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1,5-Dimethoxy-9,10-anthraquinone

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Identification
Molecular formula
C16H12O4
CAS number
4273-97-4
IUPAC name
1,5-dimethoxyanthracene-9,10-dione
State
State

At room temperature, this compound exists as a solid. It typically has low solubility in water but may be more soluble in organic solvents such as ethanol, chloroform, and acetone.

Melting point (Celsius)
256.00
Melting point (Kelvin)
529.15
Boiling point (Celsius)
513.00
Boiling point (Kelvin)
786.15
General information
Molecular weight
268.27g/mol
Molar mass
282.2690g/mol
Density
1.3990g/cm3
Appearence

1,5-Dimethoxy-9,10-anthraquinone is a crystalline solid characterized by its bright color. It appears as a yellow to orange powder or crystals, which can exhibit different shades based on its purity and particle size. This compound is notable for its vibrant appearance, a common trait among anthraquinone derivatives.

Comment on solubility

Solubility of 1,5-Dimethoxyanthracene-9,10-dione

1,5-Dimethoxyanthracene-9,10-dione exhibits interesting solubility characteristics that are important for its applications in various fields. Being a polycyclic aromatic compound, its solubility can vary significantly depending on the solvent.

Key Points on Solubility:

  • Organic Solvents: This compound is generally more soluble in organic solvents such as ethyl acetate, chloroform, or dichloromethane, which favorably interact with its nonpolar regions.
  • Aqueous Solubility: In contrast, its solubility in water is quite limited due to its hydrophobic structure, which tends to resist dissolution in polar environments.
  • Temperature Effects: Increasing temperature may enhance solubility in organic solvents, making it easier to achieve desired concentrations for various reactions or applications.

Understanding the solubility of 1,5-dimethoxyanthracene-9,10-dione is crucial for effective utilization in research and industry. As noted, "the choice of solvent can significantly influence the solubility and therefore the reactivity and applicability of such compounds."

Each solvent interacts differently with the compound, making it vital for chemists to carefully consider solvent polarity, temperature, and concentration to optimize their experiments and applications.

Interesting facts

Interesting Facts about 1,5-Dimethoxyanthracene-9,10-dione

1,5-Dimethoxyanthracene-9,10-dione is a fascinating compound that bridges the worlds of organic chemistry and materials science. This compound belongs to the anthraquinone family, known for their vibrant colors and multifunctionality. Here are some intriguing aspects:

  • Versatile Applications: This compound serves a myriad of purposes, especially in the fields of dyes, pigments, and organic semiconductors. Its excellent photophysical and electrochemical properties make it a valuable resource in designing advanced materials.
  • Photovoltaic Potential: Researchers are increasingly interested in 1,5-dimethoxyanthracene-9,10-dione for its potential applications in photovoltaic devices. The compound's ability to absorb light efficiently can significantly enhance the performance of solar cells.
  • Fluorescent Properties: The presence of two methoxy groups contributes to enhanced fluorescence, making it an exciting candidate for applications in organic light-emitting diodes (OLEDs) and in fluorescent labeling in biological contexts.
  • Structural Insights: The unique structure of this anthracene derivative allows it to form strong π-π stacking interactions, which can influence its electronic properties and overall behavior in solid-state applications.
  • Research Significance: Being part of ongoing research, 1,5-dimethoxyanthracene-9,10-dione stands out as a model compound for studying the effects of substituent arrangements on chemical reactivity and stability.

As the world of materials science evolves, compounds like 1,5-dimethoxyanthracene-9,10-dione are playing a pivotal role, inspiring new technologies and innovations. As one researcher aptly noted, “The chemistry of anthraquinones is a vibrant tapestry of colors, applications, and endless possibilities."

Synonyms
1,5-Dimethoxyanthrachinon
9,10-Anthracenedione, 1,5-dimethoxy-
1,5-Dimethoxyanthrachinon [Czech]
ANTHRAQUINONE, 1,5-DIMETHOXY-
EINECS 229-244-8
NSC 37606
BRN 1914893
DTXSID7064364
4-08-00-03269 (Beilstein Handbook Reference)
DTXCID5044316
1,5-Dimethoxyanthraquinone
1,5-dimethoxyanthracene-9,10-dione
6448-90-4
9, 1,5-dimethoxy-
Anthraquinone,5-dimethoxy-
SCHEMBL3417492
NSC37606
NSC-37606
STK238450
AKOS002384467
1,5-Dimethoxyanthra-9,10-quinone #
WLN: L C666 BV IVJ DO1 KO1
NS00035703