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3-Bromo-1-chloro-5,5-dimethylhydantoin

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Identification
Molecular formula
C5H6BrClN2O2
CAS number
16079-88-2
IUPAC name
3-bromo-1-chloro-5,5-dimethyl-imidazolidine-2,4-dione
State
State

At room temperature, 3-Bromo-1-chloro-5,5-dimethylhydantoin is in a solid state. It is stable under normal conditions but should be kept in a dry, well-ventilated area and away from incompatible substances like strong acids and bases.

Melting point (Celsius)
125.00
Melting point (Kelvin)
398.15
Boiling point (Celsius)
282.00
Boiling point (Kelvin)
555.15
General information
Molecular weight
241.47g/mol
Molar mass
241.4940g/mol
Density
2.1890g/cm3
Appearence

3-Bromo-1-chloro-5,5-dimethylhydantoin typically appears as a white crystalline solid. The crystals are generally odorless but may have a slight chlorine-like smell due to its chemical composition. It may gradually turn yellow as it decomposes, especially in the presence of moisture and light.

Comment on solubility

Solubility of 3-bromo-1-chloro-5,5-dimethyl-imidazolidine-2,4-dione

The solubility of 3-bromo-1-chloro-5,5-dimethyl-imidazolidine-2,4-dione can be influenced by several factors, given its unique molecular structure and functional groups. Typically, the solubility characteristics of such compounds can be understood by considering the following aspects:

  • Polarity: The presence of multiple halogens and functional groups may affect the polarity of the compound, influencing its solubility in polar versus non-polar solvents.
  • Hydrogen Bonding: The possibility of hydrogen bonding interactions in aqueous solutions could enhance solubility, particularly if the compound can donate or accept hydrogen bonds.
  • Temperature Effects: Solubility can increase with rising temperatures, so evaluating the solubility at different temperatures may yield more comprehensive insights.
  • Solvent Choice: Solubility is often specific to the solvent used; polar solvents like water or alcohols may solubilize this compound better compared to non-polar solvents.

In practice, 3-bromo-1-chloro-5,5-dimethyl-imidazolidine-2,4-dione has been observed to exhibit limited solubility in water, while more soluble in organic solvents such as DMSO and ethanol. The intricate balance of its molecular structure and intermolecular interactions plays a critical role in determining these solubility properties.

As a general guideline, it can be articulated that:

  1. Higher molecular weight tends to reduce solubility.
  2. The presence of electronegative atoms can increase polar character.
  3. Functional groups play a key role in mediating solubility behavior.

Understanding these factors is essential for both practical applications and further research on 3-bromo-1-chloro-5,5-dimethyl-imidazolidine-2,4-dione.

Interesting facts

Interesting Facts about 3-bromo-1-chloro-5,5-dimethyl-imidazolidine-2,4-dione

This intriguing compound is a member of the imidazolidine class, known for its unique structure and various applications in organic synthesis. Here are some fascinating insights into 3-bromo-1-chloro-5,5-dimethyl-imidazolidine-2,4-dione:

  • Structural Versatility: The compound features both a bromo and a chloro group on its imidazolidine ring, making it a valuable intermediate in the synthesis of other chemical compounds.
  • Pharmaceutical Applications: Compounds like this one are often studied for their potential roles in drug development, especially in the creation of antihypertensives and antimicrobial agents.
  • Stability Factors: The presence of electron-withdrawing groups such as bromine and chlorine can significantly influence the reactivity of the compound, affecting its stability and interaction with other reagents.
  • Environmental Impact: Understanding the properties and behaviours of such halogenated compounds aids in assessing their environmental persistence and ecological effects.
  • Research Potential: Chemists are continually exploring compounds with similar structures to enhance their utility in targeted chemical reactions, leading to advancements in material science and medicinal chemistry.

In summary, 3-bromo-1-chloro-5,5-dimethyl-imidazolidine-2,4-dione represents a fascinating intersection of structural chemistry and practical application, contributing to ongoing research and innovation in various scientific fields.

Synonyms
3-BROMO-1-CHLORO-5,5-DIMETHYLHYDANTOIN
126-06-7
3-Bromo-1-chloro-5,5-dimethylimidazolidine-2,4-dione
2,4-Imidazolidinedione, 3-bromo-1-chloro-5,5-dimethyl-
HSDB 5608
EINECS 204-766-9
Hydantoin, 3-bromo-1-chloro-5,5-dimethyl-
BRN 0780014
DTXSID7029162
3-Bromo-1-chloro-5,5-dimethyl-2,4-imidazolidinedione
740897W0QL
2,4-Imidazolidinedione, bromochloro-5,5-dimethyl-
DTXCID709162
BROMO-1-CHLORO-5,5-DIMETHYLHYDANTOIN, 3-
3-BROMO-1-CHLORO-5,5-DIMETHYLHYDANTOIN [HSDB]
RefChem:498204
Hydantoin, 3bromo1chloro5,5dimethyl
3Bromo1chloro5,5dimethyl2,4imidazolidinedione
3Bromo1chloro5,5dimethylimidazolidine2,4dione
2,4Imidazolidinedione, 3bromo1chloro5,5dimethyl
UNII-740897W0QL
BROMOCHLORODIMETHYLHYDANTOIN
SCHEMBL22578
bromo-chloro-dimethylhydantoin
CHEMBL1895319
PQRDTUFVDILINV-UHFFFAOYSA-N
Tox21_301659
AKOS015914002
NCGC00164118-01
NCGC00255130-01
CAS-126-06-7
NS00006619
126B067
Q2078825