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3-Chlorocyclohexene

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Identification
Molecular formula
C6H9Cl
CAS number
6279-90-7
IUPAC name
3-chlorocyclohexene
State
State
It is a liquid at room temperature, typically stored in a sealed container to prevent contamination and evaporation.
Melting point (Celsius)
-48.00
Melting point (Kelvin)
225.20
Boiling point (Celsius)
141.50
Boiling point (Kelvin)
414.70
General information
Molecular weight
116.61g/mol
Molar mass
116.6070g/mol
Density
0.9838g/cm3
Appearence

3-Chlorocyclohexene is a colorless liquid with a faintly aromatic odor. It may appear as a transparent or clear substance, and depending on purity and environmental conditions, it could exhibit slight hues.

Comment on solubility

Solubility of 3-chlorocyclohexene

3-chlorocyclohexene is an interesting compound when it comes to its solubility characteristics. Being a halogenated cyclic alkene, its solubility in various solvents can vary significantly based on the nature of the solvent itself.

Key Points on Solubility:

  • Polar vs. Nonpolar Solvents: 3-chlorocyclohexene tends to be more soluble in nonpolar solvents such as hexane or toluene. This is primarily due to its hydrocarbon structure, which facilitates interactions with similar nonpolar molecules.
  • Limited Solubility in Water: As with many organic compounds that contain chlorine, 3-chlorocyclohexene has low solubility in water. This is because of the hydrophobic nature of the cyclohexene ring and the chlorinated carbon, which disrupts hydrogen bonding in aqueous environments.
  • Temperature Effects: The solubility may also exhibit variations with changing temperature. As temperature increases, solubility in organic solvents often improves, allowing for better dissolution.
  • Applications: Understanding the solubility behavior of 3-chlorocyclohexene is crucial for its application in synthesis and other chemical processes. It helps in predicting how it will interact in different environments.

In summary, 3-chlorocyclohexene shows a clear preference for nonpolar solvents while remaining largely insoluble in water. This behavior not only emphasizes the compound's organic nature but also highlights the importance of choosing the appropriate solvent for practical applications involving this compound.

Interesting facts

Interesting Facts about 3-Chlorocyclohexene

3-Chlorocyclohexene is a fascinating compound that falls under the category of halogenated hydrocarbons, specifically showcasing a unique structure and reactivity. Here are some intriguing aspects of this compound:

  • Structure and Geometry: 3-Chlorocyclohexene features a cyclohexene ring with a chlorine atom positioned at the third carbon. This structural arrangement introduces a level of strain and twisting that can alter its reactivity and interactions with other molecules.
  • Reactivity: The presence of the chlorine atom makes 3-chlorocyclohexene a reactive species. It can participate in various chemical reactions, such as nucleophilic substitution and electrophilic addition, which are critical for synthetic organic chemistry.
  • Significance in Synthesis: This compound serves as an essential building block in organic synthesis. It can be used to create more complex molecules, making it valuable in pharmaceutical development and the manufacture of agrochemicals.
  • Study of Stereochemistry: As a ring structure with substituents, 3-chlorocyclohexene offers an exciting arena for studying stereochemistry. The compound can exhibit different geometric isomers, enriching the discussion around chirality and molecular conformation.
  • Environmental Considerations: Compounds with halogens, including 3-chlorocyclohexene, are often scrutinized for their environmental impact. Understanding their behavior in the environment can influence regulations and safety measures in chemical handling.

In summary, 3-chlorocyclohexene is not just a simple molecule; it embodies a rich field of study in organic chemistry, ranging from its unique reactivity patterns to its role in synthetic applications and environmental implications. As noted by chemists, “Every small change can lead to drastic differences in chemical behavior.” This statement rings particularly true for compounds like 3-chlorocyclohexene, where the effects of even one chlorine substitution can open new pathways in chemical reactions.

Synonyms
3-CHLOROCYCLOHEXENE
2441-97-6
Cyclohexene, 3-chloro-
3-Chlorocyclohexene-1
BRN 1852114
4-05-00-00230 (Beilstein Handbook Reference)
679-664-4
lngqlhziyfquir-uhfffaoysa-n
3-chlorocyclohex-1-ene
3-Chloro-1-cyclohexene
3-Cyclohexenyl chloride
MFCD00013776
1,2,3,4-Tetrahydrochlorobenzene
3-chloro-cyclohexene
SCHEMBL717817
DTXSID60947285
AKOS028108394
BS-23101
SY054691
DB-046444
EN300-805137
T70633