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Juglone

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Identification
Molecular formula
C10H6O3
CAS number
481-39-0
IUPAC name
5-hydroxynaphthalene-1,4-dione
State
State

At room temperature, Juglone is typically a solid.

Melting point (Celsius)
155.00
Melting point (Kelvin)
428.00
Boiling point (Celsius)
350.00
Boiling point (Kelvin)
623.00
General information
Molecular weight
174.15g/mol
Molar mass
174.1540g/mol
Density
1.4190g/cm3
Appearence

Juglone is a yellow solid that tends to darken upon exposure to air due to oxidation. It has a crystalline structure and can form needles when crystallized from various solvents.

Comment on solubility

Solubility of 5-Hydroxynaphthalene-1,4-dione

5-Hydroxynaphthalene-1,4-dione, with the chemical formula C10H6O3, exhibits interesting solubility properties that are important for various applications. Notably, the solubility of this compound can be influenced by numerous factors such as temperature, pH, and the presence of solvents.

Solubility Characteristics:

  • Solvent Polarity: 5-Hydroxynaphthalene-1,4-dione is typically soluble in polar organic solvents like ethanol and methanol, but has limited solubility in non-polar solvents.
  • Temperature Influence: Increased temperatures can enhance solubility, making it more soluble in higher temperature solvents.
  • pH Sensitivity: The compound can undergo protonation or deprotonation depending on the pH of the solution, which can further affect its solubility.

It is often noted that "Like dissolves like," meaning that the compound’s solubility will depend significantly on the nature of the solvent used. Therefore, when working with or utilizing 5-hydroxynaphthalene-1,4-dione, it is essential to consider these solubility factors to achieve optimal results in chemical reactions or formulations.

Interesting facts

Intriguing Facts about 5-Hydroxynaphthalene-1,4-dione

5-Hydroxynaphthalene-1,4-dione, commonly referred to as 1,4-Naphthoquinone-5-ol, is a remarkable compound that showcases the fascinating intersection of chemistry and biology. Here are some captivating insights into this compound:

  • Bioactive Properties: This compound is known for its biological activity, particularly its ability to function as an antioxidant. It plays a significant role in cellular protection against oxidative stress, which is crucial for maintaining overall health.
  • Use in Dyes: 5-Hydroxynaphthalene-1,4-dione is utilized in the production of dyes and pigments due to its vibrant color and stability. Its derivatives have applications in various industries, including textiles and plastics.
  • Research Applications: Researchers are studying this molecule for its potential medicinal properties. Its ability to inhibit certain enzymes has made it a candidate for drug development, particularly in cancer therapies.
  • Natural Occurrence: This compound, or its derivatives, can be found in nature. Several plants and fungi synthesize it as part of their metabolic processes, showcasing the intricate chemistry that organisms utilize for survival.
  • Versatile Chemistry: 5-Hydroxynaphthalene-1,4-dione is a versatile starting material for synthesizing other complex organic compounds. Its unique structure allows for various substitution reactions that can lead to a plethora of derivatives with varying properties.

In summary, 5-Hydroxynaphthalene-1,4-dione is not just a simple organic compound; it embodies a rich tapestry of chemical behavior, natural significance, and potential applications in multiple fields. As chemists continue to explore its properties, we might uncover even more about its capabilities and uses in modern science.

Synonyms
juglone
481-39-0
5-Hydroxy-1,4-naphthoquinone
5-Hydroxy-1,4-naphthalenedione
5-Hydroxynaphthalene-1,4-dione
Regianin
Nucin
Juglon
Akhnot
Yuglon
C.I. Natural Brown 7
5-Hydroxynaphthoquinone
8-Hydroxy-1,4-naphthoquinone
1,4-NAPHTHALENEDIONE, 5-HYDROXY-
5-Hydroxy-p-naphthoquinone
1,4-Naphthoquinone, 5-hydroxy-
C.I. 75500
Caswell No. 515AA
1,4-Naphthoquinone, 8-hydroxy-
5-Hydroxy-1,4-naphthosemiquinone
5-Hydroxy-1,4-naftochinon
CCRIS 5423
Juglane
Jugnlon
Iuglon
NSC 153189
NSC 622948
EINECS 207-567-5
5-Hydroxy-1,4-naftochinon [Czech]
MFCD00001684
BRN 1909764
W6Q80SK9L6
CHEBI:15794
JUGLONE [MI]
NSC-153189
NSC-622948
CHEMBL43612
5-Hydroxy-[1,4]Naphthoquinone
5-hydroxy-1,4-dihydronaphthalene-1,4-dione
8-Hydroxy-1,4-naphthalenedione
DTXSID0031504
4-08-00-02368 (Beilstein Handbook Reference)
NCI 2323
NSC34266
NSC153189
NSC622948
1, 8-hydroxy-
CI-75500
WLN: L66 BV EVJ GQ
JUGLONE CRYSTALLIZED
UNII-W6Q80SK9L6
Antibiotic PD7
Juglone (Standard)
481-13-0
Spectrum_000415
3b7j
Spectrum2_000778
Spectrum3_001228
Spectrum4_001769
Spectrum5_000357
5-HNQ
SCHEMBL34185
BSPBio_001157
BSPBio_002676
KBioGR_000497
KBioGR_002257
KBioGR_002470
KBioSS_000497
KBioSS_000895
KBioSS_002477
SPECTRUM300038
DivK1c_001026
SPBio_000856
-Hydroxy-1,4-naphthalenedione
DTXCID8011504
BDBM24777
GTPL13647
HMS503M13
HY-N6949R
KBio1_001026
KBio2_000497
KBio2_000895
KBio2_002470
KBio2_003065
KBio2_003463
KBio2_005038
KBio2_005633
KBio2_006031
KBio2_007606
KBio3_000913
KBio3_000914
KBio3_002176
KBio3_002948
5-hydroxy-naphthalene-1,4-dione
cMAP_000058
NINDS_001026
Bio1_000441
Bio1_000930
Bio1_001419
Bio2_000409
Bio2_000889
HMS1362I19
HMS1792I19
HMS1923G07
HMS1990I19
HMS3403I19
Juglone - CAS 481-39-0
5-hydroxy-1,4-naphthoquinone, 4
HY-N6949
CCG-40256
NSC-34266
s5512
ZB1862
5-Hydroxy-1,4-naphtoquinone;Juglone
5-Hydroxy-1,4-naphthoquinone, 97%
AKOS001576598
5-Hydroxy-1,4-naphthalenedione, 9CI
CS-W017516
FH34620
SDCCGMLS-0066542.P001
1,4-Naphthoquinone, 5-hydroxy-(8CI)
IDI1_001026
IDI1_002164
SMP1_000168
NCGC00095247-01
NCGC00095247-02
NCGC00095247-03
NCGC00095247-04
NCGC00095247-05
CI 75500
SY051453
5-Hydroxy-1,4-naphthalenedione(Juglone)?
DB-005382
1,4-dihydro-1,4-dioxo-5-hydroxynaphthalene
H0286
NS00021169
C03840
EN300-160375
F17689
Q900912
SR-05000002406
SR-05000002406-1
F0451-0746
207-567-5