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1-chloroaziridine

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Identification
Molecular formula
C2H4ClN
CAS number
22535-29-7
IUPAC name
1-chloroaziridine
State
State

At room temperature, 1-Chloroaziridine is in a liquid state. It is volatile and handling must be done with care, preferably in an inert atmosphere or using airtight containers.

Melting point (Celsius)
-25.00
Melting point (Kelvin)
248.15
Boiling point (Celsius)
92.00
Boiling point (Kelvin)
365.15
General information
Molecular weight
91.53g/mol
Molar mass
91.5270g/mol
Density
1.1340g/cm3
Appearence

1-Chloroaziridine appears as a colorless to pale yellow liquid. It is a chlorinated aziridine and is sensitive to moisture. Its appearance can slightly vary depending on its purity and storage conditions.

Comment on solubility

Solubility of 1-Chloroaziridine (C2H4ClN)

1-Chloroaziridine, a three-membered ring compound featuring a chlorine atom, exhibits a unique solubility profile that is largely influenced by its molecular structure. When assessing its solubility in various solvents, several key points should be noted:

  • Polar Solvents: 1-Chloroaziridine shows appreciable solubility in polar solvents such as water and alcohols. This is attributed to the presence of the chlorine atom, which can engage in hydrogen bonding and dipole-dipole interactions.
  • Non-Polar Solvents: Its solubility in non-polar solvents is significantly lower. In cases like alkane solvents, the limited interaction with the non-polar environment leads to reduced solubility.
  • Temperature Effects: As with many organic compounds, increasing the temperature can enhance solubility in both polar and non-polar solvents, although the effect may vary based on the specific solvent system.

In summary, 1-chloroaziridine's solubility is best characterized as moderate in polar solvents and limited in non-polar environments. Understanding these solubility characteristics is important for applications in synthesis and reactions involving this compound.

Interesting facts

Exploring 1-chloroaziridine

1-chloroaziridine is a fascinating compound with a unique structure and interesting applications. As a member of the aziridine family, it features a 3-membered nitrogen-containing ring that is known for its **strained bond angles**, which impart unique reactivity compared to typical organic compounds.

Key Characteristics

  • Reactivity: 1-chloroaziridine is highly reactive due to the angle strain in its ring structure. This makes it a valuable intermediate in the synthesis of various chemical compounds.
  • Applications: It is used in the production of pharmaceuticals and agrochemicals, playing a critical role as a building block in organic synthesis.
  • Mechanism of Action: The presence of the chlorine atom enhances its electrophilic character, facilitating nucleophilic attacks and leading to various chemical transformations.

Interesting Aspects

1-chloroaziridine stands out not just for its reactivity but also for the following reasons:

  • It can participate in C–N bond formations, which are essential in drug discovery and development.
  • The compound can undergo ring-opening reactions, leading to the creation of more complex structures, making it a useful tool in synthetic chemistry.
  • Its study contributes to the understanding of **strain effects** in cyclic compounds, which is vital for chemists seeking to manipulate molecular architectures.

Overall, 1-chloroaziridine exemplifies how even simple compounds can possess complex behaviors and significant relevance in both academic research and practical applications. Understanding such compounds enriches our knowledge and expands the toolkit available to chemists working in various fields.

Synonyms
1-Chloroaziridine
N-Chloroethylenimine
N-Chloroaziridine
10165-13-6
Aziridinyl chloride
Aziridine, N-chloro-
ETHYLENIMINE, N-CHLORO-
Aziridine, 1-chloro-
Chloroethylenimine
BRN 0102401
AZIRIDINE, CHLORO-
N-Chloraziridine
1-Chloroaziridine #
SCHEMBL4112982
DTXSID40906416
VJVCZFNMCHLMKC-UHFFFAOYSA-N
AKOS006277630
25167-31-1