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1-Chloro-2,4-dinitrobenzene

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Identification
Molecular formula
C6H3ClN2O4
CAS number
97-00-7
IUPAC name
1-chloro-2,3-dinitro-benzene;1-chloro-2,4-dinitro-benzene;1-chloro-3,5-dinitro-benzene;2-chloro-1,3-dinitro-benzene;4-chloro-1,2-dinitro-benzene
State
State

At room temperature, 1-Chloro-2,4-dinitrobenzene is a solid. It is commonly utilized in this state for laboratory and industrial applications.

Melting point (Celsius)
50.00
Melting point (Kelvin)
323.15
Boiling point (Celsius)
315.20
Boiling point (Kelvin)
588.35
General information
Molecular weight
202.55g/mol
Molar mass
202.5510g/mol
Density
1.6850g/cm3
Appearence

1-Chloro-2,4-dinitrobenzene is a pale yellow crystalline solid. It is often found in powder form and can have a somewhat bitter smell associated with aromatic nitro compounds.

Comment on solubility

Solubility of Dinitrochlorobenzenes

The dinitrochlorobenzene compounds, specifically 1-chloro-2,3-dinitro-benzene, 1-chloro-2,4-dinitro-benzene, 1-chloro-3,5-dinitro-benzene, 2-chloro-1,3-dinitro-benzene, and 4-chloro-1,2-dinitro-benzene, exhibit varying solubility characteristics due to their unique structural configurations and the presence of both nitro and chloro substituents. Understanding their solubility is crucial for applications in chemistry, including synthetic processes and environmental chemistry. Here are some highlights of their solubility profiles:

  • Polar and Non-Polar Behavior: These compounds typically demonstrate limited solubility in water due to their non-polar aromatic ring structure.
  • SOLVENT DEPENDENCE: However, they show reasonable solubility in organic solvents like ethyl acetate, chloroform, and acetone due to interactions with the solvent molecules.
  • Effect of Substitution: The position of the nitro and chloro groups can significantly influence solubility. For instance, compounds with nitro groups in ortho or para positions may exhibit different solubility properties compared to their meta counterparts.
  • Temperature Influence: Solubility can also be temperature-dependent, with higher temperatures often increasing the solubility of these compounds in organic solvents.

In practical terms, it is important to consider these factors when utilizing dinitrochlorobenzenes in various chemical reactions or processes. Knowing that they are generally insoluble in water yet more soluble in organic media can guide their safe handling and application in the laboratory.

Interesting facts

Interesting Facts about 1-Chloro-2,3-dinitro-benzene

The compound 1-chloro-2,3-dinitro-benzene is a member of the nitroaromatic compounds, known for their significant applications in the field of organic synthesis and materials science. Here are some noteworthy points:

  • Industrial Relevance: It is often utilized as an intermediate in the manufacture of dyes, explosives, and pharmaceuticals.
  • Environmental Concerns: Being a nitro compound, it can be a potential pollutant and poses risks to aquatic life.
  • Toxicity: Exposure can lead to various health issues including skin and respiratory irritation.

"Nitroaromatic compounds are a double-edged sword; they provide valuable tools in chemistry but also pose challenges in environmental management."


Interesting Facts about 1-Chloro-2,4-dinitro-benzene

This compound shares many applications similar to its counterpart, but the placement of the nitro groups leads to different properties. Key insights include:

  • Versatile Intermediate: Used in the synthesis of herbicides and agrochemicals.
  • Reaction Pathways: It participates readily in nucleophilic substitution reactions due to the strong electron-withdrawing effects of the nitro groups.
  • Visual Identification: The compound exhibits characteristic color changes when transformed into other derivatives, aiding in analytical chemistry.

Interesting Facts about 1-Chloro-3,5-dinitro-benzene

This compound's unique arrangement of nitro groups gives it distinct characteristics. Here are some interesting points:

  • Explosive Properties: It can be a precursor to energetic materials and is studied for its explosive characteristics.
  • Research Applications: Often used in studies assessing the reactivity of chlorinated nitrobenzenes in various chemical environments.
  • Safety Measures: Special precautions are taken during handling due to its potential hazards.

Interesting Facts about 2-Chloro-1,3-dinitro-benzene

The alternative positioning in this compound also results in unique attributes:

  • Synthesis Utility: It is a useful intermediate in synthesizing complex organic molecules in pharmaceutical chemistry.
  • Environmental Impact: The compound is monitored for its potential effects on soil and water systems, highlighting the importance of responsible chemical management.
  • Insight into Reactivity: The electronic distribution in 2-chloro-1,3-dinitro-benzene affects its reactivity, making it an interesting subject of study in aromatic chemistry.

Interesting Facts about 4-Chloro-1,2-dinitro-benzene

The arrangement of the functional groups in 4-chloro-1,2-dinitro-benzene leads to unique chemical behavior:

  • Biological Activity: This compound has been studied for its biological effects, particularly in relation to its interactions with living organisms.
  • Synthesis of Organic Compounds: It serves as a precursor for synthesizing complex organic compounds with potential applications in various fields, including medicinal chemistry.
  • Research Focus: Ongoing studies are aimed at understanding the degradation pathways of this compound in environmental contexts.