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3-Chloroaniline

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Identification
Molecular formula
C6H6ClN
CAS number
108-42-9
IUPAC name
3-chloroaniline
State
State

At room temperature, 3-chloroaniline can exist both as a liquid and a solid, depending on environmental factors. It is a liquid just above room temperature, but can crystallize to form solid crystals when below its melting point.

Melting point (Celsius)
11.80
Melting point (Kelvin)
284.95
Boiling point (Celsius)
230.50
Boiling point (Kelvin)
503.65
General information
Molecular weight
127.57g/mol
Molar mass
127.5660g/mol
Density
1.1920g/cm3
Appearence

3-Chloroaniline is a colorless to pale yellow liquid. It tends to darken upon exposure to air and light. It can also crystallize to form solid crystals if cooled below its melting point.

Comment on solubility

Solubility of 3-chloroaniline

3-chloroaniline, with the chemical formula C6H6ClN, exhibits varying solubility characteristics that are important to understand for its applications in chemical processes.

Solubility in Different Solvents

This compound demonstrates:

  • Moderate solubility in water: 3-chloroaniline's solubility in water is limited due to its relatively hydrophobic aromatic structure, but it can still dissolve to a certain extent.
  • High solubility in organic solvents: It shows excellent solubility in various organic solvents such as ethanol, acetone, and methanol, which can be attributed to its non-polar character combined with polar functional groups.

Factors Influencing Solubility

Several factors can influence the solubility of 3-chloroaniline, including:

  • Temperature: An increase in temperature typically enhances solubility.
  • pH of the solution: The ionization of the amino group at different pH levels can significantly affect its solubility in water.
  • Presence of other substances: Interactions with salts or surfactants can modify its solubility profile.

In conclusion, 3-chloroaniline's solubility properties are critical for its usage in various chemical reactions and processes, making an understanding of its behavior in different solvents essential.

Interesting facts

Interesting Facts About 3-Chloroaniline

3-Chloroaniline is a fascinating compound with distinct properties and applications. As a member of the aniline family, it plays a significant role in various industrial processes and research.

Key Characteristics

  • Structure: The compound features a chloro (Cl) group attached to the meta position of the aniline molecule, resulting in unique chemical reactivity.
  • Applications: Primarily used in the production of dyes, particularly azo dyes, which are essential for coloring textiles and food. It is also employed in the synthesis of pharmaceuticals.
  • Chemical Intermediary: 3-Chloroaniline serves as an important intermediate in the preparation of herbicides and pesticides, showcasing its utility in agriculture.

Safety and Handling

Working with 3-chloroaniline requires caution. It is known to be toxic, and safety precautions should be amply emphasized:

  • Always use personal protective equipment (PPE), such as gloves and goggles.
  • Work in a well-ventilated area to avoid inhalation.
  • Proper disposal methods must be followed to mitigate environmental impact.

Chemical Behavior

This compound is a basic amine and can participate in various chemical reactions:

  • Nucleophilic aromatic substitution is a significant reaction pathway, allowing for the introduction of different functional groups.
  • Acid-base reactions are another avenue of interest, showcasing its behavior as a weak base.

Cultural Relevance

In addition to its industrial relevance, 3-chloroaniline's role in the development of synthetic dyes has historical significance, marking a period when industrial chemistry began to transform the textile industry.

In summary, 3-chloroaniline is more than just a chemical name; it represents a bridge between chemical research and practical applications, impacting various sectors and industries globally. As chemists continue to explore its properties, new possibilities may arise, highlighting the compound's potential in innovative developments.

Synonyms
3-CHLOROANILINE
108-42-9
m-Chloroaniline
3-Chlorobenzenamine
Benzenamine, 3-chloro-
m-Chloraniline
3-Chlorophenylamine
m-Chloroaminobenzene
3-Cloroaniline
3-Chlooranilinen
Orange GC Base
m-Chlorophenylamine
m-Aminochlorobenzene
Aniline, m-chloro-
Fast Orange GC Base
1-Amino-3-chlorobenzene
meta-Aminochlorobenzene
3-Chlooranilinen [Dutch]
3-Cloroaniline [Italian]
3-Chloro-phenylamine
Aniline, 3-chloro-
NSC 17581
CCRIS 3402
DTXSID0024761
3-CHLORO-ANILINE
3-chloroanaline
HSDB 2046
UNII-6GKR52SKIY
EINECS 203-581-0
Azoic diazo component 2, base
AI3-12126
Benzeneamine, 3-chloro-
CHLOROANILINE, M-
NSC-17581
6GKR52SKIY
M-CHLOROANILINE [MI]
DTXCID004761
3-CHLOROANILINE [HSDB]
EC 203-581-0
3-CHLOORANILINEN (DUTCH)
3-CLOROANILINE (ITALIAN)
meta-chloroaniline
CAS-108-42-9
mChloraniline
mChloroaniline
3chloroaniline
3Chlooranilinen
3Cloroaniline
Aniline, mchloro
m-Chloro aniline
mChlorophenylamine
3-chloro aniline
3Chlorobenzenamine
3Chlorophenylamine
mAminochlorobenzene
mChloroaminobenzene
3- Chloroaniline
3-chlorobenzeneamine
1Amino3chlorobenzene
3-chlorophenyl amine
metaAminochlorobenzene
MFCD00007765
Benzenamine, 3chloro
amino 3 chlorobenzene
(3-chlorophenyl)amine
(3-chlorophenyl)-amine
3-Chloroaniline, 99%
WLN: ZR CG
META-CHLOROPHENYLAMINE
SCHEMBL33289
BIDD:GT0269
CHEMBL325415
3-AMINO-1-CHLOROBENZENE
3-CHLORO-1-AMINOBENZENE
CHEBI:229245
BCP27382
NSC17581
STR00034
Tox21_202237
Tox21_303199
3-Chloroaniline(3-Chlorobenzenamine)
CK1168
STL168886
AKOS000119145
PS-5280
NCGC00091547-01
NCGC00091547-02
NCGC00256958-01
NCGC00259786-01
AI312126
BP-21058
3-Chloroaniline 100 microg/mL in Methanol
DB-059756
NS00001502
3-Chloroaniline, puriss., >=99.0% (GC)
EN300-18057
AG-617/02198029
3-Chloroaniline, PESTANAL(R), analytical standard
Q2497496