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Phenylthiohydantoin

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Identification
Molecular formula
C9H11NO2S
CAS number
3377-27-5
IUPAC name
S-(2-hydroxyethyl) N-phenylcarbamothioate
State
State

At room temperature, phenylthiohydantoin is in a solid state. Its crystalline nature usually confers a distinct tactile quality when handled, often described as slightly granular or powdery.

Melting point (Celsius)
92.50
Melting point (Kelvin)
365.65
Boiling point (Celsius)
336.10
Boiling point (Kelvin)
609.25
General information
Molecular weight
213.27g/mol
Molar mass
213.2740g/mol
Density
1.3110g/cm3
Appearence

Phenylthiohydantoin compounds typically appear as crystalline solids. They are often white to off-white in color, although the exact hue may vary depending on purity and specific structural attributes. These compounds can form defined crystal shapes or appear as more amorphous powders.

Comment on solubility

Solubility of S-(2-hydroxyethyl) N-phenylcarbamothioate

S-(2-hydroxyethyl) N-phenylcarbamothioate exhibits interesting solubility characteristics that are essential for its applications in various fields. Understanding its solubility can provide critical insights into its behavior in different environments.

Solubility Overview

This compound generally demonstrates a moderate solubility in polar solvents, such as:

  • Water: S-(2-hydroxyethyl) N-phenylcarbamothioate is known to have limited solubility, primarily due to its larger organic structure that creates steric hindrance.
  • Alcohols: It typically is more soluble in alcohols like ethanol and methanol; these solvents can disrupt intermolecular forces effectively.
  • Aqueous Solutions: It may exhibit partial solubility in mixed aqueous/alcohol solutions due to the competitive interactions.

Factors Influencing Solubility

Several factors can greatly influence the solubility of S-(2-hydroxyethyl) N-phenylcarbamothioate:

  • Temperature: Higher temperatures usually increase solubility as they provide more kinetic energy for solute-solvent interactions.
  • pH: The acid-base properties of the surrounding environment may impact the ionization state of the compound, which can enhance or reduce solubility.
  • Presence of Co-solvents: Using solvents that have varying polarities can improve solubilization due to better compatibility with the compound.

In summary, while S-(2-hydroxyethyl) N-phenylcarbamothioate is not highly soluble in water, its solubility can be enhanced when approached with the appropriate solvents and conditions. Understanding these solubility dynamics is crucial for effective application in chemical processes.

Interesting facts

Interesting Facts about S-(2-hydroxyethyl) N-phenylcarbamothioate

S-(2-hydroxyethyl) N-phenylcarbamothioate is a fascinating compound that plays a unique role in both industrial and research settings. Here are some intriguing aspects of this compound:

  • Classification: This compound is categorized as a carbamate, which compounds that are derived from carbamic acid. Carbamates are known for their versatility in various applications, including agriculture and pharmaceuticals.
  • Functionality: The presence of the thioate group increases the reactivity of the compound, making it an excellent candidate for use in chemical syntheses and potentially as a catalyst. Its chemical structure allows for the donation of sulfur, an essential element in many biochemical processes.
  • Biological Relevance: Compounds similar to S-(2-hydroxyethyl) N-phenylcarbamothioate have been studied for their potential biological activity. Some derivatives exhibit significant pharmacological properties, which may inspire the design of new medications.
  • Environmental Impact: The compound’s use in agriculture should be carefully monitored, as the sulfonate moiety can significantly affect environmental health due to potential toxicity to aquatic organisms.
  • Synthesis Routes: The synthesis of this compound often involves the reaction of phenyl isothiocyanate with β-hydroxyethyl amine, showcasing how selective reactions can yield compounds with specific functionalities.

In sum, S-(2-hydroxyethyl) N-phenylcarbamothioate showcases the beauty of chemical science through its structure and the potential applications it may hold. As a student or scientist, exploring such compounds can lead to exciting discoveries and advancements in both chemistry and biochemistry.

Synonyms
5628-90-0
Thiocarbanilic acid S-(2-hydroxyethyl) ester
2-Hydroxyethyl thiolcarbanilate
BRN 3259537
CARBANILIC ACID, THIO-, S-(2-HYDROXYETHYL) ESTER
3-12-00-00851 (Beilstein Handbook Reference)
DTXSID70971718
Phenylthiocarbamic acid s-(2-hydroxyethyl)ester
S-(2-Hydroxyethyl) hydrogen phenylcarbonimidothioate