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2,4-dichloronitrophenyl phenyl ether

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Identification
Molecular formula
C12H7Cl2NO3
CAS number
4282-86-8
IUPAC name
4-chloro-1-(4-chlorophenoxy)-2-nitro-benzene
State
State

At room temperature, this compound is a solid.

Melting point (Celsius)
87.00
Melting point (Kelvin)
360.00
Boiling point (Celsius)
380.00
Boiling point (Kelvin)
653.00
General information
Molecular weight
282.10g/mol
Molar mass
282.1170g/mol
Density
1.4950g/cm3
Appearence

This compound appears as a pale yellow to light brown crystalline solid. It is often in the form of powders or crystalline flakes, depending on the process of crystallization.

Comment on solubility

Solubility of 4-chloro-1-(4-chlorophenoxy)-2-nitro-benzene

The solubility of 4-chloro-1-(4-chlorophenoxy)-2-nitro-benzene, a complex aromatic compound, is influenced by its structural features and functional groups. Generally, for compounds like this one:

  • Aromatic nature: The presence of multiple aromatic rings often leads to limited solubility in polar solvents due to π-π stacking interactions.
  • Halogen substituents: The two chlorines (Cl) can affect solubility; while they can enhance lipophilicity, they also hinder solvation in polar environments.
  • Nitro group: The nitro group (-NO2) is polar and can interact with water, potentially increasing solubility in more polar solvents.

However, due to the overall rigidity of the compound's structure and the presence of bulky groups, solubility in common solvents like water is expected to be very low. “Hydrophobic interactions may dominate,” making this compound more soluble in organic solvents such as ethanol, acetone, or dichloromethane compared to water. Thus, when working with this substance, one should always consider its solubility profile for suitable applications and handling.

Interesting facts

Interesting Facts about 4-Chloro-1-(4-chlorophenoxy)-2-nitro-benzene

4-Chloro-1-(4-chlorophenoxy)-2-nitro-benzene is a fascinating compound with notable applications and characteristics that make it an interesting subject of study in organic chemistry. Here are some key points to consider:

  • Chemical Structure: This compound belongs to the class of chlorinated aromatic compounds, featuring both chlorophenyl and nitro groups, which grant it unique chemical reactivity.
  • Applications: It is often used in the synthesis of various pharmaceuticals and agrochemicals, primarily because of its effective chemical properties.
  • Biological Relevance: Research has shown that compounds similar to 4-chloro-1-(4-chlorophenoxy)-2-nitro-benzene exhibit significant antibacterial and antifungal activities, making them valuable in medicinal chemistry.
  • Environmental Impact: As with many halogenated compounds, understanding its environmental behavior is crucial, particularly regarding persistence and bioaccumulation.
  • Research Interest: Due to its complex structure, this compound serves as a great example for students studying substituent effects and the reactivity of aromatic compounds.
  • Potential Risks: While it has many beneficial uses, it is vital to handle this compound with care, as some chlorinated compounds are known for their potential toxicity and environmental hazards.

In conclusion, 4-chloro-1-(4-chlorophenoxy)-2-nitro-benzene serves not only as a practical compound in various industrial fields but also as a rich subject of exploration in academic research for understanding organic chemical behavior and environmental safety.

Synonyms
135-12-6
4-Chloro-1-(4-chlorophenoxy)-2-nitrobenzene
Benzene, 4-chloro-1-(4-chlorophenoxy)-2-nitro-
4,4'-DICHLORO-2-NITRODIPHENYL ETHER
4-Chloro-2-nitrophenyl p-chlorophenyl ether
Ether, 4-chloro-2-nitrophenyl p-chlorophenyl
HSDB 5478
4,4'-Dichlor-2-nitrodifenylether
4-Chlorophenyl 4-chloro-2-nitrophenyl ether
EINECS 205-176-4
NSC 12988
BRN 3361061
Ether, 4-chlorophenyl (4'-chloro-2'-nitro)phenyl
UNII-394Q7R913H
4,4'-Dichlor-2-nitrodifenylether [Czech]
NSC-12988
394Q7R913H
DTXSID2059647
4-06-00-01348 (Beilstein Handbook Reference)
4,4'-DICHLORO-2-NITRODIPHENYL ETHER [HSDB]
4,4'-DICHLOR-2-NITRODIFENYLETHER (CZECH)
2-Nitro-4,4'-dichloro-diphenyl ether
2-Nitro-4,4`-dichloro-diphenyl ether
WLN: WNR CG FOR DG
4,4'Dichlor2nitrodifenylether
SCHEMBL5863266
DTXCID9034280
XEGBVDXTOVJCSJ-UHFFFAOYSA-N
AKOS015833748
4Chloro2nitrophenyl pchlorophenyl ether
4Chlorophenyl 4chloro2nitrophenyl ether
Ether, 4chloro2nitrophenyl pchlorophenyl
Benzene, 4chloro1(4chlorophenoxy)2nitro
4-chloro-2-nitrophenyl 4-chlorophenyl ether
NS00024376
Ether, 4chlorophenyl (4'chloro2'nitro)phenyl
Ether, 4-chlorophenyl(4'-chloro-2'-nitro)phenyl
Ether, 4-chloro-2-nitrophenyl p-chlorophenyl (8CI)
Q27256857