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Thymoquinone

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Identification
Molecular formula
C10H12O2
CAS number
490-91-5
IUPAC name
2-hydroxy-5-isopropyl-cyclohepta-2,4,6-trien-1-one
State
State

At room temperature, thymoquinone is typically a solid that can appear as crystalline powder. It is usually handled as a pure solid due to its relatively high melting point.

Melting point (Celsius)
45.00
Melting point (Kelvin)
318.15
Boiling point (Celsius)
204.00
Boiling point (Kelvin)
477.15
General information
Molecular weight
164.20g/mol
Molar mass
164.2040g/mol
Density
0.9804g/cm3
Appearence

Thymoquinone appears as a pale yellow crystalline substance. Its crystalline form is typically powdery in texture, and it may also be available in a liquid form. It is often described as having an aromatic scent, reminiscent of thyme, due to its derivation from the essential oil of Nigella sativa (black cumin seed).

Comment on solubility

Solubility of 2-hydroxy-5-isopropyl-cyclohepta-2,4,6-trien-1-one

The solubility of 2-hydroxy-5-isopropyl-cyclohepta-2,4,6-trien-1-one can be influenced by several factors such as its molecular structure, polarity, and the presence of functional groups. Here are a few key points to consider:

  • Polarity: The presence of the hydroxyl group (-OH) suggests a degree of polarity, which often enhances solubility in polar solvents like water.
  • Hydrophobic Interactions: The isopropyl group contributes to hydrophobic characteristics, which may limit its solubility in polar solvents but enhance solubility in organic solvents.
  • Solvent Compatibility: This compound is likely to be more soluble in non-polar organic solvents such as hexane or toluene due to its hydrophobic regions.
  • Temperature Influence: Solubility can vary significantly with temperature; generally, an increase in temperature may enhance solubility in various solvents.

In summary, while 2-hydroxy-5-isopropyl-cyclohepta-2,4,6-trien-1-one may exhibit some solubility in polar solvents due to its hydroxyl group, its overall solubility profile is likely to reflect a complex interplay between its hydrophilic and hydrophobic characteristics. Hence, it might be beneficial to test its solubility in different solvent systems to determine its precise behavior.

Interesting facts

Interesting Facts about 2-Hydroxy-5-Isopropyl-Cyclohepta-2,4,6-Trien-1-One

2-Hydroxy-5-isopropyl-cyclohepta-2,4,6-trien-1-one is a unique compound in the realm of organic chemistry, showcasing intriguing structural features and potential applications. Here are some notable aspects:

  • Structure and Stability: The cycloheptatriene framework provides a rare and stable environment for this compound, making it particularly interesting for theoretical studies and practical applications in organic synthesis.
  • Isopropyl Group: The presence of an isopropyl substituent contributes to the *steric hindrance* and electronic effects, allowing for interesting reactivity patterns that chemists often exploit in synthesis.
  • Hydroxyl Functionality: The hydroxyl group (–OH) introduces potential for hydrogen bonding, which can influence the compound's solubility and reactivity. This can enhance the compound's ability to act as an intermediate in synthesis or a precursor for larger molecular architectures.
  • Biological Relevance: Compounds with similar structures might exhibit bioactivity, making them candidates for further research in medicinal chemistry. The uniqueness of the cycloheptatriene structure could potentially lead to novel therapeutic agents.
  • Reaction Chemistry: The compound's double bonds can participate in various reactions such as *addition, oxidation,* or *polymerization,* providing chemists with versatile pathways to create diverse derivatives.

As research into natural products and synthetic methodologies evolves, compounds like 2-hydroxy-5-isopropyl-cyclohepta-2,4,6-trien-1-one draw attention for their distinctive characteristics and possible innovations in chemical synthesis and material science.
As one chemist put it, “Every compound has a story—uncovering its narrative is the essence of our field.”

Synonyms
gamma-Thujaplicin
5-Isopropyltropolone
.gamma.-Thujaplicin
2,4,6-Cycloheptatrien-1-one, 2-hydroxy-5-(1-methylethyl)-
2-Hydroxy-5-isopropyl-2,4,6-cycloheptatrien-1-one
NSC 18805
NSC 43338
NSC 402794
BRN 2044323
AI3-28399
2-hydroxy-5-propan-2-ylcyclohepta-2,4,6-trien-1-one
DTXSID2060969
4-08-00-00495 (Beilstein Handbook Reference)
2-hydroxy-5-isopropyl-cyclohepta-2,4,6-trien-1-one
I3-thujaplicin
g-THUJAPLICIN
DTXCID5044869
2-Hydroxy-5-isopropyl-2,4,6-cycloheptatrienone
wkewhslzddzonf-uhfffaoysa-n
672-76-4
gamma-Thujaplicine
THUJAPLICIN, ALPHA
NSC43338
.gamma.-Thujaplicine
2,4,6-Cycloheptatrien-1-one, 2-hydroxy-5-isopropyl-
NSC402794
CA2K6LJ2BV
MLS002608534
MLS002702822
CHEMBL1275999
CHEBI:10578
NSC18805
NSC-18805
NSC-43338
NSC-402794
2-Hydroxy-5-isopropylcyclohepta-2,4,6-trien-1-one
WLN: L7VJ BQ EY1&1
SMR001527281
2,6-Cycloheptatrien-1-one, 2-hydroxy-5-isopropyl-
2,6-Cycloheptatrien-1-one, 2-hydroxy-5-(1-methylethyl)-
| pound-Thujaplicin
Thujaplicin, .alpha.
THUJAPLICIN, A-
UNII-CA2K6LJ2BV
NCIMech_000101
2-Hydroxy-5-isopropyl- 2,4,6-cycloheptatrienone
SCHEMBL10668692
BDBM50330795
CCG-35377
AKOS006276241
NCI60_001566
C09905
A835689
Q27108661
2-Hydroxy-5-isopropyl-2,4,6-cycloheptatrien-1-one #
2-hydroxy-5-propan-2-yl-1-cyclohepta-2,4,6-trienone
2-oxidanyl-5-propan-2-yl-cyclohepta-2,4,6-trien-1-one
2-Hydroxy-5-(1-methylethyl)-2,4,6-cycloheptatrien-1-one