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Limonene

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Identification
Molecular formula
C10H16
CAS number
138-86-3
IUPAC name
1-isopropyl-4-methylene-bicyclo[3.1.0]hexane
State
State

Limonene is in a liquid state at room temperature. It doesn't readily dissolve in water but is miscible in organic solvents like alcohol or ether.

Melting point (Celsius)
-74.35
Melting point (Kelvin)
198.80
Boiling point (Celsius)
176.00
Boiling point (Kelvin)
449.15
General information
Molecular weight
136.24g/mol
Molar mass
136.2380g/mol
Density
0.8411g/cm3
Appearence

Limonene is a colorless liquid that has a strong, pleasant citrus odor, reminiscent of oranges or lemons. It is typically clear and can appear slightly oily due to its nature as a terpene liquid. It is commonly used in fragrances and cleaning products for its appealing scent.

Comment on solubility

Solubility of 1-isopropyl-4-methylene-bicyclo[3.1.0]hexane

The solubility of 1-isopropyl-4-methylene-bicyclo[3.1.0]hexane in various solvents can vary based on factors such as temperature, pressure, and the molecular structure of the compound itself. Given its bicyclic structure, this compound is generally expected to exhibit the following characteristics:

  • Hydrophobic Nature: Due to its non-polar hydrocarbon framework, this compound is likely to be insoluble in water.
  • Solvent Compatibility: It is more soluble in non-polar organic solvents, such as:
    • Hexane
    • Octane
    • Chloroform
  • Temperature Effects: Increased temperature generally enhances solubility in organic solvents.
  • Potential Applications: Understanding the solubility behavior can lead to enhanced applications in:
    • Organic synthesis
    • Polymer industries
    • Pharmaceutical formulations

In conclusion, while 1-isopropyl-4-methylene-bicyclo[3.1.0]hexane may demonstrate limited solubility in polar solvents like water, its greater affinity for non-polar solvents can make it useful in various industrial applications. As always, experimental determination of solubility under specific conditions is crucial for precise information.

Interesting facts

Interesting Facts about 1-isopropyl-4-methylene-bicyclo[3.1.0]hexane

1-isopropyl-4-methylene-bicyclo[3.1.0]hexane, a fascinating compound in the realm of organic chemistry, showcases the intricate beauty of bicyclic structures. This unique compound belongs to a class of hydrocarbons known for their innovative applications and stability.

Structural Features

This bicyclic compound is notable for its distinctive structure, which includes:

  • Bicyclic framework: The compound consists of a bicyclo[3.1.0]hexane backbone, which is characterized by its two fused rings.
  • Isopropyl group: The presence of an isopropyl substituent significantly influences its reactivity, molecular interactions, and physical properties.
  • Methylene bridge: The methylene group plays a critical role in stabilizing the molecule through unique bonding patterns.

Chemical Reactions and Applications

1-isopropyl-4-methylene-bicyclo[3.1.0]hexane is not just a structural curiosity; it also has practical relevance:

  • This compound is often utilized in synthetic organic chemistry, paving the way for the development of more complex molecules.
  • It's also a part of studies examining the reactivity patterns within bicyclic systems, providing insights into mechanistic pathways.

Research Insights

Scientists have noted several intriguing aspects of 1-isopropyl-4-methylene-bicyclo[3.1.0]hexane:

  • Its unique structural properties can lead to varying reactivity, making it a valuable compound in designing reagents.
  • This compound exemplifies principles of stereochemistry and conformational analysis, illustrating how small changes in structure can have significant effects on behavior.

Overall, 1-isopropyl-4-methylene-bicyclo[3.1.0]hexane serves as an excellent example of how bicyclic compounds challenge our understanding and further our exploration in the field of organic chemistry.

Synonyms
Laurus nobilis
Bay Laurels
Laurels, Bay
Laurel, Bay
bay leaf allergenic extract
SABINENE
3387-41-5
Sabinen
4(10)-Thujene
CHEBI:50027
Carrot seed oil
Sabinene (70%)
Thuj-4(10)-ene
C16777
4-methylidene-1-propan-2-ylbicyclo[3.1.0]hexane
SABINENE, (-)-(SG)
pine
spice
spiciness
Marjoram
Citrus
Nutmeg
Norway spruce
Black pepper
clausena anisata
Holm Oak
(R)-sabinene
bicyclic monoterpene
EU Nat
US Nat
MFCD00064917
Sabinene (Standard)
(+/-)-Sabinene
(1S)-(Z)-sabinene
Sabinene, natural, 75%
75% (stabilized with TBC)
CHEMBL452687
SABINENE NATURAL TANACETANE
BCP25950
KAA40816
NSC407278
AKOS024318970
SABINENE (STABILIZED WITH TBC)
HY-108943R
FS138861
MS-22801
4(10)-Thujene pound>>Thuj-4(10)-ene
DB-048514
HY-108943
(+/-)-Sabinene 100 microg/mL in Methanol
CS-0032596
NS00009146
5-isopropyl-2-methylene-bicyclo[3.1.0]hexane
E75933
EN300-250199
Q421278