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Lawsone

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Identification
Molecular formula
C10H6O4
CAS number
83-72-7
IUPAC name
4,5-dihydroxynaphthalene-1,2-dione
State
State

At room temperature, 4,5-dihydroxynaphthalene-1,2-dione is typically found in a solid state. It is known for being a highly stable compound under standard conditions.

Melting point (Celsius)
190.00
Melting point (Kelvin)
463.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
174.16g/mol
Molar mass
174.1550g/mol
Density
1.4850g/cm3
Appearence

4,5-Dihydroxynaphthalene-1,2-dione appears as an orange-red crystalline solid. It is commonly found in a powdered form when used for technical applications like dyeing and staining.

Comment on solubility

Solubility of 4,5-Dihydroxynaphthalene-1,2-dione

4,5-Dihydroxynaphthalene-1,2-dione, known for its striking chemical properties, exhibits unique solubility behaviors that are highly relevant in various chemical applications. Here are some important aspects to consider:

  • Solubility in Water: This compound is generally considered to have limited solubility in water, which can hinder its use in aqueous reactions or formulations.
  • Solubility in Organic Solvents: It is often more soluble in organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO). This aspect is particularly useful in organic synthesis and extraction processes.
  • pH Influence: The solubility may vary with pH levels due to the presence of hydroxyl groups, which can form hydrogen bonds and affect the compound’s stability in solution.

In essence, understanding the solubility of 4,5-dihydroxynaphthalene-1,2-dione is crucial when considering its use in various chemical transformations. To summarize:

  1. Limited solubility in water.
  2. Better solubility in organic solvents such as ethanol and DMSO.
  3. Solubility can be influenced by pH levels.

As always, considering these solubility traits can enhance your approach to utilizing this compound in practical settings.

Interesting facts

Interesting Facts about 4,5-Dihydroxynaphthalene-1,2-dione

4,5-Dihydroxynaphthalene-1,2-dione, commonly referred to as lawsone, is a fascinating compound with a rich history and several notable applications. Derived from the leaves of the Lawsonia inermis plant, also known as henna, this compound has been used for centuries in various cultures for dyeing hair and creating body art.

Key Highlights:

  • Historical Significance: Lawsone has been utilized since ancient times, particularly in the Middle East and South Asia, where it has been a notable part of cultural practices.
  • Natural Dye: The compound is renowned for its ability to produce a rich, reddish-brown dye, making it a popular choice for hair coloring and body adornment.
  • Biological Activity: Research indicates that lawsone exhibits several pharmacological properties, including antibacterial and anti-inflammatory effects, which opens up potential avenues for therapeutic applications.
  • Complex Interactions: The compound's reactivity allows it to participate in various biochemical pathways, making it an interesting subject for further research in organic chemistry.

In addition to its applications in cosmetics and medicine, lawsone's structure has captivated chemists due to its dual hydroxyl groups and its ability to engage in redox reactions. The interaction of lawsone with proteins and other biomolecules continues to be an area of keen interest among researchers, leading to a deeper understanding of its potential effects. As you explore the world of chemical compounds, 4,5-dihydroxynaphthalene-1,2-dione serves as a prime example of how nature can provide us with substances that are not only beautiful but also scientifically significant.

Synonyms
2,5-Dihydroxynaphthalene-1,4-dione
4,5-dihydroxynaphthalene-1,2-dione
DTXSID20964190
DTXCID401391896
4923-55-1
2-Hydroxyjuglone
1,4-Naphthalenedione, 2,5-dihydroxy-
2,5-Dihydroxynaphthoquinone
1,4-NAPHTHOQUINONE, 2,5-DIHYDROXY-
2,5-Dihydroxy-1,4-naphthoquinone
CHEMBL1089486
2,5-Dihydroxy-1,4-naphthalenedione
BRN 2049199
4-08-00-02949 (Beilstein Handbook Reference)
SCHEMBL109904
SCHEMBL8663341
CHEMBL1576702
WQASGOZUYRFMDF-UHFFFAOYSA-N
BDBM50633552
MFCD01081395
STL564656
AKOS006275567
NCGC00246349-01
DS-11554
FD140967
SY114992
CS-0332005
O10612