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Lawsone

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Identification
Molecular formula
C10H6O3
CAS number
83-72-7
IUPAC name
4-hydroxy-3-methyl-naphthalene-1,2-dione
State
State

At room temperature, Lawsone is in a solid state, usually appearing as a powder.

Melting point (Celsius)
190.00
Melting point (Kelvin)
463.00
Boiling point (Celsius)
375.00
Boiling point (Kelvin)
648.00
General information
Molecular weight
174.16g/mol
Molar mass
174.1580g/mol
Density
1.4540g/cm3
Appearence

Lawsone, also known as 2-hydroxy-1,4-naphthoquinone, is typically found as an orange-red powder or crystalline solid. It is primarily known for its presence in the henna plant, Lawsonia inermis, which gives henna its characteristic red-orange dye properties.

Comment on solubility

Solubility of 4-hydroxy-3-methyl-naphthalene-1,2-dione

4-hydroxy-3-methyl-naphthalene-1,2-dione, also known as lawsone, exhibits notable solubility characteristics that can be quite fascinating. Understanding the solubility of this compound is integral for its applications in various fields, particularly in dyeing and cosmetic formulations. Below are some key points regarding its solubility:

  • Solvent Preferences: 4-hydroxy-3-methyl-naphthalene-1,2-dione is generally soluble in organic solvents such as ethanol, dimethyl sulfoxide (DMSO), and acetone, but it has limited solubility in water.
  • Influence of pH: The solubility of this compound can be affected by the pH level of the solution. In acidic conditions, its solubility may be enhanced.
  • Temperature Effects: Like many organic compounds, the solubility of lawsone tends to increase with temperature, making hot solvents more effective for dissolving it.
  • Complex Formation: It can form complexes with various metal ions, which can also affect its solubility characteristics.

In conclusion, while 4-hydroxy-3-methyl-naphthalene-1,2-dione is not soluble in water, its solubility in organic solvents and the influence of external factors such as pH and temperature create interesting avenues for practical applications. As such, understanding its solubility not only enriches our knowledge of this compound but also enhances its usability across various industries.

Interesting facts

Interesting Facts about 4-hydroxy-3-methyl-naphthalene-1,2-dione

4-hydroxy-3-methyl-naphthalene-1,2-dione, also known as lawsonia, is a fascinating organic compound with a variety of intriguing aspects:

  • Natural Occurrence: This compound is found naturally in the leaves of the henna plant (Lawsonia inermis). It is primarily used for its dyeing properties, imparting a rich reddish-brown color to hair and skin.
  • Cultural Significance: Henna has been used for centuries in various cultures across the globe, especially in Middle Eastern, South Asian, and North African traditions, for body art and hair coloring.
  • Scientific Interest: The compound is a subject of research due to its potential antibacterial and antifungal properties, making it a candidate for medicinal applications.
  • Historical Use: Ancient Egyptians used henna not only for body art but also to dye mummies and other artifacts, showcasing its significance in historical burial rituals.
  • Chemical Structure: The compound features a naphthalene backbone, which is characteristic of many aromatic compounds, contributing to its stability and color properties.

In summary, 4-hydroxy-3-methyl-naphthalene-1,2-dione is more than just a chemical formula; it encapsulates a rich history and cultural importance, alongside potential applications in modern science. As you explore this compound, consider its dual role as both a beautiful dye and a subject of scientific inquiry. As one scholar aptly noted, “The beauty of nature lies in its chemistry.”

Synonyms
Phthiocol
2-Hydroxy-3-methyl-1,4-naphthoquinone
483-55-6
Phthiokol
2-Methyl-3-hydroxy-1,4-naphthoquinone
3-Hydroxy-2-methyl-1,4-naphthoquinone
4-hydroxy-3-methylnaphthalene-1,2-dione
1,4-Naphthoquinone, 2-hydroxy-3-methyl-
1,4-Naphthalenedione, 2-hydroxy-3-methyl-
EINECS 207-594-2
NSC 11897
BRN 1868473
PHTHIOCOL [MI]
NSC-11897
Q 1212
8R72C50E69
2-Hydroxy-3-methylnaphthoquinone
DTXSID80876664
2-HYDROXY-3-METHYL-1,4-NAPHTHALENEDIONE
4-08-00-02375 (Beilstein Handbook Reference)
3-HYDROXY-2-METHYL-1,4-NAPHTHAQUINONE
3-METHYL-2-HYDROXY-1,4-NAPHTHOQUINONE
3-METHYL-2-HYDROXY-1,4-NAPHTHALENEDIONE
DTXCID801014759
1,4-Naphthalenedione, 2-hydroxy-3-methyl-(9CI)
207-594-2
2-Hydroxy-3-methylnaphthalene-1,4-dione
2-hydroxy-3-methyl-1,4-dihydronaphthalene-1,4-dione
NSC11897
1,4-Naphthalenedione, 2-hydroxy-3-methyl- (9CI)
UNII-8R72C50E69
NCIMech_000021
1, 2-hydroxy-3-methyl-
MLS001049113
SCHEMBL112795
CHEMBL158364
CHEBI:217584
CHEBI:220650
WLN: L66 BV EVJ CQ D1
2-Hydroxy-3-methylnaphthoquinone #
CCG-35375
AKOS006271750
NCI60_000454
PD011800
SMR000386945
2-hydroxy-3-methyl-naphthalene-1,4-dione
CS-0148695
NS00041808
F82844
EN300-1273208
SR-01000631229-1
Q27270921
Z1198147653