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Lawsone

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Identification
Molecular formula
C10H6O3
CAS number
83-72-7
IUPAC name
4-hydroxynaphthalene-1,2-dione
State
State

Lawsone is typically a solid at room temperature.

Melting point (Celsius)
191.00
Melting point (Kelvin)
464.15
Boiling point (Celsius)
350.00
Boiling point (Kelvin)
623.15
General information
Molecular weight
174.15g/mol
Molar mass
174.1520g/mol
Density
1.4520g/cm3
Appearence

Lawsone appears as an orange-red, crystalline powder.

Comment on solubility

Solubility of 4-Hydroxynaphthalene-1,2-dione

4-Hydroxynaphthalene-1,2-dione, also known as lawsone, exhibits some interesting solubility characteristics that make it significant in various applications. Understanding its solubility can provide insights into its reactivity and usage in both natural and industrial contexts.

General Solubility Properties

The solubility of 4-hydroxynaphthalene-1,2-dione can be summarized as follows:

  • Soluble in organic solvents: It readily dissolves in organic solvents such as ethanol, acetone, and dichloromethane.
  • Poor water solubility: This compound is known for its limited solubility in water, which affects its applications in aqueous environments.
  • pH sensitivity: Its solubility can vary significantly with changes in the pH of the solution, highlighting its potential applications in pH-sensing and indicator systems.

Factors Influencing Solubility

Several factors can influence the solubility of 4-hydroxynaphthalene-1,2-dione:

  • Temperature: Higher temperatures generally increase solubility in most solvents.
  • Polarity: The polarity of the solvent plays a critical role; non-polar solvents will dissolve C10H8O2 better than polar ones.
  • Molecular interactions: Hydrogen bonding and van der Waals forces will also affect how this compound behaves in solution.

In conclusion, while 4-hydroxynaphthalene-1,2-dione shows limited solubility in water, its strong solubility in organic solvents opens doors for various chemical applications, including its role as a natural dye and in biological systems. Understanding these solubility characteristics is crucial for effectively utilizing this compound in research and industry.

Interesting facts

Interesting Facts About 4-Hydroxynaphthalene-1,2-dione

4-Hydroxynaphthalene-1,2-dione, often referred to as 1,2-dihydroxynaphthalene, is a fascinating compound that belongs to the family of naphthoquinones. This chemical holds significance not only in the field of organic chemistry but also in various applications ranging from dyeing to medicinal chemistry.

Key Characteristics:

  • Natural Occurrence: This compound can be derived from natural sources such as the roots of certain plants, highlighting its importance in herbal medicine.
  • Reactivity: Its structure features both the hydroxyl and ketone functional groups, which contribute to its unique reactivity, making it an excellent candidate for various organic transformations.
  • Dyes and Pigments: Historically, naphthoquinones have been used in the manufacturing of dyes. 4-Hydroxynaphthalene-1,2-dione contributes to the vibrant colors and stability of certain dye formulations.
  • Biological Significance: Studies have shown that derivatives of this compound may possess biological activities and are being researched for potential therapeutic applications.

As chemists explore the properties and applications of 4-hydroxynaphthalene-1,2-dione, it uncovers the deeper connections between structure and function in organic compounds. As stated by renowned chemist Linus Pauling, “The best way to have a good idea is to have lots of ideas.” The diverse applications of this compound showcase the importance of creative thinking and innovation in the field of chemistry.

This compound truly embodies the essence of chemical inquiry, inspiring ongoing research and revealing the intricacies of organic molecules. Whether you are a student or a seasoned scientist, exploring its uses enhances our understanding of chemical behavior and its relevance in real-world applications.

Synonyms
Lawsone
2-Hydroxy-1,4-naphthoquinone
83-72-7
2-hydroxynaphthalene-1,4-dione
2-Hydroxynaphthoquinone
2-Hydroxy-1,4-naphoquinone
Henna
Mehendi
HANA
Lawson
Mendi
Natural Orange 6
C.I. Natural Orange 6
1,4-Naphthalenedione, 2-hydroxy-
2-Hydroxy-1,4-naphthalenedione
4-hydroxynaphthalene-1,2-dione
1,4-Naphthoquinone, 2-hydroxy-
MFCD00001678
C.I. 75480
NSC 8625
NSC-8625
2-HYDROXY-1,4-NAPTHOQUINONE
NSC 27285
CHEBI:44401
TLH4A6LV1W
2-hydroxy-1,4-dihydronaphthalene-1,4-dione
2-hydroxy-naphthalene-1,4-dione
NSC8625
NSC-27285
1, 2-hydroxy-
2-Hydroxy-p-naphthoquinone
Lawsonia alba
Henna leaves
27699-93-0
CCRIS 6248
NSC-52500
EINECS 201-496-3
UNII-TLH4A6LV1W
BRN 1565260
AI3-12099
IMEXINE OG
Spectrum_001200
SpecPlus_000482
LAWSONE [MI]
LAWSONE [MART.]
Spectrum2_001506
Spectrum3_001538
Spectrum4_001697
Spectrum5_000374
HENNA (DYE)
SCHEMBL16541
BSPBio_002956
KBioGR_001994
KBioSS_001680
4-08-00-02360 (Beilstein Handbook Reference)
DivK1c_006578
SCHEMBL342409
SPECTRUM1502250
SPBio_001551
2-hydroxyl-1,4-naphthoquinone
CHEMBL240963
NQ-6
DTXSID2025428
KBio1_001522
KBio2_001680
KBio2_004248
KBio2_006816
KBio3_002456
WVCHIGAIXREVNS-UHFFFAOYSA-N
HY-N2493
NSC27285
BBL027350
BDBM50049066
CCG-38882
s3858
STK801825
2-Hydroxy-1,4-naphthoquinone, 97%
AKOS000120111
DB04744
FL02351
GS-3117
SDCCGMLS-0066674.P001
UPCMLD0ENAT5883810:001
Lawsone (2-Hydroxy-1,4-naphthoquinone)
NCGC00095834-01
NCGC00095834-02
NCGC00095834-03
AC-34621
PD006431
SY012958
DB-005248
CS-0022764
H0285
NS00015309
EN300-20637
F17705
2-Hydroxy-1,4-naphthaquinone; Natural Orange 6
SR-05000002407
Q1075492
SR-05000002407-1
Z104479394
Q 0