Skip to main content

Naphthalic anhydride

ADVERTISEMENT
Identification
Molecular formula
C12H6O3
CAS number
81-84-5
IUPAC name
benzo[e]isobenzofuran-1,3-dione
State
State

At room temperature, naphthalic anhydride is a solid.

Melting point (Celsius)
269.00
Melting point (Kelvin)
542.15
Boiling point (Celsius)
295.00
Boiling point (Kelvin)
568.15
General information
Molecular weight
186.17g/mol
Molar mass
186.1620g/mol
Density
1.5227g/cm3
Appearence

Naphthalic anhydride typically appears as a white to light yellow crystalline powder. It has a slightly aromatic odor and is usually found in the form of fine, powdery crystals.

Comment on solubility

Solubility of Benzo[e]isobenzofuran-1,3-dione

Benzo[e]isobenzofuran-1,3-dione, also known by its systematic name 1,3-dioxo-1H-benzo[b]naphtho[2,3-d]furan, presents intriguing characteristics in terms of solubility. Here are several key points regarding its solubility:

  • General Solubility: This compound is generally considered to have limited solubility in water due to its hydrophobic nature, predominantly characterized by its fused aromatic structure.
  • Solubility in Organic Solvents: It readily dissolves in various organic solvents such as:
    • Dimethyl sulfoxide (DMSO)
    • Dimethylformamide (DMF)
    • Acetone
    • Ethyl acetate
  • Influence of Temperature: The solubility can be affected by temperature, with increased temperatures often enhancing the solubility in organic solvents.

In conclusion, the solubility of benzo[e]isobenzofuran-1,3-dione is a function of its molecular structure, with an evident preference for organic solvents while exhibiting minimal solubility in aqueous environments. This characteristic is essential for applications in chemical synthesis and materials science, where solvent choice can significantly influence reaction outcomes and product yields.

Interesting facts

Interesting Facts about Benzo[e]isobenzofuran-1,3-dione

Benzo[e]isobenzofuran-1,3-dione, often referred to in the realm of organic chemistry, is a fascinating compound with intriguing properties and applications. This compound is a member of the family of isobenzofurans, which contribute to a diverse range of chemical reactions and potential uses in various fields.

Key Characteristics

  • Cyclic Chemistry: The structure of benzo[e]isobenzofuran-1,3-dione features a unique fused ring system that lends itself to various chemical transformations.
  • Fluorescent Properties: Like many polycyclic compounds, it exhibits interesting photophysical properties, making it a subject of study in fluorescence research.
  • Biological Activities: Compounds similar to benzo[e]isobenzofuran-1,3-dione have shown various biological activities, including potential anticancer and antibacterial properties, highlighting its significance in medicinal chemistry.
  • Material Science: The chemical structure may inspire new materials, especially in the fields of organic electronics and photonic devices due to its electron-donating capabilities.

Applications

This compound’s unique chemical properties open up opportunities in several fields:

  • Drug Development: Similar structures are researched for their potential in creating new pharmaceuticals aimed at combatting various diseases.
  • Synthetic Intermediate: It can serve as a precursor or intermediate in the synthesis of more complex organic molecules.
  • Research**: Being a lesser-known compound, it serves as a subject for academic research, enhancing our understanding of aromatic chemistry and molecular interactions.

In summary, benzo[e]isobenzofuran-1,3-dione exemplifies the beauty of organic chemistry, demonstrating the complex interplay between structure and function. Its potential applications in medicine and materials science continue to inspire further research and exploration.

Synonyms
5343-99-7
1,2-NAPHTHALIC ANHYDRIDE
Naphtho[1,2-c]furan-1,3-dione
1,2-NAPHTHALENEDICARBOXYLIC ANHYDRIDE
Naphtho(1,2-c)furan-1,3-dione
naphthalene-1,2-dicarboxylic anhydride
0N189MC6JS
NSC 521
NSC-521
UNII-0N189MC6JS
DTXSID40201599
NAPHTHALENE-3,4-DICARBOXYLIC ANHYDRIDE
1,3-.ALPHA..BETA.-ISONAPHTHOFURANDIONE
DTXCID20124090
1,3-ALPHABETA-ISONAPHTHOFURANDIONE
678-294-0
idvdazfxggnidq-uhfffaoysa-n
benzo[e][2]benzofuran-1,3-dione
NSC521
benzo[e]isobenzofuran-1,3-dione
1H,3H-naphtho[1,2-c]furan-1,3-dione
MFCD00191561
Naphthalicanhydride; 97%
SCHEMBL137604
Naphthalin-1.2-dicarbonsaureanhydrid
AKOS024328903
AS-59836
CS-0322968
N0583
T72583