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Ethyl thioglycolate

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Identification
Molecular formula
C4H8O2S
CAS number
623-51-8
IUPAC name
ethyl 2-sulfanylacetate
State
State

At room temperature, ethyl thioglycolate is a liquid. It is commonly used in its liquid form in various industrial and laboratory settings.

Melting point (Celsius)
-89.80
Melting point (Kelvin)
183.35
Boiling point (Celsius)
156.00
Boiling point (Kelvin)
429.15
General information
Molecular weight
120.17g/mol
Molar mass
122.1870g/mol
Density
1.1110g/cm3
Appearence

Ethyl thioglycolate is a clear, colorless liquid with a characteristic, unpleasant odor. It is often used as a reagent in chemical synthesis and has a strong and offensive scent that resembles rotten eggs or garlic.

Comment on solubility

Solubility of Ethyl 2-sulfanylacetate

Ethyl 2-sulfanylacetate (C4H8O2S) presents interesting solubility characteristics, which are influenced by its molecular structure. This compound, classified as a thioester, behaves as follows in various solvents:

  • Water: Ethyl 2-sulfanylacetate is expected to have limited solubility in water due to its hydrophobic ethyl group and the presence of a sulfur atom that does not favor hydrogen bonding.
  • Organic Solvents: It is generally more soluble in organic solvents such as ethanol and acetone, owing to its compatibility with similarly structured organic molecules.
  • Polarity Considerations: The compound's polar carbonate group aids its solubility in polar organic solvents, making it an interesting study in solvation behavior.

To summarize, while ethyl 2-sulfanylacetate shows limited interaction with water, it finds a suitable milieu in organic phases. Chemists often state, “Like dissolves like,” which accurately describes its solubility profile across different media.

Interesting facts

Interesting Facts about Ethyl 2-Sulfanylacetate

Ethyl 2-sulfanylacetate is a fascinating compound with a variety of applications and properties that capture the interest of both chemists and those in related fields. Here are some intriguing aspects of this compound:

  • Flavor Profile: Ethyl 2-sulfanylacetate is known for its distinct aroma, often likened to that of grapefruit. This characteristic makes it a valuable component in the food and fragrance industries, contributing to the sensory experiences associated with various products.
  • Chemical Structure: This compound features a unique thiol group, which is often responsible for the strong odors associated with sulfur-containing compounds. The presence of this functional group allows for fascinating reactions, particularly in organic synthesis.
  • Bohemian Rhapsody: Surprisingly, ethyl 2-sulfanylacetate has made its way into the musical world! Some chemists have humorously noted that the compound could inspire new lyrics, perhaps reflecting the experimental nature of chemistry and the shared experiences in the lab.
  • Versatile Reactions: Ethyl 2-sulfanylacetate can participate in a variety of organic reactions, including nucleophilic substitutions and addition reactions. This versatility makes it an attractive candidate for synthetic pathways in pharmaceuticals and agrochemicals.
  • Biological Role: In biochemical contexts, sulfanylacetates are often studied for their potential roles in human health, specifically regarding their interactions with enzymes and metabolic pathways. This avenue of research could unlock new insights in medicinal chemistry.

As we delve deeper into the world of ethyl 2-sulfanylacetate, we uncover not just its chemical properties but also its significance in research, industry, and even popular culture. Whether you are a seasoned chemist or a curious student, the exploration of such compounds expands our understanding of the complex tapestry of chemistry.

Synonyms
Ethyl thioglycolate
623-51-8
Ethyl 2-mercaptoacetate
Ethyl mercaptoacetate
USAF EK-2070
Thioglykolsaeure-aethylester
NSC 8834
Ethyl .alpha.-mercaptoacetate
Acetic acid, 2-mercapto-, ethyl ester
UNII-Z5SD8DD6CP
Z5SD8DD6CP
EINECS 210-800-3
Thioglykolsaeure-aethylester [German]
BRN 0605581
AI3-23030
2-mercaptoacetic acid ethyl ester
NSC-8834
Ethyl alpha-mercaptoacetate
ETHOXYCARBONYLMETHANETHIOL
4-03-00-00616 (Beilstein Handbook Reference)
ACETIC ACID,MERCAPTO,ETHYL ESTER
Thioglykolsaeureaethylester
ETHYL THIOGLYCOLATE [INCI]
Acetic acid, mercapto, ethyl ester
Acetic acid, 2mercapto, ethyl ester
inchi=1/c4h8o2s/c1-2-6-4(5)3-7/h7h,2-3h2,1h
pvbrsnzaoajrko-uhfffaoysa-n
ethyl 2-sulfanylacetate
ethylthioglycolate
Acetic acid, mercapto-, ethyl ester
Mercaptoacetic acid ethyl ester
Ethyl thioglycollate
Thioglycolic acid ethyl ester
Ethyl mercaptoacetic acid
Ethyl sulfanylacetate
MFCD00004874
Acetic acid,mercapto-,ethylester
DTXSID8049337
mercapto-acetic acid ethyl ester
Mercaptoacetic acid, ethyl ester
2-ethyl thioglycolate
ethyl mercapto-acetate
2-ethyl mercaptoacetate
ethyl-2 mercaptoacetate
ethyl-2-mercaptoacetate
Ethyl sulfanylacetate #
ethyl 2-mercapto-acetate
ethyl 2-sulfanylethanoate
Ethyl-2-mercapto-acetate
Ethyl thioglycolate, 97%
WLN: SH1VO2
SCHEMBL98169
CHEMBL3181965
DTXCID2029294
NSC8834
Tox21_202860
BBL011508
STL146623
AKOS000120357
MERCAPTO ACETIC ACID ETHYLESTER
CS-W001139
FE34642
NCGC00260406-01
CAS-623-51-8
VS-02965
NS00013667
T0211
EN300-20380
F21271
A833729
Q27295042
F0001-1673