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2-(2-chloroethylthio)ethanol

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Identification
Molecular formula
C4H9ClOS
CAS number
693-56-1
IUPAC name
2-(2-chloroethylsulfanyl)ethanol
State
State

At room temperature, 2-(2-chloroethylthio)ethanol is in a liquid state. It is typically used in its liquid form for various chemical applications.

Melting point (Celsius)
-37.00
Melting point (Kelvin)
236.15
Boiling point (Celsius)
221.00
Boiling point (Kelvin)
494.15
General information
Molecular weight
140.63g/mol
Molar mass
140.6340g/mol
Density
1.1898g/cm3
Appearence

2-(2-chloroethylthio)ethanol is a colorless liquid with a faint sulfurous odor. It might appear clear and is typically free of any suspended particles when pure.

Comment on solubility

Solubility of 2-(2-chloroethylsulfanyl)ethanol

2-(2-chloroethylsulfanyl)ethanol is a compound that exhibits notable solubility characteristics. Its solubility can primarily be understood through the following key factors:

  • Polarity: The presence of hydroxyl (-OH) and chlorinated functional groups enhances the polarity of the molecule, allowing it to interact favorably with polar solvents like water.
  • Hydrogen Bonding: The hydroxyl group can form hydrogen bonds with water molecules, which contributes to its overall solubility.
  • Hydrophobic Character: Although the compound contains a hydrophobic ethyl group, the polar functionalities dominate, favoring solubility in aqueous environments.

In summary, 2-(2-chloroethylsulfanyl)ethanol is generally soluble in water and other polar solvents due to its ability to engage in hydrogen bonding and the polar nature of its functional groups. However, solubility in non-polar solvents may be limited, reaffirming the principle that “like dissolves like.” This characteristic makes it suitable for a variety of chemical applications where aqueous compatibility is essential.

Interesting facts

Interesting Facts about 2-(2-chloroethylsulfanyl)ethanol

2-(2-chloroethylsulfanyl)ethanol is an intriguing compound with a diverse range of applications in chemical synthesis and industry. Here are some fascinating aspects of this compound:

  • Synthetic Utility: This compound serves as a crucial intermediate in the synthesis of various pharmaceuticals and agrochemicals. Its versatility allows for multiple pathways in organic synthesis, making it valuable in lab settings.
  • Biological Activity: As a chlorinated organic compound, it can exhibit antimicrobial properties, which is why it is often studied for potential use in medicinal chemistry.
  • Safety Considerations: Due to its chlorinated nature, handling this compound requires significant precautions. It is important to utilize proper safety equipment and protocols to minimize exposure, as chlorinated compounds can pose environmental hazards.
  • Reaction Mechanisms: The compound participates in various reaction mechanisms such as nucleophilic substitution, which makes it a subject of interest for students and researchers focusing on organic chemistry. Understanding these reactions can provide valuable insights into the behavior of chlorine and sulfur-containing compounds.
  • Industrial Applications: Beyond pharmaceuticals, it can be employed in the production of specialty chemicals, additives for plastics, and even as a potential reagent in polymer chemistry.

In summary, 2-(2-chloroethylsulfanyl)ethanol is not only a significant compound in organic synthesis but also an example of how chlorinated compounds can influence both medicinal and industrial fields. Its unique properties and reactivity put it at the center of fascinating chemical research and development.

Synonyms
Half mustard gas
Hemisulfur mustard
2-((2-CHLOROETHYL)THIO)ETHANOL
693-30-1
semi-mustard gas
semisulfur mustard
UNII-X99B866STV
BRN 1697572
X99B866STV
NSC-30024
2-Chloroethyl-2'-hydroxyethyl sulfide
HEMISULFUR MUSTARD [MI]
DTXSID00219352
2-Chloro-2'-hydroxydiethylsulfide
2-Chloroethyl 2'-hydroxyethyl sulfide
.BETA.-CHLOROETHYL .BETA.-HYDROXYETHYL THIOETHER
DTXCID20141843
BETA-CHLOROETHYL BETA-HYDROXYETHYL THIOETHER
4-01-00-02430 (beilstein handbook reference)
zgfpmamreqrrrb-uhfffaoysa-n
Mustard chlorohydrin
Half sulfur mustard
Sulfur half-mustard
2-(2-chloroethylsulfanyl)ethanol
2-Chloroethyl 2-hydroxyethyl sulfide
Ethanol, 2-(2-chloro-ethylthio)-
2-Hydroxyethyl 2-chloroethyl sulfide
Sulfide, 2-chloroethyl 2-hydroxyethyl
Ethanol, 2-((2-chloroethyl)thio)-
NSC 30024
2-HYDROXYETHYL-2-CHLOROETHYLSULPHIDE
Ethanol, 2-[(2-chloroethyl)thio]-
2-Chloro-2'-hydroxydiethyl sulfide
2-[(2-chloroethyl)sulfanyl]ethan-1-ol
beta-Chloroethyl beta-hydroxyethyl sulfide
WLN: Q2S2G
2-(2-chloroethyl)thioethanol
SCHEMBL1428435
NSC30024
AKOS006386097
2-[(2-Chloroethyl)sulfanyl]ethanol #
.beta.-Chloroethyl .beta.-hydroxyethyl sulfide
EN300-7087654
Q27293721