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5-Nitroindole-3-acetophenone

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Identification
Molecular formula
C10H8N2O3
CAS number
7763-84-6
IUPAC name
1-(5-nitro-1H-indol-3-yl)ethanone
State
State

At room temperature, the compound is in a solid state. It is commonly used in the laboratory setting in its crystalline form.

Melting point (Celsius)
182.00
Melting point (Kelvin)
455.15
Boiling point (Celsius)
441.00
Boiling point (Kelvin)
714.15
General information
Molecular weight
216.18g/mol
Molar mass
216.1840g/mol
Density
1.2250g/cm3
Appearence

1-(5-nitro-1H-indol-3-yl)ethanone typically appears as a yellow crystalline solid. The compound is often used in organic synthesis and may exhibit varying shades of yellow depending on purity and specific lighting conditions.

Comment on solubility

Solubility of 1-(5-nitro-1H-indol-3-yl)ethanone

1-(5-nitro-1H-indol-3-yl)ethanone, a compound with a complex aromatic structure, exhibits intriguing solubility characteristics. Understanding the solubility of this compound is crucial for its applications in various fields, including pharmaceuticals and organic synthesis. Below are some key points regarding its solubility:

  • Solvent Compatibility: 1-(5-nitro-1H-indol-3-yl)ethanone is primarily soluble in polar organic solvents such as ethanol, methanol, and acetone.
  • Water Solubility: The compound shows limited water solubility, a common characteristic of many nitro-substituted indole derivatives.
  • Temperature Dependency: As with many organic compounds, solubility may increase with temperature. Elevated temperatures can aid in dissolving this compound in the mentioned solvents.
  • Effect of pH: The solubility can also be influenced by pH, as changes in ionic strength and charge can affect the interaction of this compound with solvent molecules.

In summary, while 1-(5-nitro-1H-indol-3-yl)ethanone has favorable solubility in certain organic solvents, its limited solubility in water may pose challenges for applications requiring aqueous solutions. Therefore, the choice of solvent plays a vital role in harnessing the properties of this compound effectively.

Interesting facts

Interesting Facts About 1-(5-nitro-1H-indol-3-yl)ethanone

The compound 1-(5-nitro-1H-indol-3-yl)ethanone, often referred to in the context of biochemical research, presents a wealth of interesting attributes:

  • Structural Significance: This compound features an indole structure, which is a foundational framework in many biological molecules, particularly in pharmaceuticals. The presence of a nitro group enhances its reactivity and potential biological activity.
  • Biological Relevance: Compounds like 1-(5-nitro-1H-indol-3-yl)ethanone are studied for their ability to interact with biological systems. They may exhibit antimicrobial or anticancer properties, making them subjects of interest in medicinal chemistry.
  • Mechanism of Action: Research surrounding similar nitrated indole compounds suggests they may affect cellular pathways through mechanisms such as oxidative stress modulation or enzyme inhibition, which are crucial in the development of therapeutic agents.
  • Synthetic Pathways: The synthesis of this compound often involves intricate organic reactions that showcase the creativity and precision necessary in organic chemistry. Techniques like nitration and acylation play essential roles in constructing its unique chemical structure.
  • Pharmacophore Characteristics: Being a part of larger classes of compounds, understanding its pharmacophore can lead to the development of more potent analogs. This helps in the optimization of drug design.
  • Application in Organic Chemistry: The study of such compounds contributes significantly to materials science and organic synthesis, enabling chemists to unveil new pathways for creating complex molecules.

In summary, 1-(5-nitro-1H-indol-3-yl)ethanone is not just a simple compound; it stands at the crossroads of chemistry and biology, illustrating the intricate interplay of structure and function that is central to the study of chemical sciences.

Synonyms
1-(5-nitro-1H-indol-3-yl)ethan-1-one
993-898-7
4771-10-2
1-(5-nitro-1H-indol-3-yl)ethanone
3-Acetyl-5-nitroindole
INDOLE, 3-ACETYL-5-NITRO-
3-Acetyl-5-nitro-1H-indole
NSC60432
NSC 60432
BRN 1533870
SCHEMBL5213756
DTXSID10197258
MKWCZAGQLZTPIE-UHFFFAOYSA-N
NSC-60432
AKOS008126044
CS-0251081
EN300-53495
5-21-08-00301 (Beilstein Handbook Reference)
Z382706814