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1,3-Dichlorocyclohexane

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Identification
Molecular formula
C6H10Cl2
CAS number
638-18-4
IUPAC name
(1S,3R)-1,3-dichlorocyclohexane
State
State

At room temperature, 1,3-Dichlorocyclohexane exists as a liquid. It remains stable under normal conditions but should be handled carefully, avoiding contact with skin and prolonged inhalation, typical of volatile organic compounds.

Melting point (Celsius)
-12.90
Melting point (Kelvin)
260.25
Boiling point (Celsius)
187.20
Boiling point (Kelvin)
460.35
General information
Molecular weight
147.05g/mol
Molar mass
147.0190g/mol
Density
1.2494g/cm3
Appearence

1,3-Dichlorocyclohexane is a colorless liquid at room temperature. It often appears in a clear or slightly yellowish hue, reflective of many organic chlorides, and can sometimes emit a mild odor characteristic of chlorinated hydrocarbons.

Comment on solubility

Solubility of (1S,3R)-1,3-Dichlorocyclohexane

(1S,3R)-1,3-dichlorocyclohexane presents an interesting case when it comes to solubility. This compound, characterized by its cyclohexane ring and two chlorine substituents, demonstrates a notable degree of hydrophobicity. Here are key points regarding its solubility:

  • Solvent Preference: (1S,3R)-1,3-dichlorocyclohexane is more soluble in non-polar solvents due to its hydrocarbon structure. Solvents such as hexane and toluene can dissolve this compound more effectively than water.
  • Water Solubility: The presence of chlorine atoms does introduce some polarity; however, the overall molecular structure remains predominantly non-polar. Thus, it displays limited solubility in water.
  • Influence of Temperature: Solubility can also be affected by temperature, where increased thermal energy may allow slight increases in solubility for non-polar solvents due to enhanced molecular interactions.

In summary, (1S,3R)-1,3-dichlorocyclohexane’s solubility profile reflects its organic characteristics, making it more compatible with non-polar environments while being significantly less soluble in aqueous solutions. This behavior illustrates the importance of understanding solubility in the broader context of chemical reactivity and application.

Interesting facts

Interesting Facts about (1S,3R)-1,3-Dichlorocyclohexane

(1S,3R)-1,3-Dichlorocyclohexane is a fascinating chemical compound that offers insights into both structural chemistry and chirality. This compound belongs to the class of cyclic alkanes and is characterized by two chlorine atoms attached to different carbon atoms in a cyclohexane ring. Here are some engaging facts about this compound:

  • Stereochemistry: The notation (1S,3R) indicates that this compound is chiral, meaning it exists as two non-superimposable mirror images, or enantiomers. Chirality plays a crucial role in pharmaceuticals, where the different enantiomers of a drug can have different biological activities.
  • Applications: Dichlorocyclohexanes are used as intermediates in the synthesis of various chemical products and have potential applications in organic synthesis. They are often employed in the production of herbicides, pesticides, and other agrochemicals.
  • Environmental Impact: Chlorinated compounds, including (1S,3R)-1,3-dichlorocyclohexane, can pose environmental challenges due to their persistence and potential toxicity. Understanding their behavior in the environment is critical for developing safe disposal and mitigation strategies.
  • Conformational Analysis: The cyclohexane ring can adopt different conformations, such as chair and boat forms, impacting the spatial arrangement of the attached chlorine atoms. This feature is pivotal in predicting reactivity and interactions with other molecules.
  • Research Potential: As a chiral compound, (1S,3R)-1,3-dichlorocyclohexane presents intriguing opportunities for research in asymmetric synthesis and molecular recognition, making it a subject of ongoing scientific exploration.

In conclusion, (1S,3R)-1,3-dichlorocyclohexane is not just a simple chemical entity; it embodies the complexity and beauty of molecular chemistry, providing vital insights into various scientific disciplines. Whether studying its applications or examining its environmental impact, this compound is an excellent example of the intricacies of chemical compounds.

Synonyms
1,3-DICHLOROCYCLOHEXANE (CIS)
24955-63-3
DTXSID20179666
RefChem:1052814
DTXCID80102157
cis-1,3-Dichlorocyclohexane
Cyclohexane, 1,3-dichloro-, cis-
(Z)-1,3-Dichlorocyclohexane
HXWLCXAXTOJPJL-OLQVQODUSA-N