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Ethyl 6-chlorohexanoate

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Identification
Molecular formula
C8H15ClO2
CAS number
6092-54-2
IUPAC name
ethyl 6-chlorohexanoate
State
State

At room temperature, ethyl 6-chlorohexanoate is in a liquid state due to its low melting point combined with its higher boiling point.

Melting point (Celsius)
-46.40
Melting point (Kelvin)
226.80
Boiling point (Celsius)
233.00
Boiling point (Kelvin)
506.00
General information
Molecular weight
178.65g/mol
Molar mass
178.6480g/mol
Density
0.9976g/cm3
Appearence

Ethyl 6-chlorohexanoate is generally a colorless to pale yellow liquid with a characteristic ester-like odor. Its appearance is typical of many esters, being a clear, oily liquid.

Comment on solubility

Solubility of Ethyl 6-Chlorohexanoate

Ethyl 6-chlorohexanoate, with the chemical formula C9H17ClO2, exhibits notable solubility characteristics that are largely influenced by its structure and functional groups. Understanding its solubility can provide insights into its behavior in various chemical processes.

General Solubility Behavior

This compound is known to be:

  • Moderately soluble in water:
    • Due to the presence of the ester functional group, it can engage in hydrogen bonding, albeit limited.
  • Soluble in organic solvents:
    • Compounds such as ethanol, acetone, and dichloromethane are ideal solvents for ethyl 6-chlorohexanoate.

Factors Affecting Solubility

The solubility of ethyl 6-chlorohexanoate can be influenced by several factors:

  1. Temperature: Increasing temperature generally increases solubility in liquids.
  2. Polarity: The compound's polar and nonpolar characteristics affect its ability to dissolve in polar vs. nonpolar solvents.
  3. Concentration of Solvent: Higher concentrations of compatible solvents can improve solubility.

As a conclusion, while ethyl 6-chlorohexanoate shows some extent of water solubility, it is predominantly known for its compatibility with organic solvents, making it an interesting compound in various synthetic applications and chemical reactions.

Interesting facts

Discovering Ethyl 6-Chlorohexanoate

Ethyl 6-chlorohexanoate is a fascinating compound that belongs to the family of esters, which are known for their distinct and often pleasant aromas. This compound is particularly noteworthy not just for its chemical structure but also for its various applications and properties. Let’s explore some intriguing aspects:

  • Synthesis and Formation: Ethyl 6-chlorohexanoate can be synthesized through the reaction of 6-chlorohexanoic acid with ethanol, utilizing acid catalysts. This reaction exemplifies the process of esterification, a key transformation in organic chemistry.
  • Flavor and Aroma: Many esters are valued for their contributions to flavor and fragrance. Ethyl 6-chlorohexanoate may impart fruity or sweet notes, making it a candidate for use in food flavoring and aroma industries.
  • Research and Applications: This compound may find utilization in various fields, including:
    • As a building block in synthetic organic chemistry.
    • In the production of specialty chemicals.
    • In agricultural chemistry as a potential intermediate in agrochemical formulations.
  • Biological Activity: Research into esters often reveals attractive biological properties, making them subjects of interest in medicinal chemistry. While specific studies on ethyl 6-chlorohexanoate may be limited, its related compounds have shown promising biological activities.

In summary, ethyl 6-chlorohexanoate serves as a prime example of the versatility of ester compounds in both chemical synthesis and potential industrial applications. As we continue exploring the realm of organic chemistry, understanding compounds like this one can open new doors in both research and application.

Synonyms
10140-96-2
HEXANOIC ACID, 6-CHLORO-, ETHYL ESTER
6-Chlorohexanoic acid, ethyl ester
EINECS 233-400-0
BRN 1756050
DTXSID50143911
DTXCID0066402
3-02-00-00735 (beilstein handbook reference)
Ethyl 6-chlorohexanoate
6-Chlorohexanoic acid ethyl ester
Ethyl6-chlorohexanoate
2WNC3VU7ZV
SCHEMBL1366491
DA-33698
5-chloro-pentanecarboxylic acid ethyl ester
Caproic acid, epsilon-chloro-, ethyl ester
NS00023056
EN300-295196