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2-Chloroaniline

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Identification
Molecular formula
C6H6ClN
CAS number
95-51-2
IUPAC name
2-chloroaniline
State
State

At room temperature, 2-Chloroaniline can exist as a solid or liquid. It may crystallize and solidify near its melting point, but is often found as an oily liquid due to its low melting point.

Melting point (Celsius)
-2.40
Melting point (Kelvin)
270.75
Boiling point (Celsius)
209.70
Boiling point (Kelvin)
482.85
General information
Molecular weight
127.57g/mol
Molar mass
127.5780g/mol
Density
1.2136g/cm3
Appearence

2-Chloroaniline is typically a pale yellow to dark brown liquid or solid, depending on the temperature. When pure, it may appear colorless but tends to darken on exposure to light and air. It has a characteristic aromatic amine odor.

Comment on solubility

Solubility of 2-chloroaniline

2-chloroaniline, with the chemical formula C6H6ClN, exhibits interesting solubility characteristics due to its structural properties. This compound is a derivative of aniline, where the presence of a chlorine atom significantly influences its interactions with solvents.

Key Points on Solubility:

  • Water Solubility: 2-chloroaniline has limited solubility in water, typically around 1 g/L at 20 °C. The primary reason for this is the hydrophobic aromatic ring, which does not favorably interact with polar water molecules.
  • Organic Solvents: It shows a much higher solubility in organic solvents such as ethanol, acetone, and chloroform. This behavior can be attributed to its compatibility with non-polar and weakly polar environments.
  • Influencing Factors: The solubility can be influenced by factors such as:
    • **Temperature:** As with many organic compounds, increasing temperature generally increases solubility in organic solvents.
    • **pH levels:** The ionization of amino groups may also affect solubility, particularly in aqueous solutions.

In summary, while 2-chloroaniline is less soluble in water, it readily dissolves in a variety of organic solvents, making it a versatile compound in chemical applications. Understanding these solubility dynamics is crucial for effective usage in both laboratory and industrial settings.

Interesting facts

Interesting Facts about 2-Chloroaniline

2-Chloroaniline is a fascinating compound with various applications in the field of organic chemistry and industrial processes. Here are some key points that highlight its importance:

  • Structure and Isomerism: 2-Chloroaniline is part of the aniline family, featuring a chlorine atom attached to the second carbon of the benzene ring. Its structural isomer, 4-chloroaniline, has the chlorine atom on the fourth carbon, showcasing how small changes in molecular structure can lead to different chemical properties.
  • Industrial Applications: This compound plays a significant role in the manufacturing of dyes and pigments. The presence of the amino group (-NH2) allows it to participate in various chemical reactions that produce vibrant colors used in textiles and other materials.
  • Intermediate in Synthesis: 2-Chloroaniline is often used as an intermediate in the synthesis of pharmaceuticals. For instance, it contributes to the production of analgesics and anti-inflammatory drugs, demonstrating its impact on health and medicine.
  • Toxicity and Safety: While it is useful, it is important to handle 2-chloroaniline with care. It has been classified as a potential human carcinogen, emphasizing the need for proper safety protocols in laboratories and industrial settings.
  • Research and Studies: Scientists are continually exploring the compound for its reactivity and potential for creating newer materials. Studies have been conducted on its environmental impact and biodegradability, reflecting the growing awareness of environmental sustainability.

As we delve into the properties and applications of 2-chloroaniline, it becomes evident that this compound is more than just a simple molecule; it represents the intersection of chemistry, industry, and safety, influencing both our daily lives and the ongoing research in the field.

Synonyms
2-CHLOROANILINE
95-51-2
o-Chloroaniline
2-Chlorobenzenamine
Benzenamine, 2-chloro-
2-Chlorophenylamine
1-Amino-2-chlorobenzene
o-Aminochlorobenzene
o-Chloroaminobenzene
Aniline, o-chloro-
Fast Yellow GC Base
o-Chloraniline
NSC 6183
CCRIS 2880
2-CHLORO-ANILINE
HSDB 2045
EINECS 202-426-4
MFCD00007656
UNII-G14I494T2F
Aniline, 2-chloro-
Azoic diazo component 44, base
DTXSID2021810
AI3-16321
G14I494T2F
NSC-6183
2-Amino-1-chlorobenzene
2-CHLOROANILINE-
Benzeneamine, 2-chloro-
CHLOROANILINE, O-
O-CHLOROANILINE [MI]
DTXCID001810
2-CHLOROANILINE [HSDB]
EC 202-426-4
Benzenamine, chloro-
oChloraniline
oChloroaniline
2chloroaniline
6-chloroaniline
o-chloro-aniline
Aniline, ochloro
2Chlorobenzenamine
2Chlorophenylamine
Codeine TMS
2-Chlorbenzolamin
oAminochlorobenzene
oChloroaminobenzene
2-Chloro aniline
2-Chloraminobenzol
2-Chlorbenzenamine
2-Aminochlorobenzol
2-chloroaminobenzene
2-chlorobenzeneamine
1Amino2chlorobenzene
2-Chloro-phenylamine
Benzenamine, 2chloro
27134-26-5
(2-chlorophenyl)amine
1,2-aminochlorobenzene
1-Amino-2-chlorbenzol
2-Chlor-1-aminobenzol
(2-chlorophenyl)-amine
WLN: ZR BG
SCHEMBL25495
MLS002454424
BIDD:GT0224
CHEMBL389885
NSC6183
HMS3039D15
STR00033
Tox21_200802
STL168885
2-Chloroaniline, >=99.5% (GC)
AKOS000119118
CAS-95-51-2
NCGC00091121-01
NCGC00091121-02
NCGC00258356-01
SMR001372017
DB-020908
DS-009850
NS00010859
2-Chloroaniline, technical, >=98.0% (GC)
EN300-17987
2-Chloroaniline 100 microg/mL in Acetonitrile
A15103
2-Chloroaniline, PESTANAL(R), analytical standard
Q2294431
F2190-0428
202-426-4