Difference between revisions of "Zingiberene"

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(Created page with "{{Chembox | Name = Zingiberene | Reference = | IUPACName = 2-Methyl-5-(6-methylhept-5-en-2-yl)cyclohexa-1,3-diene | PIN = | SystematicName = | OtherNames = (-)-Zingiberene<br>...")
 
 
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Latest revision as of 22:45, 30 July 2023

Zingiberene
Names
IUPAC name
2-Methyl-5-(6-methylhept-5-en-2-yl)cyclohexa-1,3-diene
Other names
(-)-Zingiberene
alpha-Zingiberene
α-zingiberene
Properties
C15H24
Molar mass 204.357 g/mol
Appearance Colorless liquid
Odor Ginger-like
Density 0.8713 g/cm3
Boiling point 270.7 °C (519.3 °F; 543.8 K) (at 760 mmHg)
134–135 °C (273–275 °F; 407–408 K) (at 15 mmHg)[1]
0.1498 g/100 ml (25 °C)
Solubility Miscible with organic solvents
Vapor pressure 0.011 mmHg (at 25 °C)
Hazards
Safety data sheet Santa Cruz Biotechnology, Inc.
Flash point 107.5 °C (225.5 °F; 380.65 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Zingiberene is an organic compound, a monocyclic sesquiterpene that is the predominant constituent of the oil of ginger, at around 30% of its mass. This is the compound that gives ginger its distinct flavoring.

The compound displays two chiral centers, with (-)-zingiberene being the natural-occurring enantiomer.

Properties

Chemical

Physical

Zingiberene appears to be a colorless oil, immiscible with water, but miscible with organic solvents, like hydrocarbons.

Availability

Zingiberene is found in ginger oil, which in turn is obtained from ginger rhizomes. It comprises around 30% of the oil's mass. It is also found in other plants, like Chaerophyllum azoricum, Helichrysum odoratissimum, Feijoa sellowiana, at lower concentrations.

The pure compound can also be bought from chemical suppliers, albeit it's expensive.

Preparation

Total synthesis of zingiberene is too complicated, and it's cheaper to just extract the compound from ginger oil.

Projects

  • Essential oil
  • Potential use in medicine

Handling

Safety

Research seems to indicate that not only zingiberene is safe, but it does appear to have some useful medicinal properties, including neuroprotective and anti-tumoral effects, though more research is necessary to confirm this.

Storage

Should be kept in closed airtight bottles, away from light and air.

Disposal

No special disposal is required. Can be incinerated, diluted with water, etc.

References

  1. Herout et al.; Collection of Czechoslovak Chemical Communications; vol. 18; (1953); p. 248, 254; Chem.Abstr.; (1953); p. 9944

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