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Azoindole

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Identification
Molecular formula
C8H7N3O
CAS number
129-88-2
IUPAC name
3-diazenyl-1H-indol-2-ol
State
State

At room temperature, 3-diazenyl-1H-indol-2-ol is typically found in a solid crystalline state, exhibiting bright colors due to the presence of the azo group within its molecular structure.

Melting point (Celsius)
189.00
Melting point (Kelvin)
462.15
Boiling point (Celsius)
310.00
Boiling point (Kelvin)
583.15
General information
Molecular weight
161.16g/mol
Molar mass
161.1500g/mol
Density
1.4000g/cm3
Appearence

Azoindole compounds typically appear as yellow to orange crystalline solids. They are often intensely colored due to the azo group, which is responsible for their vivid coloration. Depending on specific substitutions on the indole or other components, the appearance may vary slightly in color and texture.

Comment on solubility

Solubility of 3-diazenyl-1H-indol-2-ol

The solubility of 3-diazenyl-1H-indol-2-ol is a subject of interest due to the compound's unique chemical structure and properties. Generally, the solubility of a compound can be influenced by several factors including its molecular structure, the presence of functional groups, and the solvent in question.

For 3-diazenyl-1H-indol-2-ol, consider the following aspects:

  • Molecular Structure: The presence of the indol-2-ol moiety suggests potential hydrogen bonding capabilities, which can enhance solubility in polar solvents.
  • Functional Groups: The diazenyl group (–N=N–) can interact with various solvents, providing a pathway for solubilization. This characteristic can lead to increased solubility in both water and organic solvents under certain conditions.
  • Solvents: This compound is likely to be more soluble in:
    • Polar solvents: such as water and alcohols due to hydrogen bonding.
    • Organic solvents: like dimethyl sulfoxide (DMSO) or dimethylformamide (DMF) due to the compound's ability to interact with non-polar environments.

In summary, while the precise solubility of 3-diazenyl-1H-indol-2-ol can vary depending on the specific conditions and concentrations, it is expected to exhibit favorable solubility characteristics owing to its chemical makeup. Understanding these solubility traits can be critical for potential applications in pharmaceuticals or materials science.

Interesting facts

Interesting Facts About 3-Diazenyl-1H-Indol-2-ol

3-Diazenyl-1H-indol-2-ol, often simply referred to as a diazenyl compound, is a fascinating member of the indole family that has garnered attention in both organic chemistry and biomedical research. Here are some intriguing insights into this compound:

  • Chemical Structure: The compound consists of an indole ring, a bicyclic structure known for its aromaticity and presence in many natural products. The diazenyl group (–N=N–) attached to the structure imparts unique properties that can lead to diverse reactivity.
  • Biological Significance: Indole derivatives, including 3-diazenyl-1H-indol-2-ol, are often investigated for their potential biological activities. Some studies suggest that derivatives of indole can exhibit anti-inflammatory and anti-cancer properties, making them important candidates for drug development.
  • Application in Dyes: The vivid colors associated with diazenyl compounds make them useful in dye manufacturing. The ability to produce bright and stable dyes opens up avenues for their use in textiles and various industrial applications.
  • Research Potential: Ongoing research is focusing on the synthesis and modification of diazenyl compounds to explore new applications in areas such as photophysics, nanotechnology, and as potential precursors for further chemical synthesis.

To sum up, 3-diazenyl-1H-indol-2-ol is more than just a chemical formula; it represents a unique blend of structural intrigue and potential applications that continue to inspire study and exploration among chemists and biochemists alike. As one researcher noted, “The versatility of indole derivatives paves the way for innovative solutions to some of the most pressing challenges in modern science.”

Synonyms
Isatin 3-hydrazone
663-029-3
2365-44-8
3-Hydrazonoindolin-2-one
3-hydrazono-1,3-dihydro-2H-indol-2-one
3-diazenyl-1H-indol-2-ol
1H-Indole-2,3-dione, 3-hydrazone
1613616-39-9
2-oxoindoline-3-hydrazone
(3Z)-3-hydrazinylidene-2,3-dihydro-1H-indol-2-one
935688-20-3
INDOLE-2,3-DIONE, 3-HYDRAZONE
(3Z)-3-Hydrazinylideneindolin-2-one
(3E)-3-hydrazinylidene-2,3-dihydro-1H-indol-2-one
(E)-3-Hydrazonoindolin-2-one
(3Z)-3-hydrazinylidene-1,3-dihydro-2H-indol-2-one
3-hydrazinylindol-2-one
Isatin beta-hydrazone
Isatin beta-hydrazon
Isatin beta-hydrazon [German]
1H-indole-2,3-dione 3-hydrazone
NSC 529371
BRN 0137064
3-hydrazinylidene-2,3-dihydro-1H-indol-2-one
Maybridge1_006247
Oprea1_043436
Oprea1_855116
5-21-10-00229 (Beilstein Handbook Reference)
CHEMBL376519
SCHEMBL3544607
(Z)-3-Hydrazonoindolin-2-one
HMS559D21
DTXSID30178327
ALBB-032084
BBL023180
MFCD00170809
NSC529371
STK325333
AKOS000638077
AKOS001426353
AKOS030230570
MS-6626
NSC-529371
SB65957
SDCCGMLS-0064741.P001
(3E)-1H-indole-2,3-dione 3-hydrazone
3-HYDRAZINYLIDENE-1H-INDOL-2-ONE
FO169126
DB-228635
CS-0120069
EN300-16831
W10658
Z56788834