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4-Methyl-2-nitroaniline

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Identification
Molecular formula
C7H8N2O2
CAS number
89-52-1
IUPAC name
4-methyl-2-nitro-aniline
State
State

At room temperature, 4-methyl-2-nitroaniline is in a solid state. It maintains its stability as a crystalline powder unless exposed to elevated temperatures, at which point it will transition to a liquid state upon reaching its melting point.

Melting point (Celsius)
149.00
Melting point (Kelvin)
422.15
Boiling point (Celsius)
294.00
Boiling point (Kelvin)
567.15
General information
Molecular weight
152.15g/mol
Molar mass
152.1500g/mol
Density
1.2820g/cm3
Appearence

4-Methyl-2-nitroaniline appears as a yellow crystalline solid. It is often encountered in its powder form and is known for its vibrant yellow color, which can be attributed to the nitro group in its structure. The compound is typically crystalline in nature and can sometimes form large, distinct crystals depending on the conditions under which it has crystallized.

Comment on solubility

Solubility of 4-methyl-2-nitro-aniline

4-methyl-2-nitro-aniline (C7H8N2O2) demonstrates interesting solubility characteristics that can be attributed to its functional groups. Understanding the solubility of this compound involves considering various factors:

  • Polar Nature: The presence of the nitro group (-NO2) contributes to the compound's polarity, which can enhance solubility in polar solvents.
  • Hydrophobic Characteristics: The methyl group (-CH3) provides a hydrophobic character, influencing its solubility in non-polar solvents.
  • Solvent Interactions: 4-methyl-2-nitro-aniline is generally more soluble in organic solvents like ethanol and acetone than in water, implying that it favors solvent environments that can engage in dipole-dipole interactions.
  • Temperature Effects: Increasing temperature typically enhances solubility in most cases, a fact that can be experimentally validated for this compound.

In summary, while 4-methyl-2-nitro-aniline is more soluble in organic solvents due to its structure, its solubility can vary significantly based on the solvent's properties and temperature conditions. As the saying goes, "like dissolves like," and this principle is key in understanding its solubility behavior.

Interesting facts

Interesting Facts about 4-Methyl-2-nitro-aniline

4-Methyl-2-nitro-aniline, often abbreviated as 4-MNA, is an intriguing compound with notable significance in both chemistry and industry. As a derivative of aniline, it contains both nitro and methyl functional groups, which greatly influence its reactivity and application.

Chemical Structure and Properties

This compound features a benzene ring with several functional groups which contribute to its unique properties:

  • Nitro group (–NO2): This electron-withdrawing group enhances the acidity of the compound and influences the reactivity in electrophilic substitution reactions.
  • Methyl group (–CH3): This group acts as an electron-donating substituent, influencing the electron density around the aromatic ring.

Applications

4-Methyl-2-nitro-aniline serves various purposes in different fields:

  • Dyes and Pigments: It is commonly used as an intermediate in the production of azo dyes, which are vital in the textile industry.
  • Pharmaceuticals: Its derivatives are often researched for potential therapeutic applications, particularly in drug synthesis.
  • Analytical Chemistry: It can be a reagent in various analytical methods due to its reactivity profile.

Safety and Environmental Concerns

Despite its applications, handling 4-methyl-2-nitro-aniline requires caution. As with many nitro-substituted anilines, it is important to be aware of:

  • Potential toxicity and carcinogenicity, necessitating strict safety protocols during handling.
  • Environmental impact, emphasizing the need for proper disposal and waste management practices.

In conclusion, 4-Methyl-2-nitro-aniline is more than just a chemical compound; it embodies the complexities and interconnectedness of chemical structure, properties, and applications. Understanding the nuances associated with such compounds not only enriches our knowledge but also aids in the responsible advancement of chemical technologies. As the famous chemist Linus Pauling once said, "The best way to have a good idea is to have a lot of ideas." This rings especially true in the realm of compound exploration and utilization.

Synonyms
4-Methyl-2-nitroaniline
89-62-3
2-NITRO-P-TOLUIDINE
4-Amino-3-nitrotoluene
3-Nitro-4-aminotoluene
2-Nitro-4-methylaniline
Fast Red GL
4-Methyl-6-nitroaniline
Benzenamine, 4-methyl-2-nitro-
Red Base NGL
4-Methyl-2-nitrobenzenamine
Azoamine Red A
Azobase NAT
Fast Red 3NT Base
1-Amino-2-nitro-4-methylbenzene
Devol Red G
Fast Red G Base
Lake Red G Base
Red G Base
Red G Salt
Devol Red Salt G
Fast Red Base GL
Fast Red Base JL
Fast Red GL Base
Lithosol Scarlet Base M
p-Toluidine, 2-nitro-
Diazo Fast Red GL
Fast Red MGL Base
MNPT
Red Base Ciba VII
Red Base Irga VII
Red Salt Ciba VII
Red Salt Irga VII
Azofix Red GL Salt
Mitsui Red GL Base
Fast Red 3NT Salt
Tulabase Fast Red GL
Naphthanil Red G Base
HD Fast Red GL Base
Toyo Fast Red GL Base
Azoic Diazo Component 8
Azoene Fast Red Red GL Salt
Sanyo Fast Red GL Base
Lithosol Scarlet Base MB
Lithosol Scarlet Base MW
Lithosol Scarlet Base MBW
C.I. Azoic Diazo Component 8
Amarthol Fast Red GL Base
Amarthol Fast Red GL Salt
Hiltonil Fast Red GL Base
Hiltosal Fast Red GL Salt
Naphtoelan Fast Red GL Base
Shinnippon Fast Red GL Base
C.I. 37110
m-nitro-p-aminotoluene
CCRIS 2773
DTXSID2025632
4-methyl-2-nitro-aniline
NSC 2759
EINECS 201-924-9
MFCD00007907
VA01LI60P4
(4-Methyl-2-nitrophenyl)amine
CHEBI:66920
AI3-09044
NSC-2759
Azoic diazo component 8, base
O-NITRO-P-METHYLANILINE
P-METHYL-O-NITROANILINE
DTXCID405632
4-METHYL-O-NITROANILINE
EC 201-924-9
CI AZOIC DIAZO COMPONENT 8
CI 37110
CAS-89-62-3
4-Methyl-2-nitroaniline; 4-Amino-3-nitrotoluene
2Nitroptoluidine
3Nitro4toluidine
3Nitro4aminotoluene
4Amino3nitrotoluene
pToluidine, 2nitro
2Nitro4methylaniline
4Methyl2nitroaniline
4Methyl6nitroaniline
4Methyl2nitrobenzenamine
1Amino2nitro4methylbenzene
Benzenamine, 4methyl2nitro
UNII-VA01LI60P4
SCHEMBL98492
2-NITRO-4-TOLUIDINE
aniline, 4-methyl-2-nitro-
MLS002415703
CHEMBL1496758
SCHEMBL12333480
(4-methyl-2-nitro-phenyl)amine
4-Methyl-2-nitroaniline, 98%
4-METHYL-2-NITROANILINE (4-AMINO-3-NITROTOLUENE)
NSC2759
HMS3039L10
Tox21_202055
Tox21_303189
4-METHYL-2-NITROBENZENEAMINE
STL199144
4-METHYL-2-NITRO-PHENYLAMINE
AKOS000119668
AB00900
BENZENAMINE, 4-METHYL-2-NITRO
PS-5792
NCGC00091299-01
NCGC00091299-02
NCGC00091299-03
NCGC00257051-01
NCGC00259604-01
SMR001370891
N0114
NS00004030
EN300-19897
AC-907/25014175
Q27135519
F0001-2197
Z104475996
InChI=1/C7H8N2O2/c1-5-2-3-6(8)7(4-5)9(10)11/h2-4H,8H2,1H
201-924-9