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Ethyl 6-chloro-6-oxohexanoate

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Identification
Molecular formula
C8H13ClO3
CAS number
18374-80-0
IUPAC name
ethyl 6-chloro-6-oxo-hexanoate
State
State

Ethyl 6-chloro-6-oxohexanoate is a liquid at room temperature. It has a moderate viscosity, which allows it to pour easily. As with many organic liquids, it should be handled carefully to avoid exposure, due to its potential reactivity and chemical properties.

Melting point (Celsius)
-64.00
Melting point (Kelvin)
209.15
Boiling point (Celsius)
255.00
Boiling point (Kelvin)
528.15
General information
Molecular weight
194.64g/mol
Molar mass
194.6240g/mol
Density
1.0785g/cm3
Appearence

Ethyl 6-chloro-6-oxohexanoate is a colorless to pale yellow liquid. It is typically clear and free from any suspended particles or impurities. As an ester, it has a characteristic ester-like odor, which is often described as fruity or sweet.

Comment on solubility

Solubility of Ethyl 6-chloro-6-oxo-hexanoate

Ethyl 6-chloro-6-oxo-hexanoate, with its molecular structure containing both alkyl and carbonyl functional groups, exhibits intriguing solubility characteristics. Generally, the solubility of organic compounds like this one can depend on several factors:

  • Polarity: The presence of polar functional groups often contributes to higher solubility in polar solvents like water, while less polar compounds tend to dissolve better in organic solvents.
  • Saturation: The extent of saturation within the compound affects its solubility; more saturated hydrocarbons typically demonstrate lower solubility in polar solvents.
  • Chain Length: With longer alkyl chains, solubility in water decreases as the hydrophobic character of the molecule increases.

For ethyl 6-chloro-6-oxo-hexanoate:

  • It is likely to dissolve readily in organic solvents such as ethanol or acetone.
  • In polar solvents, such as water, the solubility may be limited due to its relatively larger hydrophobic alkyl portion.

As a result, the solubility behavior of this compound can be summarized as:

  • Good solubility in organic solvents.
  • Limited solubility in polar solvents.

Understanding these characteristics is crucial for its applications in various chemical processes and formulations.

Interesting facts

Interesting Facts About Ethyl 6-Chloro-6-Oxo-Hexanoate

Ethyl 6-chloro-6-oxo-hexanoate is an intriguing compound that plays a significant role in organic synthesis and the development of various chemical products. Here are some captivating aspects of this compound:

  • Versatile Intermediary: Ethyl 6-chloro-6-oxo-hexanoate is often used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. Its ability to undergo various reactions highlights its utility in complex organic transformations.
  • Role in Reaction Mechanisms: This compound participates in nucleophilic acyl substitution reactions, making it essential for creating more complex molecules. Understanding these mechanisms is fundamental for chemists working on drug discovery.
  • Functional Group Contribution: The presence of both the chloro and oxo functional groups significantly influences the reactivity of this compound, allowing it to interact with a diverse range of nucleophiles.
  • Chirality and Synthesis: Although ethyl 6-chloro-6-oxo-hexanoate itself is not chiral, it can be transformed into chiral derivatives, which are vital for creating active pharmaceutical ingredients that require specific stereochemistry.
  • Eco-friendly Alternatives: With increasing emphasis on sustainable chemistry, compounds like ethyl 6-chloro-6-oxo-hexanoate can be synthesized via greener methods, prompting innovation in synthetic techniques.

In conclusion, ethyl 6-chloro-6-oxo-hexanoate is not only a valuable compound in the field of organic chemistry, but its unique properties and potential applications make it a subject of ongoing research and development. As scientists seek to develop new methods of synthesis and application, understanding compounds like this one will continue to be crucial.

Synonyms
Ethyl 6-chloro-6-oxohexanoate
HEXANOIC ACID, 6-CHLORO-6-OXO-, ETHYL ESTER
BRN 1100317
P7RYK2R5AD
EINECS 213-993-2
DTXSID70147916
4-02-00-01971 (Beilstein Handbook Reference)
DTXCID4070407
213-993-2
1071-71-2
Hexanoic acid,6-chloro-6-oxo-, ethyl ester
6-Chloro-6-oxo-hexanoic acid, ethyl ester
C8H13ClO3
ethyl 5-chloroformylpentanoate
UNII-P7RYK2R5AD
Ethyl6-chloro-6-oxohexanoate
SCHEMBL4197578
ethyl 5-(chlorocarbonyl)valerate
s10472
6-chloro-6-oxo-hexanoic acid ethyl ester
WS-03263
DB-360549
NS00023445
Ethyl6-chloro-6-oxohexanoate(ThiocticAcidImpurity)