Skip to main content

Ethyl 2-chloroacetoacetate

ADVERTISEMENT
Identification
Molecular formula
C6H9ClO3
CAS number
609-15-4
IUPAC name
ethyl 2-chloro-3-oxo-butanoate
State
State

At room temperature, ethyl 2-chloroacetoacetate is typically found in a liquid state. It is stable under normal conditions but can be reactive with strong oxidizing agents.

Melting point (Celsius)
-45.00
Melting point (Kelvin)
228.15
Boiling point (Celsius)
188.00
Boiling point (Kelvin)
461.15
General information
Molecular weight
164.58g/mol
Molar mass
164.5780g/mol
Density
1.1773g/cm3
Appearence

Ethyl 2-chloroacetoacetate appears as a colorless to pale yellow liquid. It is often noted for its clear appearance and has a characteristic ester odor. The liquid is typically used in organic synthesis and can be sensitive to light and moisture, necessitating storage in a cool, dry place often in amber-colored bottles to prevent degradation.

Comment on solubility

Solubility of Ethyl 2-chloro-3-oxo-butanoate

Ethyl 2-chloro-3-oxo-butanoate is a modestly soluble compound with interesting characteristics. Understanding its solubility can provide insights into its behavior in different environments and applications. Here are key points regarding its solubility:

  • Solvent Compatibility: Ethyl 2-chloro-3-oxo-butanoate is generally soluble in organic solvents such as ethanol, acetone, and chloroform, making it favorable for reactions in organic chemistry.
  • Water Solubility: While it exhibits some degree of solubility in water, it is considered to have low water solubility, mainly due to its hydrophobic ethyl group and the presence of a halogen atom.
  • Temperature Influence: The solubility of this compound can increase with temperature, which is a common trend in many organic compounds. Higher temperatures can often lead to improved dissolution rates.

In summary, while ethyl 2-chloro-3-oxo-butanoate has limited solubility in water, it shows a much better solubility profile in various organic solvents. This property can be particularly useful for synthesis and extraction processes in chemical research. As one prominent chemist noted, “The solubility of a compound often dictates its utility in synthesis and formulation.”

Interesting facts

Interesting Facts about Ethyl 2-Chloro-3-oxo-butanoate

Ethyl 2-chloro-3-oxo-butanoate is a fascinating compound known for its versatile applications in organic synthesis and its interesting chemical properties. Here are some significant points to consider:

  • Structure & Reactivity: The unique structure of ethyl 2-chloro-3-oxo-butanoate makes it chemically reactive. It features a carbonyl group along with a chlorine atom, which can participate in various substitution and addition reactions.
  • Building Block: This compound serves as a useful intermediate in the synthesis of various pharmaceuticals and agrochemicals, highlighting its importance in the field of medicinal chemistry.
  • Synthetic Versatility: Ethyl 2-chloro-3-oxo-butanoate can be transformed into multiple derivatives, enabling chemists to develop new compounds with desired biological activities.
  • Research Applications: This compound is often used in studies focused on reaction mechanisms, aiding chemists in understanding how different functional groups interact in various environments.

As noted by renowned chemist Robert H. Grubbs, “Chemistry is a lot about making connections—this compound is a prime example of how one molecule can lead to many others.” Through its reactivity and structural uniqueness, ethyl 2-chloro-3-oxo-butanoate continues to intrigue researchers and contribute significantly to the advancement of chemical sciences.

In conclusion, the intricate structure and diverse applications of ethyl 2-chloro-3-oxo-butanoate not only highlight its importance in organic chemistry but also inspire further exploration and study in the synthesis of functional compounds.

Synonyms
Ethyl 2-chloroacetoacetate
609-15-4
Butanoic acid, 2-chloro-3-oxo-, ethyl ester
Ethyl-2-chloracetoacetate
A 21960
Ethyl 2-chloracetoacetate
CCRIS 6889
EINECS 210-180-4
A9GFN94N9A
DTXSID3049330
NSC-78426
DTXCID8029286
EC 210-180-4
Ethyl2chloracetoacetate
Ethyl 2chloro3oxobutanoate
Ethyl alphachloroacetoacetate
2Chloroacetoacetic acid ethyl ester
2Chloro3oxobutyric acid ethyl ester
2Chloro3oxobutanoic acid, ethyl ester
Acetoacetic acid, 2chloro, ethyl ester
Butanoic acid, 2chloro3oxo, ethyl ester
Acetoacetic acid, 2chloro, ethyl ester (8CI)
210-180-4
rduleywugkocmr-uhfffaoysa-n
un2920
Ethyl 2-chloro-3-oxobutanoate
2-Chloroacetoacetic acid ethyl ester
Ethyl alpha-chloroacetoacetate
Ethyl 2-chloro-3-oxobutyrate
2-Chloro-3-oxobutyric acid ethyl ester
2-Chloro-3-oxobutanoic acid, ethyl ester
Acetoacetic acid, 2-chloro-, ethyl ester
NSC 78426
Ethyl .alpha.-chloroacetoacetate
ethyl-2-chloroacetoacetate
MFCD00009141
2-chloro-3-oxo-butyric acid ethyl ester
A-21960
Acetoacetic acid, 2-chloro-, ethyl ester (8CI)
Ethyl2-chloroacetoacetate
ethyl2-chloro-3-oxobutanoate
ethyl 2-choroacetoacetate
2-Cl-ACE
UNII-A9GFN94N9A
ethyl 2-chloro-acetoacetate
Ethyl 2-chloroaceto-acetate
ethyl-2-chloro acetoacetate
ethyl-2-chloro-acetoacetate
SCHEMBL54869
ethyl-2-chloro-3oxobutanoate
ethyl 2-chloro-3-oxobutanate
Ethyl-alpha-Chloroacetoacetate
ethyl-2-chloro-3-oxobutanoate
Ethyl 2-chloro-3-oxo-butyrate
CHEMBL3186400
alphachloroacetoacetic ethyl ester
Ethyl 2-chloroacetoacetate, 95%
BCP17354
HY-Y0364
NSC78426
Tox21_202936
STL193992
AKOS000269010
AKOS016039405
CS-W018512
FE36663
NCGC00260482-01
CAS-609-15-4
DB-013417
A8472
NS00003662
EN300-20317
D77847
F2190-0285
Ethyl 2-chloroacetoacetate, produced by Wacker Chemie AG, Burghausen, Germany, >=96% (GC)