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Limonene

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Identification
Molecular formula
C10H16
CAS number
138-86-3
IUPAC name
(1R)-1-isopropyl-3-methylene-cyclohexane
State
State

At room temperature, limonene is a liquid.

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 appears as a colorless to pale yellow liquid with a strong smell of oranges or citrus fruits. It is commonly used as a fragrance and flavoring agent.

Comment on solubility

Solubility of (1R)-1-isopropyl-3-methylene-cyclohexane

The solubility of (1R)-1-isopropyl-3-methylene-cyclohexane in various solvents is influenced by its unique structural characteristics. Being an organic compound with a hydrophobic nature, it exhibits the following solubility traits:

  • Non-polar Solvents: This compound is expected to be quite soluble in non-polar solvents such as hexane, benzene, and toluene due to similar molecular interactions.
  • Polar Solvents: In contrast, solubility in polar solvents like water is expected to be extremely low or negligible. The significant difference in polarity restricts interaction and dissolution.
  • Temperature Dependence: It's also noteworthy that solubility may increase with temperature in non-polar solvents, contributing to enhanced molecular mobility.
  • Hydrophobic Interactions: The isopropyl group introduces considerable hydrophobic character, further favoring solubility in organic media over aqueous solutions.

As a general rule, “like dissolves like,” hence the solubility behavior of (1R)-1-isopropyl-3-methylene-cyclohexane can be effectively understood through its compatibility with non-polar environments. Always consider the solvent properties and molecular structure when examining such organic compounds!

Interesting facts

Interesting Facts about (1R)-1-isopropyl-3-methylene-cyclohexane

(1R)-1-isopropyl-3-methylene-cyclohexane is a fascinating compound within the realm of organic chemistry. Its structure is characterized by a cyclohexane ring, which brings unique properties and reactivity patterns. Here are some highlights:

  • Stereochemistry Matters: This compound exhibits chirality, making it a chiral molecule. Chirality plays a crucial role in pharmaceuticals, where the orientation of atoms can influence the biological activity of a drug.
  • Versatile Reactivity: The presence of the methylene group and the isopropyl side chain allows for various reactions, including electrophilic additions and substitutions. These transformations are essential for synthetic chemists looking to build complex organic compounds.
  • Application in Synthesis: Due to its unique framework, (1R)-1-isopropyl-3-methylene-cyclohexane can be utilized as a building block in organic synthesis, particularly in the creation of more complex bicyclic and tricyclic systems.
  • Understanding Strain: The cyclohexane ring can adopt various conformations, such as the chair, which minimizes steric strain. Studying these conformations in relation to (1R)-1-isopropyl-3-methylene-cyclohexane provides insights into the stability and reactivity of cyclic compounds.
  • Natural Products Connection: Compounds with a similar framework are often found in nature, particularly within various terpenes and alkaloids. Understanding this compound can help chemists draw parallels between synthetic and naturally occurring substances.

In the words of renowned chemist Linus Pauling, "The best way to have a good idea is to have a lot of ideas." Exploring (1R)-1-isopropyl-3-methylene-cyclohexane can certainly lead to a multitude of ideas, whether in synthetic strategies or applications in material science.

With its intriguing structural characteristics and reactivity patterns, (1R)-1-isopropyl-3-methylene-cyclohexane is an excellent subject for both research and education in the field of organic chemistry.

Synonyms
13837-71-3
M-MENTH-1(7)-ENE, (R)-(-)
DTXSID90160642
DTXCID4083133
(3R)-1-methylidene-3-propan-2-ylcyclohexane
[R,(-)]-1-Methylene-3-isopropylcyclohexane
m-Menth-1(7)-ene, (R)-(-)-
VNBIQMLXFAFQBE-SNVBAGLBSA-N
1-Isopropyl-3-methylenecyclohexane #