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2-(4-nitroanilino)acetic acid

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Identification
Molecular formula
C8H8N2O4
CAS number
15147-19-6
IUPAC name
2-(4-nitroanilino)acetic acid
State
State

At room temperature, 2-(4-nitroanilino)acetic acid is typically found in a solid state. Its crystalline nature influences its solid state form, contributing to its stability and clearly defined appearance at room conditions.

Melting point (Celsius)
169.00
Melting point (Kelvin)
442.15
Boiling point (Celsius)
372.00
Boiling point (Kelvin)
645.15
General information
Molecular weight
196.16g/mol
Molar mass
196.1640g/mol
Density
1.4513g/cm3
Appearence

2-(4-Nitroanilino)acetic acid appears as a yellow crystalline solid. As a crystalline compound, it generally has a defined geometric structure at the microscopic level, often forming crystalline shapes that are observable when magnified.

Comment on solubility

Solubility of 2-(4-nitroanilino)acetic acid

2-(4-nitroanilino)acetic acid, with its complex structure, demonstrates notable solubility characteristics largely influenced by its polar functional groups. This compound is classified as a weak acid and exhibits a tendency to dissolve in polar solvents due to the presence of both the nitro group and the carboxylic acid group.

Key Points of Solubility:

  • Solvents: This compound is generally soluble in water and organic solvents such as methanol and ethanol.
  • pH Effect: The degree of solubility can be affected by the pH of the solution. At lower pH values, the carboxylic acid group is protonated, which may hinder solubility.
  • Concentration: Its solubility is concentration-dependent, and at higher concentrations, saturation can limit its solubility.
  • Effects of Temperature: Increasing the temperature usually enhances solubility, facilitating better dissolution.

Understanding the solubility of 2-(4-nitroanilino)acetic acid is crucial in various applications, including pharmaceuticals and materials science, where its dissolution behavior can significantly impact performance and efficacy.

Interesting facts

Interesting Facts About 2-(4-Nitroanilino)acetic Acid

2-(4-Nitroanilino)acetic acid is a fascinating compound that combines elements of organic chemistry with various applications in biochemistry and pharmaceuticals. Here are some intriguing insights about this compound:

  • Structure and Functionality: The presence of a nitro group (-NO2) on the aniline portion of the molecule significantly increases its reactivity. This functional group can engage in electrophilic substitution reactions, making it valuable in synthetic chemistry.
  • Role in Drug Development: Compounds like 2-(4-nitroanilino)acetic acid often serve as intermediates in the synthesis of pharmaceutical agents. Their structural modifications can lead to enhanced biological activities.
  • Biological Relevance: This compound has been studied for its potential effects on biological systems, particularly in relation to enzyme inhibition and its role in metabolic pathways.
  • Research and Applications: Scientists frequently examine 2-(4-nitroanilino)acetic acid as a model compound for understanding the behavior of more complex nitrogen-containing derivatives in various chemical reactions.
  • Spectroscopic Techniques: Due to its unique structural features, 2-(4-nitroanilino)acetic acid can be effectively analyzed using techniques like NMR (Nuclear Magnetic Resonance) and IR (Infrared Spectroscopy), providing insights into its molecular identity and interactions.

In summary, 2-(4-nitroanilino)acetic acid represents a bridge between various fields of chemistry, illustrating the intricate relationships between molecular design, reactivity, and practical applications in science. Its study not only enhances our understanding of organic compounds but also contributes to advancements in medicinal chemistry.

Synonyms
619-91-0
Glycine, N-(4-nitrophenyl)-
N-(4-nitrophenyl)glycine
2-[(4-nitrophenyl)amino]acetic acid
2-((4-Nitrophenyl)amino)acetic acid
N-(p-Nitrophenyl)glycine
GLYCINE, N-(p-NITROPHENYL)-
NSC 32068
BRN 2807044
AI3-09018
DTXSID1060712
DTXCID0043185
800-115-3
(4-nitroanilino)acetic acid
2-(4-nitroanilino)acetic acid
NSC32068
MFCD00771958
4-Nitrophenyl-glycin
(4-nitrophenyl)glycine
SCHEMBL1126414
2-(4-nitrophenylamino)acetic acid
(4-Nitro-phenylamino)-acetic acid
2-((4-Nitrophenyl)amino)aceticacid
NSC-32068
STK248903
AKOS000125110
4-(n-carboxymethyl-amino)-nitrobenzene
SS-4568
DB-364094
F79023
AE-562/07151040