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Ethyl chloroacetate

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Identification
Molecular formula
C4H7ClO2
CAS number
105-39-5
IUPAC name
ethyl 2-chloroacetate
State
State

Ethyl chloroacetate is typically a liquid at room temperature.

Melting point (Celsius)
-46.30
Melting point (Kelvin)
226.85
Boiling point (Celsius)
144.00
Boiling point (Kelvin)
417.15
General information
Molecular weight
122.55g/mol
Molar mass
122.5540g/mol
Density
1.1461g/cm3
Appearence

Ethyl chloroacetate is a colorless liquid with a pungent fruity odor. It is often used in organic synthesis and as a solvent or intermediate in various chemical reactions.

Comment on solubility

Solubility of Ethyl 2-chloroacetate

Ethyl 2-chloroacetate, with the chemical formula C4H7ClO2, presents unique solubility characteristics that can be intriguing for chemists and researchers alike. When considering the solubility of this compound, here are some key points to highlight:

  • Polar Nature: Due to the presence of both a chlorine atom and a carboxylate group, ethyl 2-chloroacetate exhibits polar properties that enhance its solubility in polar solvents.
  • Solvent Compatibility: This compound is generally soluble in a variety of organic solvents such as ethanol, ether, and chloroform. However, it has limited solubility in non-polar solvents, illustrating the significance of polarity in determining solubility.
  • Aqueous Solubility: Ethyl 2-chloroacetate shows limited solubility in water, primarily due to its hydrophobic ethyl group, which diminishes its interaction with water molecules.

In summary, the solubility profile of ethyl 2-chloroacetate is defined by its polar characteristics that favor dissolution in polar organic solvents, while its hydrophobic components restrict its solubility in water. Understanding these solubility dynamics is essential for applications in synthesis and extraction processes.

Interesting facts

Interesting Facts about Ethyl 2-Chloroacetate

Ethyl 2-chloroacetate is an intriguing compound belonging to the family of chloroacetates. This organic chemical is primarily recognized for its utility in various synthetic applications. Here are some fascinating points about this compound:

  • Reactivity: Ethyl 2-chloroacetate is known for its reactivity, particularly in nucleophilic substitution reactions. This makes it a valuable building block in organic synthesis.
  • Synthesis: It can be synthesized by reacting ethyl acetate with phosphorus pentachloride, or through other methods involving chloroacetic acid derivatives.
  • Applications: This compound is widely used in the preparation of agrochemicals, pharmaceuticals, and dyes. It serves as an intermediate in the synthesis of various esters.
  • Biochemical Significance: Ethyl 2-chloroacetate is employed in the study of biochemical pathways, particularly in the analysis of enzyme interactions.
  • Environmental Concerns: As with many chlorinated compounds, its use is regulated due to potential environmental impacts. It's important to consider safe handling practices.

Quote from Chemistry Literature

As noted in various chemical synthesis texts, "Ethyl 2-chloroacetate stands out as a versatile reagent that bridges the gap between simple organic synthesis and complex molecular constructs."

In summary, ethyl 2-chloroacetate exemplifies the intersection of utility and reactivity in organic chemistry, making it a subject of great interest within scientific circles.

Synonyms
ETHYL CHLOROACETATE
105-39-5
ethyl 2-chloroacetate
Ethyl chloracetate
Chloroacetic acid ethyl ester
Acetic acid, chloro-, ethyl ester
Ethyl monochloroacetate
Ethyl monochloracetate
Ethyl chloroethanoate
Ethyl alpha-chloroacetate
2-Chloroacetic Acid Ethyl Ester
NSC 8833
Chloroacetic acid, ethyl ester
Ethylester kyseliny chloroctove
CCRIS 7747
HSDB 408
ETHYLCHLOROACETATE
Ethyl ester of chloroacetic acid
UNII-6H07TEH4TF
Ethyl .alpha.-chloroacetate
EINECS 203-294-0
6H07TEH4TF
UN1181
Ethylester kyseliny chloroctove [Czech]
BRN 0506455
DTXSID4026715
AI3-19743
NSC-8833
Acetic acid, 2-chloro-, ethyl ester
DTXCID306715
ETHYL CHLOROACETATE [MI]
EC 203-294-0
ETHYL CHLOROACETATE [HSDB]
4-02-00-00481 (Beilstein Handbook Reference)
UN 1181
Pulsatilla Saponin D (90%)
(Ethoxycarbonyl)methyl Chloride
ehyl chloroacetate
ClCH2COOEt
MFCD00000932
Ethyl-2-chloroacetate
C1CH2COOEt
ethyl 2-chloroethanoate
Ethyl alphachloroacetate
Ethyl-2-monochloroacetate
Ethyl chloroacetate, 99%
SCHEMBL59424
Chloroacetic acid-ethyl ester
chloro acetic acid ethyl ester
chloro-acetic acid ethyl ester
CHEMBL3186148
Monochloroacetic acid ethyl ester
Acetic acid, chloro, ethyl ester
NSC8833
Acetic acid, 2chloro, ethyl ester
Tox21_201053
BBL012578
STL163644
AKOS000118975
FE23039
NCGC00248909-01
NCGC00258606-01
BP-21332
CAS-105-39-5
VS-03394
Ethyl chloroacetate [UN1181] [Poison]
MONOCHLORETHANOIC ACID, ETHYL ESTER
NS00001557
EN300-18308
Ethyl chloroacetate, purum, >=98.0% (GC)
Q424825
F1908-0062
2-Chloro-acetic acid ethyl ester;(Ethoxycarbonyl)methyl chloride;2-Chloroacetic acid ethyl ester
203-294-0