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4-Chloro-2-methylaniline

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Identification
Molecular formula
C7H8ClN
CAS number
95-69-2
IUPAC name
4-chloro-2-methyl-aniline
State
State

At room temperature, 4-Chloro-2-methylaniline is generally found as a crystalline solid.

Melting point (Celsius)
35.00
Melting point (Kelvin)
308.00
Boiling point (Celsius)
240.00
Boiling point (Kelvin)
513.00
General information
Molecular weight
141.59g/mol
Molar mass
141.5880g/mol
Density
1.1790g/cm3
Appearence

4-Chloro-2-methylaniline typically appears as a colorless to yellow crystalline solid. Its appearance can vary slightly depending on the level of impurities present.

Comment on solubility

Solubility of 4-chloro-2-methyl-aniline

4-chloro-2-methyl-aniline, known chemically as p-chloro-m-toluidine or by its formula C7H8ClN, presents interesting characteristics regarding its solubility:

  • Solvent Compatibility: This compound is soluble in organic solvents such as ethanol and acetone but demonstrates limited solubility in water.
  • Hydrophobic Nature: Due to its aromatic structure, 4-chloro-2-methyl-aniline has significant hydrophobic traits, which contribute to its decreased solubility in polar solvents.
  • Temperature Effects: Like many organic compounds, solubility can be affected by temperature; increased temperatures often enhance solubility in organic solvents.
  • pH Influence: The solubility of 4-chloro-2-methyl-aniline can also be influenced by pH levels, as protonation of the amino group can lead to increased solubility in aqueous environments.

In summary, while 4-chloro-2-methyl-aniline is better suited to organic solutions, it is important to take into account factors such as solvent choice, temperature, and pH when assessing its solubility properties. As a rule of thumb, the more polar the solvent, the better the solubility for polar compounds.

Interesting facts

Interesting Facts about 4-Chloro-2-methyl-aniline

4-Chloro-2-methyl-aniline, a member of the aniline family of compounds, is significant in various industrial applications and organic synthesis. This compound exhibits some fascinating characteristics:

  • Chemical Structure: The presence of both a chlorine atom and a methyl group on the aniline ring influences the chemical properties and reactivity of the molecule. These substituents can lead to unique reactivity patterns in reactions.
  • Industrial Relevance: This compound is often used as a precursor in the production of dyes, particularly azo dyes, which are widely applied in textiles and other industries.
  • Pharmaceutical Applications: Compounds derived from aniline structures, including 4-chloro-2-methyl-aniline, may serve as important intermediates in the synthesis of pharmaceuticals and agrochemicals.
  • Environmental Considerations: Like many amine compounds, 4-chloro-2-methyl-aniline must be handled with care due to its potential toxicity and environmental impact. Chemists are increasingly focused on developing safer synthesis routes and mitigation strategies.
  • Reactivity: The compound can undergo electrophilic substitutions and is known to participate in aromatic nucleophilic substitution reactions, making it a versatile building block in organic synthesis.

As a student or scientist working with this compound, it’s crucial to consider both its utility and the responsibility that comes with its usage!

In summary, 4-chloro-2-methyl-aniline is not just a simple aromatic compound; it is a gateway to understanding more complex chemical processes and applications that have far-reaching implications in multiple fields.

Synonyms
4-Chloro-2-methylaniline
95-69-2
4-CHLORO-O-TOLUIDINE
2-Amino-5-chlorotoluene
p-Chloro-o-toluidine
Fast Red TR Base
Benzenamine, 4-chloro-2-methyl-
Kambamine Red TR
Red TR base
4-Chloro-2-toluidine
Kako Red TR Base
Daito Red Base TR
o-Toluidine, 4-chloro-
Mitsui Red TR Base
2-Methyl-4-chloroaniline
Deval Red K
Deval Red TR
Fast Red TR
Red Base NTR
Fast Red Base TR
Red Base Ciba IX
Red Base Irga IX
5-Chloro-2-aminotoluene
Sanyo Fast Red TR Base
Fast Red Tr11
4-Chloro-6-methylaniline
Fast Red TRO Base
Diazo Fast Red TRA
Fast Red 5CT Base
Tulabase Fast Red TR
3-Chloro-6-aminotoluene
Azoene Fast Red TR Base
Amarthol Fast Red TR Base
Brentamine Fast Red TR Base
4-Chloro-2-methylbenzeneamine
Azoic Diazo Component 11, base
4-Chloro-ortho-toluidine
NSC 4979
4-Chloro-2-methylbenzenamine
DTXSID1041508
CHEBI:82276
NSC-4979
87999-30-2
95NB978426
Benzenamine, 4-chloro-2-methyl-, labeled with carbon-14, hydrochloride
4-Chloro-2-methylaniline 100 microg/mL in Methanol
Caswell No. 216H
4-chloro-2-methylphenylamine
4-CHLORO-2-METHYL-PHENYLAMINE
CCRIS 7518
HSDB 2061
4-chloro-o-methylaniline
EINECS 202-441-6
Asymmetric meta-chloro-ortho-toluidine
4-chloro-2-methyl aniline
BRN 0878505
UNII-95NB978426
MFCD00007842
Fast Red TR-T Base
Devol Red K (Salt/Mix)
WLN: ZR DG B1
Kromon Green B (Salt/Mix)
SCHEMBL92153
4-12-00-01796 (Beilstein Handbook Reference)
NSC 7629 (Salt/Mix)
aniline, 4-chloro-2-methyl-
CHEMBL3181910
DTXCID9021508
NCI-C02368 (Salt/Mix)
Neutrosel Red TRVA (Salt/Mix)
NSC4979
4-Chloro-2-methylaniline, 98%
Azogene Fast Red TR (Salt/Mix)
STR01685
Tox21_300857
STL163571
AKOS000118867
CS-W007906
FC64323
CAS-95-69-2
4-CHLORO-ORTHO-TOLUIDINE [IARC]
NCGC00248193-01
NCGC00248193-02
NCGC00254760-01
BP-11292
DB-024295
A0704
NS00004103
4-Chloro-2-methylaniline, analytical standard
EN300-19546
C19169
D78538
4-Chloro-2-methylaniline, purum, >=98.0% (GC)
Q10859489
F1995-0194
Z104474180
InChI=1/C7H8ClN/c1-5-4-6(8)2-3-7(5)9/h2-4H,9H2,1H
4-Chloro-o-toluidine; 2-Amino-5-chlorotoluene; 2-Methyl-4-chloroaniline; 4-Chloro-2-methylbenzenamine; 4-Chloro-6-methylaniline; 5-Chloro-2-aminotoluene