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o-Aminoethoxybenzene

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Identification
Molecular formula
C8H11NO
CAS number
578-54-1
IUPAC name
2-ethoxyaniline
State
State

At room temperature, 2-ethoxyaniline is a liquid. It is often used in organic synthesis and may emit an aniline-like odor, which is characteristic of aromatic amines.

Melting point (Celsius)
-4.50
Melting point (Kelvin)
268.65
Boiling point (Celsius)
226.00
Boiling point (Kelvin)
499.15
General information
Molecular weight
137.18g/mol
Molar mass
137.1840g/mol
Density
1.0210g/cm3
Appearence

2-Ethoxyaniline appears as a colorless to pale yellow liquid. It is typically clear and may darken upon exposure to air or light, which is common for aromatic amines. Care should be taken to store the compound properly to maintain its appearance.

Comment on solubility

Solubility of 2-ethoxyaniline

2-ethoxyaniline, a substituted aniline compound, exhibits interesting solubility characteristics that are influenced by its molecular structure.

  • Polarity: Due to the presence of the ethoxy group (–OCH2CH3), 2-ethoxyaniline displays some polar characteristics, which can enhance its solubility in polar solvents.
  • Solvent Compatibility: This compound is typically soluble in polar organic solvents such as ethanol and methanol, yet has limited solubility in water. This behavior can be attributed to the balance between its hydrophobic aromatic ring and the polar ethoxy group.
  • pH Influence: The solubility of 2-ethoxyaniline can also be affected by the pH of the solvent. In acidic conditions, it can exist as a protonated amine, leading to increased solubility in aqueous solutions.

Overall, the solubility profile of 2-ethoxyaniline is a testament to the intricate interplay between the organic solvent characteristics and the molecular structure of the compound. As always, one must consider the specific conditions, as they can significantly alter solubility outcomes.

Interesting facts

Interesting Facts about 2-Ethoxyaniline

2-Ethoxyaniline is an aromatic amine that is notable for its unique chemical structure and properties. Here are some captivating aspects of this compound:

  • Chemical Structure: The presence of an ethoxy group in the para position of the aniline makes it a fascinating subject of study. This substitution can significantly influence the reactivity and properties of the molecule.
  • Applications: Due to its ability to undergo electrophilic substitution reactions, 2-ethoxyaniline is often used as an intermediate in the synthesis of dyes, pigments, and pharmaceuticals. Its derivatives also find applications in agrochemicals!
  • Stability: This compound exhibits varying stability under different conditions, making it an exciting candidate for exploring degradation pathways in organic chemistry.
  • Biological Relevance: Some studies suggest that compounds related to 2-ethoxyaniline may have biological activities, which opens up potential avenues for further research in medicinal chemistry.

In the words of a famous chemist, "A compound is not just a combination of elements; it is a story waiting to be told." 2-Ethoxyaniline exemplifies this idea beautifully as it plays a crucial role in several important industrial and chemical processes.

Moreover, its properties and behavior under various conditions can serve as an excellent teaching tool for chemistry students exploring the fascinating world of organic compounds.

Synonyms
o-Phenetidine
2-ETHOXYANILINE
94-70-2
2-Aminophenetole
Benzenamine, 2-ethoxy-
o-Ethoxyaniline
2-Ethoxybenzenamine
o-Aminophenetole
2-Ethoxyphenylamine
1-Amino-2-ethoxybenzene
ETHOXYANILINE
2-Phenetidine
CCRIS 4697
o-phenitidine
1321-31-9
NSC 9818
EINECS 202-356-4
BRN 0637069
DTXSID5025863
AI3-09043
I76155S2AA
PHENETIDINE, O-
NSC-9818
MFCD00007689
O-PHENETIDINE [MI]
MLS002303053
DTXCID105863
EC 202-356-4
4-13-00-00807 (Beilstein Handbook Reference)
SMR001307334
Benzenamine, ar-ethoxy-
oAminophenetole
oEthoxyaniline
2ethoxyaniline
2Aminophenetole
UNII-I76155S2AA
o-Phenetidin
ortho-phenetidine
2-ethoxy aniline
2-ethoxy-aniline
2Ethoxybenzenamine
2Ethoxyphenylamine
2Aminoethoxybenzene
2-aminoethoxybenzene
1Amino2ethoxybenzene
aniline, 2-ethoxy-
Benzenamine, 2ethoxy
oAminophenol, ethyl ester
cid_7203
Oprea1_234512
SCHEMBL15704
BIDD:GT0222
CHEMBL1525301
BDBM74412
NSC9818
CHEBI:190954
DTXSID501055364
HMS3039A17
O-AMINOPHENOL, ETHYL ESTER
o-Phenetidine, >=97.0% (GC)
Tox21_201003
STL169148
AKOS000102651
CS-W004149
FS-4093
UN 2311
CAS-94-70-2
NCGC00091388-01
NCGC00091388-02
NCGC00258556-01
NS00011444
P0089
EN300-20503
F87373
Q27280535
F2190-0443
Z104478442
202-356-4