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2-Ethoxy-5-nitroaniline

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Identification
Molecular formula
C8H10N2O3
CAS number
621-35-2
IUPAC name
2-ethoxy-5-nitro-aniline
State
State

At room temperature, 2-Ethoxy-5-nitroaniline is a solid. It is stable but should be handled with care, as is typical for chemicals containing both nitro groups and aromatic amines.

Melting point (Celsius)
93.00
Melting point (Kelvin)
366.00
Boiling point (Celsius)
343.00
Boiling point (Kelvin)
616.00
General information
Molecular weight
196.18g/mol
Molar mass
196.1990g/mol
Density
1.2185g/cm3
Appearence

2-Ethoxy-5-nitroaniline typically appears as a yellow crystalline solid. The compound is known for its distinct yellow color, which is characteristic of many nitro compounds due to their absorption of light in the visible region.

Comment on solubility

Solubility of 2-ethoxy-5-nitro-aniline

2-ethoxy-5-nitro-aniline exhibits interesting solubility characteristics that can be greatly influenced by its molecular structure.

Typically, the solubility of this compound can be summarized as follows:

  • Polarity: The presence of both the nitro group and the ethoxy group affects the overall polarity of the molecule. This leads to moderate solubility in polar solvents, such as water.
  • Hydrogen Bonding: The amino group (-NH2) can engage in hydrogen bonding, enhancing solubility in water-based solutions.
  • Solvent Interaction: In less polar solvents, this compound may show limited solubility due to the hydrophobic ethoxy chain, which interacts poorly with non-polar solvents.
  • Overall Behavior: As a result, 2-ethoxy-5-nitro-aniline is generally more soluble in organic solvents like alcohols compared to aliphatic hydrocarbons.

In summary, while 2-ethoxy-5-nitro-aniline demonstrates a certain degree of solubility in various solvents, the specific interactions with solvent molecules fundamentally govern its solubility profile. Understanding these interactions can provide insights into potential applications and behaviors in chemical processes.

Interesting facts

Interesting Facts About 2-Ethoxy-5-Nitro-Aniline

2-Ethoxy-5-nitro-aniline is a fascinating compound that finds its utility in various fields, particularly in organic chemistry and dye manufacturing. Here are some notable aspects of this compound:

  • Structural Significance: The compound features both an ethoxy group and a nitro group attached to an aniline backbone, making it a unique molecule that can participate in multiple chemical reactions.
  • Applications in Dyes: It is an important precursor in the synthesis of azo dyes, which are widely used in the textile industry. Its vibrant color properties make it particularly valuable.
  • Biological Relevance: Compounds with nitro groups often exhibit interesting biological activities, which makes 2-ethoxy-5-nitro-aniline a candidate for medicinal chemistry research.
  • Research Potential: Researchers are continually investigating the reactivity of nitro compounds in drug design and development due to their potential to act as effective pharmacophores.

As scientists delve deeper into the properties and reactions of 2-ethoxy-5-nitro-aniline, they uncover new pathways in both synthetic chemistry and pharmaceuticals. The intricacies of its structure make it a compelling subject for study, showcasing how even simple modifications can lead to complex behaviors in chemical reactivity.

In conclusion, the multifaceted nature of 2-ethoxy-5-nitro-aniline not only highlights the richness of organic compounds but also underscores the importance of functional groups in determining the properties and applications of chemical substances.

Synonyms
2-Ethoxy-5-nitroaniline
136-79-8
5-Nitro-o-phenetidine
Douxan
Neo-douxan
X4P5398Z3H
Benzenamine, 2-ethoxy-5-nitro-
5-nitro-2-ethoxyaniline
BRN 2720549
2-Ethoxy-5-nitrobenzenamine
UNII-X4P5398Z3H
1-Aethoxy-2-amino-4-nitrobenzol [German]
1-Aethoxy-2-amino-4-nitrobenzol
1-Oxy-2-amino-4-nitrobenzol aethyl ether [German]
1-Oxy-2-amino-4-nitrobenzol aethyl ether
o-Phenetidine, 5-nitro-
SCHEMBL700508
4-Athoxy-3-amino-nitrobenzene
CHEMBL108064
4-NITRO-2-AMINOPHENETOLE
DTXSID80870485
AAA13679
5-NITRO-O-PHENETIDINE [MI]
ANILINE, 2-ETHOXY-5-NITRO-
AKOS003632268
1-ETHOXY-2-AMINO-4-NITROBENZENE
CS-0238416
1-NITRO-3-AMINO-4-PHENYL ETHYL ETHER
EN300-195001
G31976
AE-562/12222120
Q27293555
Z991540744