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TCI

CAS 120-93-4

2-Imidazolidinone TCI I0005

2-Imidazolidinone TCI I0005

Chemical Identity

CAS No.
120-93-4
PubChem
CID 8453·SID 87571415
Formula
C3H6N2O
Molecular weight
86.09 g/mol
Purity
>97.0%(GC)
Reference databases
ChEBI·ChemSpider·ECHA·Wikipedia
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
imidazolidin-2-one
SMILES
C1CNC(=O)N1
InChIKey
YAMHXTCMCPHKLN-UHFFFAOYSA-N
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2-Imidazolidinone, more commonly known as ethylene urea, is a five-membered cyclic urea in which a carbonyl group sits between two nitrogen atoms. This simple yet stable structure makes it a highly versatile heterocyclic building block in synthesis laboratories. The compound serves as a starting point for preparing a wide range of imidazolidinone derivatives, including chiral auxiliaries and drug scaffolds, while also functioning as a reagent in polymer chemistry. Its presence on a laboratory shelf usually signals work related to resin modification, formaldehyde chemistry, or the stepwise construction of saturated nitrogen rings.

The reason this compound is so widely chosen lies in its balance between stability and directed reactivity. Its urea carbonyl group is considerably more resistant to hydrolysis than an ordinary amide, so the ring survives intact under many reaction conditions, while both N–H nitrogen atoms remain available for alkylation, acylation, or condensation with aldehydes. It comes as an easy-to-handle solid, soluble in water and polar solvents, and is hygroscopic, so it must be protected from moisture. Its ability to react with formaldehyde to form methylol derivatives further extends its usefulness in applied chemistry.

In Indonesian laboratories, 2-Imidazolidinone is typically encountered in organic synthesis groups at universities and research institutes, in polymer and textile-finishing research units, and in industrial laboratories working on resin formulation. Because ambient humidity is consistently high across most of Indonesia, the material is usually kept in tightly closed containers and weighed out promptly. It is generally purchased in modest quantities for exploratory work on nitrogen heterocycles and for scale-up trials once a route has been established.

  • Heterocyclic scaffold synthesis — the intact five-membered cyclic urea ring provides a ready-made saturated nitrogen framework, sparing chemists the effort of constructing the ring from acyclic precursors.
  • Preparation of imidazolidinone derivatives — both N–H positions are open to alkylation and acylation, allowing systematic derivatisation toward chiral auxiliaries and pharmaceutical scaffolds from a single inexpensive starting material.
  • Formaldehyde condensation chemistry — the compound reacts readily with formaldehyde to give methylol derivatives, making it a standard substrate when studying or preparing methylolated urea systems.
  • Resin modification and polymer research — its function as a reagent in polymer chemistry supports laboratory work on resin formulation, crosslinking studies, and the modification of existing polymer backbones.
  • Reference and model substrate studies — the hydrolysis-resistant urea carbonyl makes it a dependable model compound for probing cyclic urea reactivity under conditions that would degrade ordinary amides.

Brand TCI
CAS number 120-93-4
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Heterocyclic Building Blocks
Pack sizes available in standard TCI research pack sizes; please confirm the currently listed options when ordering
Physical form solid, soluble in water and polar solvents
Storage hygroscopic — keep tightly closed and protected from moisture

Store 2-Imidazolidinone in a tightly closed original container in a cool, dry place away from direct sunlight and sources of moisture. Because the material is hygroscopic, containers should be resealed immediately after use, and weighing is best carried out quickly or inside a dry environment such as a desiccator or glove box to prevent water uptake. Use amber glass or the supplier's original packaging rather than loosely covered vessels for long-term storage. Handle the solid in a well-ventilated area or fume hood, wear standard laboratory personal protective equipment including gloves, safety glasses, and a laboratory coat, and avoid generating or inhaling dust. Keep the compound separate from strong oxidising agents and strong acids, and always consult the manufacturer's safety data sheet before first use.

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