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2,4-dichloroaniline

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Identification
Molecular formula
C6H5Cl2N
CAS number
554-00-7
IUPAC name
2,4-dichloroaniline
State
State

At room temperature, 2,4-dichloroaniline is a solid.

Melting point (Celsius)
53.00
Melting point (Kelvin)
326.15
Boiling point (Celsius)
243.00
Boiling point (Kelvin)
516.15
General information
Molecular weight
162.02g/mol
Molar mass
162.0240g/mol
Density
1.3800g/cm3
Appearence

2,4-Dichloroaniline appears as white to light brown crystalline flakes or powder. It may darken and change color when exposed to air and light. It is characterized by its aromatic amine odor.

Comment on solubility

Solubility of 2,4-Dichloroaniline

2,4-Dichloroaniline, with the chemical formula C6H5Cl2NH2, presents interesting solubility characteristics that merit attention:

  • Solubility in Water: 2,4-Dichloroaniline is known to have limited solubility in water. This is largely due to the hydrophobic nature of the aromatic ring combined with the chlorine substituents, which affect the interaction with water molecules.
  • Solubility in Organic Solvents: The compound demonstrates much better solubility in organic solvents such as ethanol, acetone, and chloroform. This is indicative of its non-polar characteristics which allow for favorable interactions with other non-polar solvents.
  • Temperature Dependency: Like many organic compounds, the solubility of 2,4-dichloroaniline may increase with temperature. Therefore, solubility testing should consider varying conditions to evaluate any potential enhancements.
  • pH Influence: The solubility can also be influenced by the pH of the solution, particularly due to the amine group. Under acidic conditions, 2,4-dichloroaniline can exist in a protonated form, which can enhance its solubility in aqueous solutions.

In summary, while 2,4-dichloroaniline exhibits limited water solubility, its compatibility with various organic solvents and dependence on environmental factors highlight its multifaceted nature in chemical reactions and applications. Understanding the solubility of this compound is vital for effective usage in industrial and laboratory settings.

Interesting facts

Interesting Facts About 2,4-Dichloroaniline

2,4-Dichloroaniline is a fascinating compound that belongs to the class of aromatic amines. Known for its wide array of applications, this compound has piqued the interest of scientists and chemists alike due to its unique properties and uses.

Key Applications

  • Intermediate in Synthesis: 2,4-Dichloroaniline serves as an essential intermediate in the synthesis of various dyes and pigments, enhancing the color properties of textiles and other materials.
  • Pesticide Production: This compound is also utilized in the production of pesticides, playing a critical role in agriculture and pest management.
  • Pharmaceuticals: In the pharmaceutical industry, it contributes to the synthesis of active pharmaceutical ingredients, showcasing its versatility.

Toxicity and Safety

As with many chemical compounds, it is important to handle 2,4-dichloroaniline with care:

  • Toxicity: This compound is classified as harmful and potentially carcinogenic, making safety precautions essential during handling.
  • Environmental Impact: It can have a significant impact on aquatic life, raising concerns about its environmental persistence and bioaccumulation.

Research and Development

Ongoing research into 2,4-dichloroaniline focuses on:

  • Alternative Synthesis: Developing greener, more sustainable methods to synthesize this compound, reducing environmental footprints.
  • Toxicological Studies: Investigating its long-term effects on health and the environment to ensure safe usage in various applications.

In conclusion, 2,4-dichloroaniline is not just an ordinary compound but a pivotal player in various industrial processes and environmental studies. As the chemistry community continues to explore its properties and applications, we gain a deeper understanding of its impact on both science and society.

Synonyms
2,4-DICHLOROANILINE
554-00-7
Benzenamine, 2,4-dichloro-
2,4-Dichlorobenzenamine
2,4-Dichloranilin
o,p-Dichloroaniline
Aniline, 2,4-dichloro-
2,4-DCA
1-Amino-2,4-dichlorobenzene
2,4-Dichlorophenylamine
2,4-Dichloranilin [German]
CCRIS 6012
HSDB 5428
NSC 8756
EINECS 209-057-8
BRN 0386422
19AE42M6WS
DTXSID1024966
CHEBI:46635
NSC-8756
DTXCID404966
DICHLOROANILINE, 2,4-
EC 209-057-8
4-12-00-01241 (Beilstein Handbook Reference)
2,4-DICHLOROANILINE [HSDB]
2,4-DICHLORANILIN (GERMAN)
209-057-8
inchi=1/c6h5cl2n/c7-4-1-2-6(9)5(8)3-4/h1-3h,9h
2,4-Dichloro Aniline
2,4-Dichloro-phenylamine
MFCD00007661
CAS-554-00-7
2,4-dichlorobenzene aniline
UNII-19AE42M6WS
2,4-dichloraniline
2,4-dichloroanilin
2,4-di-chloroaniline
2,4-dichloro-aniline
WLN: ZR BG DG
2,4-bis(chloranyl)aniline
2,4DICHLORO ANILINE
2,4-Dichloroaniline, 99%
2,4-Dichloroaniline, Pract.
BIDD:ER0533
SCHEMBL158279
CHEMBL1528820
NSC8756
Tox21_201522
Tox21_303206
STL168887
AKOS000118881
CCG-302558
FD36980
PS-6249
RP10174
NCGC00091375-01
NCGC00091375-02
NCGC00091375-03
NCGC00257110-01
NCGC00259072-01
2,4-Dichloroaniline, >=97.0% (GC)
AC-10180
DB-030787
D0321
NS00009494
EN300-18059
2,4-Dichloroaniline 100 microg/mL in Methanol
A830623
Q3102438
Z57127562
2,4-Dichloroaniline, PESTANAL(R), analytical standard
F2190-0455