pose risks to aquatic life, highlighting the importance of careful handling and disposal.

In summary, while 1,2-dinitrobenzene has limited solubility in water, it is more compatible with various organic solvents, making it essential for specific industrial applications and chemical reactions.

Interesting facts

Interesting Facts about 1,2-Dinitrobenzene

1,2-Dinitrobenzene, often abbreviated as 1,2-DNB, is a fascinating compound with numerous applications and properties that intrigue chemists. Here are some notable aspects that highlight its significance:

  • Structure and Isomerism: 1,2-Dinitrobenzene is one of the isomers of dinitrobenzene, distinguishing it from its counterparts, such as 1,3-dinitrobenzene and 1,4-dinitrobenzene. The positions of the nitro groups on the benzene ring lead to different physical and chemical properties.
  • Reactivity: The presence of two nitro groups significantly enhances the reactivity of 1,2-DNB. It readily participates in electrophilic substitution reactions, making it valuable in organic synthesis.
  • Uses in Industry: This compound is primarily used as an intermediate in the manufacture of dyes, explosives, and pharmaceuticals. Its importance in these industries cannot be overstated.
  • Environmental Considerations: As an aromatic nitro compound, 1,2-DNB poses environmental challenges. It is classified as a potential pollutant, highlighting the importance of responsible handling and disposal practices.
  • Toxicity: Chemical safety is crucial when working with 1,2-DNB. It is considered hazardous, and exposure can lead to various health issues. Thus, proper laboratory protocols and protective equipment are essential.
  • Interesting Reactions: When undergoing reduction reactions, 1,2-Dinitrobenzene can yield a variety of products, providing useful insights into mechanisms of organic reactions.

In the words of famed chemist Linus Pauling, “The best way to have a good idea is to have a lot of ideas.” Exploring compounds like 1,2-dinitrobenzene opens the door to creativity in synthetic pathways and industrial applications.

Understanding the nuances of such compounds can significantly enhance our grasp of organic chemistry and its real-world applications!

Synonyms
1,2-Dinitrobenzene
528-29-0
O-DINITROBENZENE
1,2-Dinitrobenzol
Benzene, o-dinitro-
CCRIS 3091
HSDB 4486
EINECS 208-431-8
NSC 60682
UNII-35XUO924Y0
DTXSID4024066
CHEBI:34053
AI3-15338
NSC-60682
O-DINITROBENZENE [MI]
DTXCID604066
Dinitrobenzene (Ortho) (1,2Dinitrobenzene)
Dinitrobenzene (Ortho) {1,2Dinitrobenzene}
DINITROBENZENE (ORTHO) (1,2-DINITROBENZENE)
DINITROBENZENE (ORTHO) {1,2-DINITROBENZENE}
ODinitrobenzol
o-dinitrobenzol
orthodinitrobenzene
1,2Dinitrobenzene
o-Dinitrobenzene (ACGIH:OSHA)
1,2-DNB
inchi=1/c6h4n2o4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4
izukquvscnefmj-uhfffaoysa-n
un 1597
un3443
ortho-Dinitrobenzene
Benzene, 1,2-dinitro-
1,2-dinitro-benzene
35XUO924Y0
Dinitrobenzene, o-
o-Dintrobenzene
CAS-528-29-0
WLN: WNR BNW
SCHEMBL22566
1,2-Dinitrobenzene, 97%
ghl.PD_Mitscher_leg0.923
BIDD:ER0518
CHEMBL168075
1,2-Dinitrobenzene, >=99%
NSC60682
Tox21_201580
Tox21_300418
MFCD00007093
STL453602
TD1044
AKOS000120631
FD34404
GS-3201
1,2-Dinitrobenzene, analytical standard
NCGC00164050-01
NCGC00164050-02
NCGC00164050-03
NCGC00254393-01
NCGC00259129-01
o-Dinitrobenzene [UN1597] [Poison]
AC-26090
D0818
NS00009735
EN300-17305
A20874
Q2238767
Z56914842
,2-dinitro-benzen;1,2-Dinitrobenzol;Benzene, o-dinitro-;benzene,1,2-dinitro-;