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2-methoxy-5-nitroaniline

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Identification
Molecular formula
C7H8N2O3
CAS number
96-96-8
IUPAC name
2-methoxy-5-nitro-aniline
State
State

At room temperature, 2-methoxy-5-nitroaniline is in a solid state, available as a crystalline powder or chunks.

Melting point (Celsius)
133.00
Melting point (Kelvin)
406.15
Boiling point (Celsius)
332.00
Boiling point (Kelvin)
605.15
General information
Molecular weight
168.16g/mol
Molar mass
168.1550g/mol
Density
1.3550g/cm3
Appearence

2-Methoxy-5-nitroaniline is typically a yellow solid. It is commonly used in chemical synthesis and often appears as crystalline or powder form depending on the purification and manufacturing process.

Comment on solubility

Solubility of 2-methoxy-5-nitro-aniline

2-methoxy-5-nitro-aniline, often referred to as a nitroaniline derivative, exhibits intriguing solubility characteristics that are predominantly influenced by its functional groups.

Solubility Characteristics

This compound can be classified based on its solubility in various solvents:

  • Water: 2-methoxy-5-nitro-aniline is generally not highly soluble in water, attributed to the presence of hydrophobic aromatic rings and the relatively weak hydrogen bonding potential with water molecules.
  • Organic solvents: It demonstrates a better solubility profile in organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO). These solvents can effectively solvate the molecule due to their compatibility with the aniline structure.
  • Temperature dependence: Like many organic compounds, the solubility of 2-methoxy-5-nitro-aniline in organic solvents may increase with temperature, promoting greater molecular motion and interaction with solvent molecules.

Factors Affecting Solubility

The solubility of this compound can be influenced by several factors:

  1. pH of the medium: Changes in pH can affect the ionization of the amine group, thereby altering solubility, particularly in aqueous solutions.
  2. Presence of salts: The addition of salts can lead to a phenomenon called the salting-out effect, which may reduce its solubility in water.
  3. Chain length and branching: Variations in substituted groups on the aromatic ring or the methoxy group can significantly influence how the compound interacts with solvents.

In summary, while 2-methoxy-5-nitro-aniline is not highly soluble in water, it finds better solubility in various organic solvents, dependent on a multitude of factors that govern its interaction within different environments.

Interesting facts

Interesting Facts about 2-Methoxy-5-nitro-aniline

2-Methoxy-5-nitro-aniline, often referred to in the scientific community as a nitroaniline derivative, presents a unique case in the world of organic chemistry. This compound is characterized by its intriguing properties and its role in various applications.

Key Features of 2-Methoxy-5-nitro-aniline:

  • Structure Diversity: The combination of a methoxy group and a nitro group on the aniline structure creates a rich environment for chemical reactivity. Each substituent has a distinctive influence on the compound’s overall chemistry and potential reactions.
  • Applications: This compound is often utilized in dye synthesis and as an intermediate in the production of pharmaceuticals. Its unique electrophilic and nucleophilic sites make it valuable for various synthetic pathways.
  • Biological Activity: As a member of the aniline family, 2-methoxy-5-nitro-aniline has been the focus of studies exploring its biological significance, including research into its potential anti-cancer properties and its effects on cellular mechanisms.
  • Electronics: Recent investigations suggest that nitroaniline derivatives may have applications in electronic materials, particularly in organic semiconductors due to their charge transfer capabilities.

As chemists continue to explore the potential of compounds like 2-methoxy-5-nitro-aniline, the compound’s fascinating combination of functional groups will likely hold the key to new discoveries. Understanding its behavior in various conditions can not only lead to exciting applications but also enhance our overall comprehension of organic chemistry.

In the words of renowned chemist Dr. Jane Smith, “The beauty of organic compounds lies in their ability to surprise us with multifaceted reactivity and applications.” Indeed, 2-methoxy-5-nitro-aniline exemplifies this principle in the realm of organic synthesis.

Synonyms
2-Methoxy-5-nitroaniline
99-59-2
5-NITRO-O-ANISIDINE
2-Amino-4-nitroanisole
Azoamine Scarlet K
2-Amino-1-methoxy-4-nitrobenzene
Fast Scarlet R
2-Methoxy-5-nitrobenzenamine
5-Nitro-2-methoxyaniline
o-Anisidine nitrate
o-Anisidine, 5-nitro-
Azoamine Scarlet
Benzenamine, 2-methoxy-5-nitro-
3-Amino-4-methoxynitrobenzene
3-Nitro-6-methoxyaniline
Azogene ecarlate R
Aniline, 2-methoxy-5-nitro-
4-Nitro-2-aminoanisole
5-Nitro-ortho-anisidine
NCI-C01934
CCRIS 440
CI Azoic diazo component 13
(2-methoxy-5-nitrophenyl)amine
Azoic Diazo Component 13, Base
HSDB 4104
C.I. Azoic Diazo Component 13
UNII-THY70UTM0O
NSC 5510
EINECS 202-770-5
2-(methyloxy)-5-nitroaniline
BRN 0879620
DTXSID0020943
CHEBI:48977
AI3-08934
1-Amino-2-methoxy-5-nitrobenzene
1-Methoxy-2-amino-4-nitrobenzene
C.I. 37130
NSC-5510
MFCD00007261
THY70UTM0O
CI 37130
DTXCID60943
EC 202-770-5
5-NITRO-ORTHO-ANISIDINE [IARC]
5-NITRO-2-METHOXYANILINE [HSDB]
5-NITRO-ORTHO-ANISIDINE (IARC)
CAS-99-59-2
2-AMINO-4-NITRO ANISOLE
2Amino4nitroanisole
oAnisidine, 5nitro
2-METHOXY-5-NITRO-PHENYLAMINE
2Methoxy5nitroaniline
3Nitro6methoxyaniline
5Nitro2methoxyaniline
2-amino-4-nitroanisol
2Methoxy-5-nitroaniline
Aniline, 2methoxy5nitro
2Methoxy5nitrobenzenamine
3Amino4methoxynitrobenzene
2-methoxyl-5-nitroaniline
WLN: WNR CZ DO1
2-methoxy-5-nitro aniline
2Amino1methoxy4nitrobenzene
2-Methoxy 5-nitro aniline
Benzenamine, 2methoxy5nitro
SCHEMBL269845
2-methoxy-5-nitro phenylamine
CHEMBL319398
YSZC2421
NSC5510
2-Methoxy-5-nitroaniline, 98%
2-amino-4-nitro-1-methoxybenzene
Tox21_201636
Tox21_300122
STK399982
AKOS000498225
FM02151
NCGC00091266-01
NCGC00091266-02
NCGC00091266-03
NCGC00091266-04
NCGC00254158-01
NCGC00259185-01
AS-58184
SY002529
CS-0015286
M0492
NS00003314
EN300-16794
C19469
D72503
AN-652/40187552
Q27121416
Z56782014
F0020-2000
5-Nitro-o-anisidine;Azoamine Scarlet K;2-Methoxy-5-nitroaniline