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4-(5-Bromo-2-oxoindolin-3-ylidene)azobenzenesulfonamide

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Identification
Molecular formula
C20H14BrN3O3S
CAS number
Not Available
IUPAC name
4-(5-bromo-2-oxo-indol-3-yl)azobenzenesulfonamide
State
State

The compound is typically a solid at room temperature. As it is used in applications involving dyes or pharmaceuticals, it is often handled in solid form.

Melting point (Celsius)
210.00
Melting point (Kelvin)
483.15
Boiling point (Celsius)
500.00
Boiling point (Kelvin)
773.15
General information
Molecular weight
416.25g/mol
Molar mass
416.2530g/mol
Density
1.6576g/cm3
Appearence

The compound typically appears as a crystalline solid. It is an organic compound that might range from yellow to reddish-brown depending on purity and specific crystalline form. Its appearance can be attributed to the azo linkage, which imparts color to the molecule.

Comment on solubility

Solubility of 4-(5-bromo-2-oxo-indol-3-yl)azobenzenesulfonamide: C20H14BrN3O3S

The solubility of 4-(5-bromo-2-oxo-indol-3-yl)azobenzenesulfonamide in various solvents is an intriguing aspect of its chemical behavior. Understanding its solubility can help inform applications in both organic synthesis and pharmaceuticals. Here are some key points regarding its solubility:

  • Polar solvents: This compound may exhibit limited solubility in highly polar solvents like water due to the large nonpolar azobenzene moiety and sulfonamide group, which can hinder hydrogen bonding.
  • Nonpolar solvents: Conversely, it is likely to be more soluble in nonpolar organic solvents such as toluene or dichloromethane, where the nonpolar characteristics can better stabilize the molecule.
  • pH dependence: The solubility might also change significantly with pH levels, particularly due to the sulfonamide group which can become ionized in basic conditions, potentially increasing solubility.
  • Temperature effect: Raising the temperature may enhance solubility in both types of solvents as molecular motion increases.

In summary, the solubility of 4-(5-bromo-2-oxo-indol-3-yl)azobenzenesulfonamide is a multifaceted property that can significantly influence its practical applications. Exploring various environmental conditions can lend further insights into optimizing its use in research and industrial formulations.

Interesting facts

Interesting Facts about 4-(5-bromo-2-oxo-indol-3-yl)azobenzenesulfonamide

4-(5-bromo-2-oxo-indol-3-yl)azobenzenesulfonamide is a fascinating compound that belongs to the family of azo compounds, which are characterized by the presence of the azo group (–N=N–) connecting two aromatic systems.

Chemical Structure and Functionality

This compound features a unique structure that allows it to participate in a variety of chemical reactions. Some key points include:

  • Azo Group: The azo linkage contributes significantly to the compound’s photochemical properties, making it potential for applications in dyes and sensors.
  • Bromo Substitution: The presence of the bromine atom enhances the compound's reactivity and could facilitate further functionalizations.
  • Indole Derivative: The indole moiety is known for its biological importance, being a part of many pharmacologically active compounds and natural products.

Applications and Uses

This compound offers intriguing possibilities in various fields:

  • Medicinal Chemistry: Due to its sulfonamide group, it may exhibit antibacterial properties, similar to classic sulfonamide antibiotics.
  • Analytical Chemistry: Its ability to absorb light could make it applicable in spectrophotometric analyses.
  • Material Science: As an azo compound, it could be employed in creating photoresponsive materials that change properties upon exposure to light.

In the Lab

When handling this compound, chemists must be aware of certain safety precautions due to the potential biological activity and the reactivity of the bromine group. Understanding the interaction of this compound with light and its potential degradation pathways is particularly crucial in lab settings.

In summary, 4-(5-bromo-2-oxo-indol-3-yl)azobenzenesulfonamide stands out not only for its complex structure but also for its versatile applications in chemistry and biology, making it a subject of interest for researchers globally.

Synonyms
4-(5-bromo-2-oxo-2h-indol-3-ylazo)-benzenesulfonamide
4-((E)-2-(5-bromo-2-oxo-2H-indol-3-yl)diazen-1-yl)benzene-1-sulfonamide
4-[(E)-2-(5-bromo-2-oxo-2H-indol-3-yl)diazen-1-yl]benzene-1-sulfonamide
1fvt
SCHEMBL4314888
DB02973
PD007488
PD042416
NS00071632
Q27093944