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3-Chloro-2-methylaniline

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Identification
Molecular formula
C7H8ClN
CAS number
87-60-5
IUPAC name
3-chloro-2-methyl-aniline
State
State

At room temperature, 3-Chloro-2-methylaniline is usually found as a low-melting solid or a liquid, depending on the ambient temperature and purity.

Melting point (Celsius)
20.00
Melting point (Kelvin)
293.15
Boiling point (Celsius)
234.00
Boiling point (Kelvin)
507.15
General information
Molecular weight
141.59g/mol
Molar mass
141.5930g/mol
Density
1.1653g/cm3
Appearence

3-Chloro-2-methylaniline typically appears as a colorless to light-brown liquid. The color may darken upon exposure to light or air due to the formation of impurities. It is also possible for it to be a low-melting solid depending on purity and ambient conditions.

Comment on solubility

Solubility of 3-chloro-2-methyl-aniline

3-chloro-2-methyl-aniline, with the formula C7H9ClN, exhibits characteristic behavior concerning its solubility in various solvents. Understanding the solubility properties of this compound is crucial for its applications in chemical processes. Here are some important points about its solubility:

  • Solvent Polarity: 3-chloro-2-methyl-aniline is primarily soluble in organic solvents such as ethanol, acetone, and ether. This is attributed to its hydrophobic aromatic ring and polar amine group.
  • Water Solubility: The solubility of this compound in water is limited. It does not dissolve well due to the presence of the bulky chlorine atom and the overall structure which reduces its interaction with water molecules.
  • Temperature Factor: Like many organic compounds, solubility may vary with temperature; thus, increasing the temperature can enhance solubility in organic solvents.
  • pH Influence: The solubility can be influenced by the acidity of the environment. In more basic conditions, 3-chloro-2-methyl-aniline may form salts that are more soluble in water.

In summary, 3-chloro-2-methyl-aniline demonstrates higher solubility in organic solvents compared to water, with various factors influencing its solubility profile. Understanding these factors is essential for applications in synthesis and formulation within organic chemistry.

Interesting facts

Interesting Facts About 3-Chloro-2-methyl-aniline

3-Chloro-2-methyl-aniline, also known by its IUPAC name, is an organic compound that belongs to the aniline family. This compound is particularly interesting due to its unique properties and versatile applications.

Key Characteristics

  • Substituted Anilines: The presence of substituents, such as chlorine and a methyl group, on the aniline's aromatic ring significantly affects its chemical behavior and reactivity.
  • Dye Production: One of the principal uses of 3-chloro-2-methyl-aniline is in the synthesis of dyes. Anilines are foundational in creating various colorants used in textiles, plastics, and more.
  • Pharmaceutical Applications: This compound serves as an intermediate in the production of pharmaceuticals, contributing to the synthesis of various active ingredients.
  • Environmental Impact: As an aromatic amine, 3-chloro-2-methyl-aniline can pose challenges regarding environmental safety and human health, emphasizing the need for careful handling and regulation.

Chemical Behavior and Reactions

The structure of 3-chloro-2-methyl-aniline allows for a range of chemical transformations, making it a valuable compound in organic synthesis. Its reactivity includes:

  • Nucleophilic Substitution: The chlorine atom on the benzene ring can undergo nucleophilic substitution reactions, resulting in further functionalization.
  • Reduction Reactions: Anilines are often reducible, presenting opportunities for interesting and useful transformations in synthetic chemistry.

Fun Fact

This compound is often studied in the context of *structure-activity relationships* (SAR) in drug design, showcasing how small changes in its molecular structure can have significant effects on biological activity.

Overall, 3-chloro-2-methyl-aniline stands out as a compound rich in both practical applications and areas of research within the fields of chemistry and materials science.

Synonyms
3-Chloro-2-methylaniline
87-60-5
3-Chloro-o-toluidine
2-Amino-6-chlorotoluene
Benzenamine, 3-chloro-2-methyl-
3-CHLORO-2-METHYLPHENYLAMINE
3-Chloro-2-toluidine
Scarlet TR Base
Fast Scarlet TR Base
o-Methyl-m-chloroaniline
6-Chloro-2-aminotoluene
o-Toluidine, 3-chloro-
2-Methyl-3-chloroaniline
Azoic Diazo Component 46
3-Chlor-2-toluidin
6-Chloro-ortho-toluidine
1-Amino-3-chloro-2-methylbenzene
3-chloro-2-methylbenzenamine
3-Chloro-2-toluidin
Toluene, 2-amino-6-chloro-
3-Chloro-2-toluidin [Czech]
HSDB 5252
3-chloro-2-methyl aniline
NSC 6184
EINECS 201-756-6
UNII-QG8LP81715
BRN 0471697
DTXSID3024815
NSC-6184
MFCD00007766
DTXCID304815
EC 201-756-6
6-Chloro-2-amino-1-methylbenzene
QG8LP81715
4-12-00-01800 (Beilstein Handbook Reference)
1-AMINO-2-METHYL-3-CHLOROBENZENE
3-CHLORO-2-METHYLPHENYLAMINE [HSDB]
TOLFENAMIC ACID IMPURITY B [EP IMPURITY]
3-CHLORO-2-TOLUIDIN (CZECH)
3-Chlor-2-toluidin [Czech]
TOLFENAMIC ACID IMPURITY B (EP IMPURITY)
3-chloro-2-methyl-aniline
3-Chloro-2-methyl-phenylamine
3Chlor2toluidin
3Chloro2toluidin
3Chloro2toluidine
oMethylmchloroaniline
2Amino6chlorotoluene
6Chloro2aminotoluene
6Chloroorthotoluidine
oToluidine, 3chloro
3Chloro2methylaniline
SCARLET TRBASE
3-Chlor-ortho-toluidin
Toluene, 2amino6chloro
3Chloro2methylphenylamine
6-amino-2-chlorotoluene
2-Amino-6-chloro-toluene
1Amino3chloro2methylbenzene
2-methyl-3-chloro-aniline
Benzenamine, 3chloro2methyl
WLN: ZR CG B1
MLS001056302
SCHEMBL171322
CHEMBL1570069
NSC6184
3-Chloro-2-methylaniline, 99%
1-chloro-2-methyl-3-aminobenzene
3-amino-1-chloro-2-methylbenzene
CS-D1106
Tox21_200370
STL168888
AKOS000118880
CAS-87-60-5
NCGC00091335-01
NCGC00091335-02
NCGC00091335-03
NCGC00257924-01
AC-11451
AS-44174
FC140066
SMR001216563
DB-304508
NS00010644
EN300-19575
Q27287248
F2190-0472
Z104474300
201-756-6