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Chloroheptanes

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Identification
Molecular formula
C7H15Cl
CAS number
not applicable
IUPAC name
1-chloroheptane;2-chloroheptane;3-chloroheptane;4-chloroheptane
State
State

Chloroheptanes are liquids at room temperature.

Melting point (Celsius)
-70.00
Melting point (Kelvin)
203.00
Boiling point (Celsius)
152.00
Boiling point (Kelvin)
425.00
General information
Molecular weight
120.66g/mol
Molar mass
120.6210g/mol
Density
0.8751g/cm3
Appearence

Chloroheptanes are colorless liquids with a characteristic alkyl chloride odor.

Comment on solubility

Solubility of Chloroheptanes

The chloroheptanes encompass a series of chlorinated hydrocarbons, namely 1-chloroheptane, 2-chloroheptane, 3-chloroheptane, and 4-chloroheptane. Their solubility can generally be described as follows:

  • These compounds are predominantly non-polar due to their long hydrocarbon chains.
  • As a result, they exhibit limited solubility in water, typically less than 1 g/L.
  • However, they are better soluble in organic solvents such as:
    • Hexane
    • Ether
    • Benzene

In practical terms, the solubility of these chloroheptanes can be summarized with the quote: "Like dissolves like." This emphasizes their affinity for non-polar solvents, while their interaction with polar solvents, such as water, is minimal.

Due to their non-polar characteristics, chloroheptanes are often used in organic synthesis and industrial applications, although caution is advised due to their potential environmental and health impacts.

Interesting facts

1-Chloroheptane

1-Chloroheptane is an organic compound that belongs to the class of alkyl halides. Here are some fascinating aspects of this compound:

  • Structural Significance: As the first chlorine substituent on the heptane chain, 1-chloroheptane is a primary alkyl halide. This means that the chlorine atom is attached to a carbon atom at the end of the straight-chain structure, influencing its reactivity and physical properties.
  • Applications: This compound is often utilized in organic synthesis, where it serves as a building block in the creation of other chemical compounds, including pharmaceuticals and agrochemicals.
  • Reactivity: Due to the presence of the halogen atom, 1-chloroheptane participates in nucleophilic substitution reactions, making it an interesting subject for studying reaction mechanisms in organic chemistry.
  • Environmental Considerations: Like many halogenated compounds, 1-chloroheptane's persistence in the environment raises concerns. It is important to consider how it interacts with biological systems and its potential impact on ecological health.

2-Chloroheptane

2-Chloroheptane is another member of the chloroheptane series, characterized by its molecular structure where the chlorine atom is bonded to the second carbon in the heptane chain. Here are some interesting points:

  • Secondary Alkyl Halide: As a secondary halide, the chlorine is bonded to a carbon that is connected to two other carbons. This structural feature significantly affects its reactivity and stability compared to primary and tertiary halides.
  • Importance in Synthesis: 2-Chloroheptane is critical in multistep organic synthesis, where it can act as a precursor for more complex organic molecules.
  • Study in Organic Chemistry: The reactivity of 2-chloroheptane can serve as a model for understanding different nucleophilic substitution mechanisms—both \(S_N\)1 and \(S_N\)2 reactions—which are foundational topics in organic chemistry educational curricula.
  • Industrial Usage: This compound can be found in various industrial applications, particularly in the production of polymer materials and solvents.

3-Chloroheptane

3-Chloroheptane features a chlorine atom attached to the third carbon of the heptane chain. Below are points of interest regarding this structure:

  • Tertiary Alkyl Halide: This molecule is treated as a tertiary alkyl halide due to the presence of the chlorine on a carbon that connects to two other carbon atoms. This positioning often leads to different reaction dynamics compared to primary and secondary halides.
  • Reactivity and Stability: The tertiary nature typically results in a greater stability and different behavior in reactions, especially under conditions favoring \(S_N\)1 pathways, where carbocation formation is favorable.
  • Applicability: 3-Chloroheptane can play a significant role in the synthesis of complex organic compounds, including certain pharmaceuticals and agrochemicals, opening avenues for advanced research.
  • Research Applications: Its unique properties make it a subject of interest for studying alkyl halide reactivity trends and mechanisms in laboratory settings.

4-Chloroheptane

4-Chloroheptane, with the chlorine group on the fourth carbon, introduces its own distinctive characteristics:

  • Location Matters: The placement of the chlorine on the fourth carbon impacts the properties of the molecule, leading to different physical and chemical behaviors that are crucial for its applications in various fields.
  • Synthetic Utility: Like its other chloroheptane relatives, 4-chloroheptane is useful in synthetic organic chemistry. It can be employed as an intermediate in reactions aimed at creating larger or more complex molecules.
  • Mechanistic Insights: The unique structure of 4-chloroheptane provides chemists with an opportunity to investigate and understand various nucleophilic substitution reactions, further enriching the study of organic chemistry.
  • Implications for Safety: As with other halogenated compounds, proper handling and disposal are important to mitigate environmental risks associated with its use.
Synonyms
CHLOROHEPTANES
SCHEMBL5623178
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