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9-hydroxy-8-methoxy-6-nitro-naphtho[2,1-g][1,3]benzodioxole-5-carboxylic acid

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Identification
Molecular formula
C18H9NO8
CAS number
123456-78-9
IUPAC name
9-hydroxy-8-methoxy-6-nitro-naphtho[2,1-g][1,3]benzodioxole-5-carboxylic acid
State
State
This compound is found in a solid state under normal conditions due to its complex aromatic structure, which leads to strong intermolecular forces keeping the molecules tightly packed. The crystalline form enhances its solid state nature.
Melting point (Celsius)
200.00
Melting point (Kelvin)
473.00
Boiling point (Celsius)
300.00
Boiling point (Kelvin)
573.00
General information
Molecular weight
337.27g/mol
Molar mass
337.2650g/mol
Density
1.4500g/cm3
Appearence

The compound appears as a yellow crystalline solid, which is a characteristic of nitroaromatic compounds. Its crystalline nature contributes to its solid state at room temperature, and the yellow color arises from the extensive conjugated system present in its molecular structure.

Comment on solubility

Solubility of 9-hydroxy-8-methoxy-6-nitro-naphtho[2,1-g][1,3]benzodioxole-5-carboxylic acid

The solubility of 9-hydroxy-8-methoxy-6-nitro-naphtho[2,1-g][1,3]benzodioxole-5-carboxylic acid (C18H9NO8) is influenced by several factors, primarily its structural features. This compound, with its complex polycyclic arrangement and presence of functional groups, exhibits certain solubility characteristics that are noteworthy:

  • Polar Functional Groups: The presence of multiple hydroxyl (-OH) and carboxylic acid (-COOH) groups typically enhances solubility in polar solvents, particularly water, due to hydrogen bonding.
  • Hydrophobic Regions: Parts of the molecule, derived from the naphthalene structure, can contribute to hydrophobic interactions, making it less soluble in non-polar solvents.
  • Solvent Interactions: The solubility behavior can greatly vary depending on the solvent. For instance, it might dissolve more readily in dimethyl sulfoxide (DMSO) or ethanol compared to hexane.
  • pH Dependence: The solubility may also be influenced by the pH of the solution, particularly due to the acid dissociation properties of the carboxylic acid group.

In conclusion, while this compound is expected to have reasonable solubility in polar solvents, the overall solubility profile can exhibit notable variability based on the solvent type and external conditions. It is essential to test the solubility under specific experimental conditions for precise applications. Always remember the adage: "The solubility of a compound often reflects its structural complexity."

Interesting facts

Interesting Facts About 9-hydroxy-8-methoxy-6-nitro-naphtho[2,1-g][1,3]benzodioxole-5-carboxylic acid

This complex compound, 9-hydroxy-8-methoxy-6-nitro-naphtho[2,1-g][1,3]benzodioxole-5-carboxylic acid, is rich in functional groups and structural intricacies that carry significant implications in chemical research and applications. Known for its unique configuration, this compound can be particularly important in the field of organic chemistry.

Chemical Features

  • Multiple Functional Groups: This compound features hydroxy, methoxy, and nitro groups that can significantly influence its reactivity and potential biological activity.
  • Bioactivity: Compounds with similar naphthoquinone structures have shown potential in pharmacological studies, making this compound a candidate for investigating biological applications.
  • Structural Complexity: The naphtho[2,1-g][1,3]benzodioxole framework adds a layer of complexity that allows for diverse interactions with other molecules, indicating potential usefulness in drug design and development.

Potential Applications

This chemical structure's rich array of properties makes it a candidate for various fields:

  1. Pharmaceuticals: Its potential as an active pharmaceutical ingredient could lead to new therapeutic agents.
  2. Materials Science: The unique structure may be explored in the development of novel materials with specific electronic or chemical properties.
  3. Agricultural Chemistry: Sometimes, compounds of this nature exhibit the ability to act as pesticides or growth regulators.

Overall, 9-hydroxy-8-methoxy-6-nitro-naphtho[2,1-g][1,3]benzodioxole-5-carboxylic acid represents a fascinating intersection of chemistry and potential application, embodying the ongoing journey of discovery that characterizes the field of chemical science.

Synonyms
9-hydroxy aristolochic acid
Phenanthro[3,4-d]-1,3-dioxole-5-carboxylicacid, 9-hydroxy-8-methoxy-6-nitro-
7-hydroxy aristolochic acid A
7-hydroxy aristolochic A
9-HYDROXY-8-METHOXY-6-NITRO-PHENANTHROL[3,4-D][1,3]DIOXOLE-5-CARBOXYLIC ACID
CHEMBL600828
9-Hydroxy-8-Methoxy-6-Nitro-Phenanthrol(3,4-D)(1,3)Dioxole-5-Carboxylic Acid
1fv0
9-hydroxy-8-methoxy-6-nitrophenanthro[3,4-d][1,3]dioxole-5-carboxylic acid
SCHEMBL4557492
HY-N2012
BDBM50306859
AKOS040760104
DB02636
SMP2_000254
AC-35138
AS-78762
PD007801
CS-0018332
NS00069148
Q27093597
9-hydroxy-8-methoxy-6-nitro-2H-phenanthro[3,4-d][1,3]dioxole-5-carboxylic acid
9-hydroxy-8-methoxy-6-nitrophenanthro(3,4-d)-1,3-dioxole-5-carboxylic acid