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2,4-Dichloro-1-(4-nitrophenoxy)benzene

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Identification
Molecular formula
C12H7Cl2NO3
CAS number
55289-80-6
IUPAC name
2,4-dichloro-1-(4-nitrophenoxy)benzene
State
State

At room temperature, 2,4-Dichloro-1-(4-nitrophenoxy)benzene is in a solid state. It is noteworthy for its complex molecular structure featuring nitro and chloro groups which contribute to its stability as a crystalline solid under ambient conditions.

Melting point (Celsius)
55.00
Melting point (Kelvin)
328.15
Boiling point (Celsius)
365.70
Boiling point (Kelvin)
638.85
General information
Molecular weight
280.09g/mol
Molar mass
280.0840g/mol
Density
1.4820g/cm3
Appearence

2,4-Dichloro-1-(4-nitrophenoxy)benzene typically appears as a pale yellow crystalline solid. Its structure is complex due to the presence of two aromatic rings, and it possesses chlorinated and nitrated functional groups contributing to its distinct appearance. This compound may exhibit slight variations in color, ranging from yellow to pale brown, depending on its purity and the presence of impurities.

Comment on solubility

Solubility of 2,4-Dichloro-1-(4-nitrophenoxy)benzene

2,4-Dichloro-1-(4-nitrophenoxy)benzene, often encountered in organic chemistry, showcases a specific solubility profile that can be influenced by various factors. Its *hydrophobic* nature primarily stems from the presence of bulky aromatic rings and halogen substituents. Here are some key points regarding its solubility:

  • Solvent polarity: This compound generally exhibits better solubility in non-polar solvents such as toluene or hexane, rather than in polar solvents like water.
  • Temperature effects: Like many organic compounds, its solubility can increase with an increase in temperature, facilitating greater dissolution in suitable solvents.
  • Functional groups: The presence of the nitro and chlorinated groups affects interactions; although they can lead to some degree of solvation in polar environments, overall solubility remains low.

In summary, while 2,4-dichloro-1-(4-nitrophenoxy)benzene is insoluble in aqueous solutions, it is more soluble in organic solvents, affirming the general principle that similar properties enhance solubility—“like dissolves like.” Understanding its solubility behavior is crucial for its applications in chemical synthesis and environmental studies.

Interesting facts

Interesting Facts About 2,4-Dichloro-1-(4-nitrophenoxy)benzene

2,4-Dichloro-1-(4-nitrophenoxy)benzene is a fascinating compound that falls within the category of chlorinated aromatic compounds. These molecules are known for their unique properties and applications, making them noteworthy in the field of chemistry.

Key Features

  • Chlorinated Structure: The presence of two chlorine atoms contributes to the compound's reactivity and stability, impacting its interaction with other chemicals.
  • Nitrophenoxy Group: The inclusion of a nitrophenoxy moiety enhances the compound's electron-withdrawing capabilities, which can influence its behavior in chemical reactions.
  • Environmental Relevance: As a chlorinated compound, it is essential to study its potential effects on the environment, especially considering concerns regarding persistence and toxicity in ecosystems.

Applications

This compound is often researched for its applications in various areas, including:

  • Agricultural Chemistry: Used as an intermediate in the synthesis of agrochemicals, herbicides, and pesticides.
  • Material Science: Due to its unique chemical structure, it may serve as a precursor for developing novel materials.
  • Analytical Chemistry: It can be used in various analytical methods to determine the presence of pollutants.

Research Significance

Researchers continue to investigate 2,4-dichloro-1-(4-nitrophenoxy)benzene for its potential benefits and drawbacks. Notably, some studies have suggested:

  • Its impact on biodiversity when used in agricultural practices.
  • Methodologies for detecting and quantifying its presence in environmental samples.
  • Possible pathways for biodegradation and remediation efforts.

Overall, the study of 2,4-dichloro-1-(4-nitrophenoxy)benzene not only adds to our understanding of chlorinated compounds but also poses critical questions about sustainability and chemical safety in scientific and industrial applications.

Synonyms
NITROFEN
1836-75-5
2,4-Dichloro-1-(4-nitrophenoxy)benzene
Nitrochlor
Niclofen
Trizilin
Mezotox
Nitrafen
Nitraphen
2,4-Dichlorophenyl 4-nitrophenyl ether
Preparation 125
Tokkorn
Trizilin 25
Benzene, 2,4-dichloro-1-(4-nitrophenoxy)-
TOK E
Nitrofene
Nitrofene [French]
TOK E 40
4-(2,4-Dichlorophenoxy)nitrobenzene
2,4-Dichloro-4'-nitrodiphenyl ether
2,4-Dichlorophenyl p-nitrophenyl ether
Ether, 2,4-dichlorophenyl p-nitrophenyl
Caswell No. 323D
Nitrofen [BSI:ISO]
4-Nitro-2',4'-dichlorophenyl ether
Nitrofene [ISO-French]
4'-Nitro-2,4-dichlorodiphenyl ether
TOK-2
CCRIS 444
TOK WP-50
FW 925
TOK E-25
HSDB 1578
NCI-C00420
2,4-Dichloro-4'-nitrophenyl ether
EINECS 217-406-0
UNII-N71UYG034A
2',4'-dichloro-4-nitrodiphenyl ether
EPA Pesticide Chemical Code 038201
2',4'-Dichloro-4-nitrobiphenyl ether
2,4-Dechlorophenyl p-nitrophenyl ether
BRN 1887356
N71UYG034A
TOK E 25
2,4-Dichlorophenyl-p-nitro phenyl ether
DTXSID7020970
NITROFEN [HSDB]
NITROFEN [IARC]
NITROFEN [ISO]
NITROFEN [MI]
2,4-Dichlorphenyl-4-nitrophenylaether [German]
2,4-Dichlorphenyl-4-nitrophenylaether
DTXCID30970
Nitrofene (French)
NITROFEN (IARC)
Nitrofene (ISO-French)
nitofen
1,3-dichlorophenyl-p-nitrophenyl ether
2,4-dichlorophenyl-4-nitrophenyl ether
TOK (ETHER)
TOK WP50
NITROFEN (PESTICIDE)
TOK E25
2,4Dichloro4'nitrophenyl ether
2,4Dichloro4'nitrodiphenyl ether
4'Nitro2,4dichlorodiphenyl ether
4Nitro2',4'dichlorophenyl ether
2,4Dichlorphenyl4nitrophenylaether
4(2,4Dichlorophenoxy)nitrobenzene
2',4'Dichloro4nitrobiphenyl ether
2,4Dichloro1(4nitrophenoxy)benzene
2,4Dechlorophenyl pnitrophenyl ether
2,4Dichlorophenyl pnitrophenyl ether
2,4Dichlorophenylpnitro phenyl ether
2,4Dichlorophenyl 4nitrophenyl ether
FW-925
Ether, 2,4dichlorophenyl pnitrophenyl
Benzene, 2,4dichloro1(4nitrophenoxy)
2,4-Dichloro-1-(4-nitrophenoxy) benzene
217-406-0
4-06-00-01288 (beilstein handbook reference)
nitrophen
nitrophen (van)
nitrophene
nitrophene (van)
nsc12988
xitquslloskdtb-uhfffaoysa-n
4-Nitro-2',4'-dichlorodiphenyl ether
TOK
Mezotox; NIP; Niclofen; Nitrochlo
2,4-Dichloro-4'-nitrobiphenyl Ether
2,4-dichloro-1-[(4-nitrophenyl)oxy]benzene
Nitrofen (technical grade)
CAS-1836-75-5
Nitrofen, technical-grade
Nitrahen
Nitrofen (NIP)
MFCD00128026
Nitrofen 10 microg/mL in Cyclohexane
Nitrofen 10 microg/mL in Acetonitrile
1-(2,4-Dichlorophenoxy)-4-nitrobenzene
Maybridge1_005949
Oprea1_309813
SCHEMBL38981
Nitrofen, analytical standard
BIDD:ER0399
CHEBI:7590
CHEMBL561004
HMS558G09
HY-B1877
2,4-Dechlorophenylp-nitrophenylether
Tox21_202438
Tox21_300276
STK365913
AKOS005442931
AKOS040757086
4-Nitro-2',4'-dichloro-diphenyl ether
NCGC00163983-01
NCGC00163983-02
NCGC00163983-03
NCGC00253936-01
NCGC00259987-01
DS-12551
2,4-Dichloro-1-(4-nitrophenoxy)-Benzene
4-(2,4-dichloro-phenoxy)-1-nitrobenzene
2,4-Dichloro-1-(4-nitrophenoxy)benzene #
DB-005129
CS-0013943
D3912
Nitrofen, PESTANAL(R), analytical standard
NS00000514
A26462
F19185
L000684
Q414023
2,4-Dichloro-(4-nitrophenoxy)-Benzene;2,4-dichloro-1-(4-nitrophenoxy)-benzen;2,4-Dichloro-4-nitrophenylether