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Aziridine

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Identification
Molecular formula
C2H5N
CAS number
151-56-4
IUPAC name
aziridine
State
State
Aziridine is a liquid at room temperature.
Melting point (Celsius)
-78.00
Melting point (Kelvin)
195.15
Boiling point (Celsius)
56.00
Boiling point (Kelvin)
329.15
General information
Molecular weight
43.07g/mol
Molar mass
43.0690g/mol
Density
0.8355g/cm3
Appearence

Aziridine is a colorless liquid with a fishy, ammonia-like odor. It is a three-membered heterocyclic compound containing one nitrogen atom. Due to its strained ring structure, aziridine is reactive and can polymerize if not stabilized.

Comment on solubility

Solubility of Aziridine

Aziridine, with the chemical formula C3H7N, exhibits unique solubility characteristics that are important to understand in both industrial and laboratory settings. As a three-membered cyclic amine, its solubility behaviors can be summarized in the following points:

  • Solvent Compatibility: Aziridine is known to be soluble in polar solvents such as water, alcohols, and acetone. This compatibility is largely due to its ability to form hydrogen bonds.
  • Hydrophobic Interactions: Despite its polar nature, aziridine's hydrophobic carbon chain can lead to limited solubility in non-polar solvents like hexane.
  • Temperature Effects: The solubility of aziridine can be influenced by temperature; higher temperatures often improve solubility due to increased molecular motion.

In summary, aziridine’s solubility properties highlight its versatility as a compound in various chemical processes. It’s essential to consider these solubility aspects when utilizing aziridine in synthesis or analysis as they directly affect the reaction mechanisms, product yields, and overall efficiency.

Interesting facts

Intriguing Insights into Aziridine

Aziridine is a fascinating cyclic amine that contains a three-membered nitrogen ring. This unique structure imparts several interesting attributes to the compound:

  • Vulnerability to Reactivity: The strained ring structure of aziridine makes it highly reactive. This characteristic is essential in synthetic chemistry, allowing aziridine to participate in a variety of chemical reactions, including ring-opening reactions.
  • Building Block in Synthesis: Aziridine serves as a valuable intermediate in the synthesis of various complex organic compounds. It can be transformed into different nitrogen-containing compounds, making it significant in pharmaceutical development.
  • Biological Significance: Compounds derived from aziridine show promise for pharmaceutical uses, including potential anti-cancer agents. Their ability to interact with biological targets is an area of active research.
  • Versatile Functionalization: The nitrogen atom in the aziridine ring can undergo functionalization to produce diverse derivatives. This feature enhances its appeal for creating specialized polymers and materials.
  • Historical Context: The discovery and study of aziridine date back to the mid-20th century, showcasing its evolution within organic chemistry. Its synthesis and applications have continually been refined over the decades.

As a compound, aziridine embodies the intricate interplay of structure and reactivity, making it a striking example of how such properties can lead to diverse applications in organic synthesis and beyond.

In the words of chemists: "To understand the world of chemistry, one must appreciate the chemistry of small rings like aziridine."

Synonyms
Aziridine
ETHYLENEIMINE
Ethylenimine
151-56-4
Azacyclopropane
Dimethyleneimine
Ethylene imine
Dihydroazirene
Aziran
Aethylenimin
Dihydroazirine
Ethyleenimine
Aziridin
Etilenimina
Azirane
Dihydro-1H-azirine
1H-Azirine, dihydro-
Aziridin [German]
Dimethylenimine
Everamine
RCRA waste number P054
Aethylenimin [German]
Ethyleenimine [Dutch]
Etilenimina [Italian]
Montrek 6
Ethylenimine resins
Everamine 50T
Everamine 210T
Montrek PEI 6
Epamine 150T
Epomine 150T
Montrek PEI 18
Tydex 12
CCRIS 296
Epomine 1000
Montrek 1000
ENT-50324
TL 337
Epomine P 1000
HSDB 540
EINECS 205-793-9
54P5FEX9FH
PEI 1
PEI 2
PEI 6
UN1185
BRN 0102380
PEI 12
PEI 18
DTXSID8020599
CHEBI:30969
AI3-50324
PEI 100
PEI 400
PEI-600
PEI 1000
PEI 1120
AZIRIDINE [IARC]
ETHYLENIMINE [MI]
ETHYLENEIMINE [HSDB]
EC 205-793-9
5-20-01-00003 (Beilstein Handbook Reference)
ethylene-imine
49553-93-7
AZIRIDINE (IARC)
AZIRIDIN (GERMAN)
AETHYLENIMIN (GERMAN)
ETHYLEENIMINE (DUTCH)
ETILENIMINA (ITALIAN)
EI
PEI
PEI 600
Dow PEI-6
Dow PEI-600e
Dow PEI-18
Ethylene imine polymer
P 1000
RCRA waste no. P054
UNII-54P5FEX9FH
Amenoethylene
Dihydro1Hazirine
1HAzirine, dihydro
MFCD00039669
Aziridine;Ethylenimine
Polyethylenimine Linear
Ethyleneimine, inhibited
ethylenimine (inhibited)
AZIRIDINE [INCI]
WLN: /T3MTJ/
Ethyleneimine (ACGIH:OSHA)
UN 1185 (Salt/Mix)
DTXCID00599
CHEMBL540990
POLYETHYLENEIMINE, BRANCHED
ethyleneimine;aziridine;ethylenimine
BCP29842
STR07159
NSC124034
NSC124035
NSC124036
NSC134422
NSC196335
STL168030
Aziridine 100 microg/mL in Methanol
AKOS005366671
Polyethylenimine, branched, Mw 2000
NSC-124034
NSC-124035
NSC-124036
NSC-134422
NSC-196335
Polyethylenimine, Linear (MW 25000)
DA-76977
FP106457
FP183064
CS-0058423
NS00007110
Polyethylenimine Linear (MW 40000, liquid)
Polyethylenimine,50 % (w/v) aqueous solution
Ethyleneimine, inhibited [UN1185] [Poison]
Polyethylenimine, Linear (MW 25000, liquid)
Q409141
Aziridine (Ethyleneimine), stabilized with 1-2% NaOH
205-793-9