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Ethyl 2-isothiocyanatoacetate

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Identification
Molecular formula
C6H9NO2S
CAS number
22508-36-5
IUPAC name
ethyl 2-isothiocyanatoacetate
State
State

At room temperature, ethyl 2-isothiocyanatoacetate is in a liquid state, characterized by a slightly viscous texture.

Melting point (Celsius)
-30.00
Melting point (Kelvin)
243.15
Boiling point (Celsius)
225.00
Boiling point (Kelvin)
498.15
General information
Molecular weight
159.20g/mol
Molar mass
159.1950g/mol
Density
1.1360g/cm3
Appearence

Ethyl 2-isothiocyanatoacetate is typically a colorless to pale yellow liquid with a slight odor. It may appear oily in consistency.

Comment on solubility

Solubility of Ethyl 2-isothiocyanatoacetate

Ethyl 2-isothiocyanatoacetate (C5H7NO2S) exhibits unique solubility properties that are crucial for its applications. Understanding its solubility can aid in both laboratory and industrial settings. Here are some key points regarding its solubility:

  • Polarity: Ethyl 2-isothiocyanatoacetate has moderate polarity due to the presence of the isothiocyanate functional group, which can influence its solubility in various solvents.
  • Solvent Compatibility: It is known to be soluble in organic solvents such as ethanol, methanol, and chloroform, making it readily available for reactions in organic chemistry.
  • Water Solubility: The solubility in water is relatively low, which is common for many organic compounds containing hydrophobic alkyl groups.
  • Temperature Dependency: Like many compounds, the solubility of ethyl 2-isothiocyanatoacetate may increase with temperature, allowing for better dissolution in polar solvents at higher temperatures.

In summary, when considering the solubility of ethyl 2-isothiocyanatoacetate, it is important to note its favorable solubility in organic solvents contrasted with limited water solubility. Understanding these solubility characteristics can significantly enhance the effectiveness of its use in various chemical processes.

Interesting facts

Interesting Facts About Ethyl 2-Isothiocyanatoacetate

Ethyl 2-isothiocyanatoacetate is a fascinating compound that falls under the category of isothiocyanates, which are known for their unique reactive properties and biological significance. This compound possesses several intriguing aspects that make it noteworthy in the field of chemistry:

  • Origin of Isothiocyanates: The presence of the isothiocyanate functional group (–N=C=S) is primarily derived from the hydrolysis of thiocyanates. This group is not only responsible for the compound's reactivity but also contributes to the characteristic pungent odor associated with many isothiocyanates.
  • Biological Activity: Compounds like ethyl 2-isothiocyanatoacetate are studied for their potential health benefits. Some isothiocyanates have demonstrated anti-cancer properties through various mechanisms, including the modulation of detoxification enzymes and the induction of apoptosis in tumor cells.
  • Natural Sources: Isothiocyanates are commonly found in cruciferous vegetables such as broccoli, cabbage, and mustard greens. Ethyl 2-isothiocyanatoacetate and similar compounds are released when these vegetables are chopped or chewed, further highlighting the connection between diet and health.
  • Role in Organic Synthesis: This compound serves as a valuable reagent in organic synthesis, particularly in the formation of other chemically complex molecules. Its ability to provide isothiocyanate groups makes it useful in medicinal chemistry and the development of new pharmaceuticals.
  • Flavor and Aroma: The compound's unique flavor profile has gained interest in the food industry, where its derivatives may be utilized to enhance the taste and aroma of various food products.

As highlighted by a chemistry professor, "The study of isothiocyanates like ethyl 2-isothiocyanatoacetate opens new avenues in both health-related research and synthetic applications." This showcases the compound's relevance in modern scientific research and its impact on our understanding of nutrition and organic chemistry.

In summary, ethyl 2-isothiocyanatoacetate stands as a prime example of how a single compound can bridge various fields of study, from biochemistry to environmental science, making it a truly remarkable subject for any chemist or student.

Synonyms
Ethyl isothiocyanatoacetate
24066-82-8
Ethyl 2-isothiocyanatoacetate
Ethyl isothiocyanoacetate
ACETIC ACID, ISOTHIOCYANATO-, ETHYL ESTER
Carbethoxymethyl isothiocyanate
Carboethoxymethyl isothiocyanate
BRN 0507542
Acetic acid, 2-isothiocyanato-, ethyl ester
DTXSID40885252
2-04-00-00800 (Beilstein Handbook Reference)
RefChem:552161
DTXCID801024643
417-720-1
607-312-1
ethoxycarbonylmethylisothiocyanate
MFCD00060677
Carbethoxymethylisothiocyanate
Ethoxycarbonylmethyl Isothiocyanate
Isothiocyanatoacetic Acid Ethyl Ester
ethyl-2-isothiocyanato acetate
SCHEMBL2042195
Ethyl isothiocyanatoacetate, 97%
ethyl N-(thioxomethylidene)glycinate
isothiocyanato-acetic acid-ethy ester
STL185593
Isothiocyanato-acetic acid ethyl ester
AKOS003354685
FS-4463
A4986
I0558
NS00122426
D91182
066E828
F008963