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2-Imidazolidinone (imidazolidin-2-one) is a cyclic urea derivative.
Imidazolidin-2-one is used as an intermediate in organic synthesis and as a building block for substituted imidazolidinones.
CAS No.120-93-4
Chemical Name:2-Imidazolidone
CBNumber:CB5363122
Molecular Formula:C3H6N2O
Molecular Weight:86.09
MDL Number:MFCD00005257
MOL File:120-93-4.mol
Synonyms: IMIDAZOLIDIN-2-ONE,2-IMIDAZOLIDINONE,ETHYLENEUREA,Imidazolidone,idone,Ethylene urea anhydrous,Ethylenurea,1,3-ethylene-ure,2-Oxoimidazolidine,sd6073
Imidazolidin-2-one (also known as 2-imidazolidinone) is an important heterocyclic organic compound with the molecular formula C₃H₆N₂O.
Imidazolidin-2-one is a five-membered cyclic urea derivative containing two nitrogen atoms and one carbonyl group in its ring structure.
The compound is a white crystalline solid that is highly soluble in water due to its polar nature and strong hydrogen-bonding ability.
Imidazolidin-2-one is also used in research to investigate the properties and reactions of imidazolidinone derivatives.
Imidazolidin-2-one's ability to form stable complexes and participate in a range of chemical transformations makes Imidazolidin-2-one a valuable tool in both
synthetic chemistry and material science.
Overall, Imidazolidin-2-one
Imidazolidin-2-one is a versatile compound with important applications in chemical synthesis, pharmaceuticals, and research.
Imidazolidin-2-one's unique structural features and reactivity profile enable Imidazolidin-2-one to play a crucial role in various chemical and industrial processes.
Imidazolidin-2-one is a heterocyclic chemical compound.
Imidazolidin-2-one is used as a herbicide and insecticide.
Imidazolidin-2-one is found in particular in the chemical structure of vitamin B8.
Imidazolidin-2-one is a dopamine receptor agonist.
Imidazolidin-2-one is used as a reagent in the synthesis of some drugs.
Imidazolidin-2-one is a metabolite of ethylenethiourea (ETU).
Imidazolidin-2-one is a decomposition product of the ethylenebis(dithiocarbamate) (EBDC) fungicides.
Imidazolidin-2-one is a polar solvent and Lewis base.
Imidazolidin-2-one is mainly used as high-effect formaldehyde removing detergents
Imidazolidin-2-one is a white crystalline powder, which can be dissolved in water.
Imidazolidin-2-one can be used as anti-crease agent, de-aldehyde agent and crosslinking agent.
Imidazolidin-2-one's also the main composition of air freshener.
Imidazolidin-2-one is an important additives of ink for inkjets.
Imidazolidin-2-one can also imporve the color contrast to enhance the printing effect.
Imidazolidin-2-one can be used as home air formaldehyde potent enzyme.
Imidazolidin-2-one can be used as intermediates for anti-schistosomiasis drugs.
Imidazolidin-2-one can be used as basic raw materials of third-generation penicillin.
Imidazolidin-2-one is a metabolite of ethylenethiourea (ETU).
Imidazolidin-2-one is a decomposition product of the ethylenebis(dithiocarbamate) (EBDC) fungicides.
Imidazolidin-2-one is a member of ureas and an imidazolidinone.
Imidazolidin-2-one is a heterocyclic chemical compound.
Imidazolidin-2-one is composed of an imidazolidine core ( fully saturated imidazole) with a ketone function on the carbon between the two
nitrogen atoms.
Imidazolidin-2-one is used as a herbicide and insecticide.
Imidazolidin-2-one is found in particular in the chemical structure of vitamin B8.
Imidazolidin-2-one is a dopamine receptor agonist.
Imidazolidin-2-one is used as a reagent in the synthesis of some drugs.
Imidazolidin-2-one has been shown to have affinity for 5-HT1A and 5-HT2C receptors
Imidazolidin-2-one has been used in vivo studies to assess its effect on serotonin levels.
Imidazolidin-2-one also binds with high affinity to adrenergic receptors, including the D3 receptor.
Imidazolidin-2-one may be useful as a ligand for studying dopamine D3 receptors.
Imidazolidin-2-one is a metabolite of ethylenethiourea (ETU), a decomposition product of the ethylenebis(dithiocarbamate) (EBDC) fungicides.
Imidazolidin-2-one is an organic compound that is used in the synthesis of glycol ethers.
Imidazolidin-2-one has also been shown to inhibit the production of proinflammatory cytokines and reduce light emission.
Overall, Imidazolidin-2-one is a versatile industrial chemical valued for its solubility, stability, and reactivity, making Imidazolidin-2-one useful in detergents, inks, textiles, and pharmaceutical manufacturing.
General Properties
Imidazolidin-2-one is a white crystalline solid that is highly polar and readily soluble in water due to its ability to form hydrogen bonds.
Imidazolidin-2-one has a relatively high melting point compared to many small organic molecules, reflecting its strong intermolecular interactions.
Production
Imidazolidin-2-one is typically synthesized by reacting ethylene diamine with urea or related carbonyl-containing compounds under controlled conditions.
Key Properties
Imidazolidin-2-one acts as a polar aprotic solvent and also exhibits Lewis base characteristics.
Because of its stable structure and reactivity, Imidazolidin-2-one is widely used in both industrial and chemical applications.
Industrial Applications
Used as a solvent in chemical synthesis and formulation processes
Acts as a formaldehyde scavenger, especially in detergents and cleaning products
Used in textile finishing as an anti-crease and crosslinking agent
Applied in inks and coatings, particularly in inkjet printing to improve stability and print quality
Used as an intermediate in pharmaceutical synthesis
Applications
Imidazolidin-2-one is used in several industrial and chemical applications, including:
Resin and polymer chemistry (as an intermediate or modifier)
Textile finishing agents (for crease resistance and durability)
Coating and adhesive formulations
Chemical synthesis intermediate in pharmaceuticals and agrochemicals.
Chemical Behavior
Imidazolidin-2-one can participate in hydrogen bonding and acts as a stabilizing medium in reactions.
Imidazolidin-2-one is also considered a derivative or metabolite in some industrial chemical pathways, especially related to thiourea and dithiocarbamate compounds.
Uses
Imidazolidin-2-one is a metabolite of ethylenethiourea (ETU), a decomposition product of the ethylenebis(dithiocarbamate) (EBDC) fungicides.
thiadiazole pharmaceutical intermediate
Imidazolidin-2-one can be used as reactant for synthesis of Chiral microporous materials from achiral precursors.
Uses
Imidazolidin-2-one is principally used as a formaldehyde scavenger in amino-resin systems and textile finishes.
Imidazolidin-2-one reacts with free formaldehyde and with pendant N-methylol groups to form stable adducts, lowering free formaldehyde content and emissions.
Applications include incorporation as an internal additive in urea-formaldehyde adhesives or as a post-treatment in textile finishing baths and on wood-based panels.
Reported usage levels vary by application, commonly around 5–10% by weight relative to resin solids for internal scavenging, and 10–40% in commercial aqueous scavenger concentrates for surface or post-treatment applications.
Careful optimization of resin formulation and curing is necessary to avoid adverse effects on bonding strength and cure behavior.
Industrial Importance
Due to its stability and reactivity, Imidazolidin-2-one is often used as a building block in the production of more complex molecules.
Its derivatives are especially important in the development of formaldehyde-releasing agents and crosslinking systems in polymer chemistry.
Safety and Handling
Imidazolidin-2-one is generally considered to have low to moderate toxicity, but like many chemical intermediates, Imidazolidin-2-one should be handled with appropriate protective equipment to avoid irritation to skin, eyes, and respiratory system.
Definition
ChEBI: Imidazolidin-2-one is a member of ureas and an imidazolidinone.
2-Imidazolidone Properties
Melting point: 129-132 °C (lit.)
Boiling point: 158.75°C (rough estimate)
Density: 1.1530 (rough estimate)
vapor pressure: 0.002Pa at 20℃
refractive index: 1.5110 (estimate)
Flash point: 265°C
storage temp.: Sealed in dry,Room Temperature
form: Powder or Crystalline Powder
pka: 14.58±0.20(Predicted)
color: White to off-white
Odor: odorless
Water Solubility: soluble
Merck: 14,4914
BRN: 106252
Cosmetics Ingredients Functions: PERFUMING
FRAGRANCE
InChI: 1S/C3H6N2O/c6-3-4-1-2-5-3/h1-2H2,(H2,4,5,6)
InChIKey: YAMHXTCMCPHKLN-UHFFFAOYSA-N
