2-IMIDAZOLIDINONE
2-Imidazolidinone is an organic compound with the molecular formula C₃H₆N₂O, characterized by its five-membered heterocyclic ring containing two nitrogen atoms and a carbonyl group, which imparts a range of chemical and physical properties.
2-Imidazolidinone is used as a building block in the synthesis of pharmaceuticals and agrochemicals, serving as an intermediate in the development of biologically active compounds and stabilizing agents.
2-Imidazolidinone has been shown to have affinity for serotonin and adrenergic receptors, and it is a metabolite of ethylenethiourea (ETU), a decomposition product of EBDC fungicides.
CAS Number: 123-75-1
EC Number: 204-673-8
Chemical Formula: C3H6N2O
Molecular Weight: 70.09 g/mol
Synonyms: 2-Imidazolidone, imidazolidin-2-one, 120-93-4, 2-Imidazolidinone, ETHYLENEUREA, imidazolidinone, Ethylene urea, N,N'-Ethyleneurea, 2-Oxoimidazolidine, 1,3-Ethyleneurea, Imidazolid-2-one, Monoethyleneurea, 2-Oxomidazolidine, Urea, 1,3-ethylene-, SD 6073, 2-imidazolidinon, Urea, N,N'-(1,2-ethanediyl)-, NSC 21314, CHEBI:37001, Urea,3-ethylene-, NSC-21314, WLN: T5MVMTJ, 2K48456N55, Urea,N'-(1,2-ethanediyl)-, HSDB 4021, EINECS 204-436-4, imidazolidone, 2-imidazolinone, AI3-22151, imidazolin-2-one, UNII-2K48456N55, Imidazoliden-2-one, 2-oxo-imidazolidine, MFCD00005257, 2-Imidazolidone, 96%, DSSTox_CID_602, EC 204-436-4, ETHYLENEUREA, DSSTox_RID_75683, DSSTox_GSID_20602, CHEMBL12034, IMIDAZOLIDINONE, 2-IMIDAZOLIDINONE, DTXSID0020602, NSC3338, NSC-3338, NSC21314, ZINC1666720, Tox21_200783, AKOS000121325, 7-Benzyloxy-1H-indole-3-carboxylicacid, NCGC00248832-01, NCGC00258337-01, AS-13128, BP-21148, CAS-120-93-4, DB-021217, DB-021218, AM20080146, CS-0075560, FT-0626340, FT-0668259, I0005, EN300-21266, D71145, 2-Imidazolidinon 100 microg/mL in Acetonitrile, A804620, 2-Imidazolidone, PESTANAL(R), analytical standard, Q-200290, Q2813813, F0001-0335, Z104494954, Ethylenurea, Ethyleneurea, Imidazolidone, Ethylene urea, 2-Imidazolidone, 1,3-Ethyleneurea, Imidazolid-2-one, 1,3-ethylene-ure, 2-Imidazaolidone, 2-Imidazolidinone, 2-oxomidazolidine, Imidazolidin-2-on, 2-Oxoimidazolidine, Imidazoliden-2-one, imidazolidin-2-one, Ethyleneurea hemihydrate, 2-Imidazolidinone, Pract., 2-Imidazolidone hemihydrate, 2-IMIDAZOLIDINON, 2-IMIDAZOLIDINONE, 2-IMIDAZOLIDONE, 3-IMIDAZOLIDINONE, ETHYLENEUREA, N,N'-ETHYLENEUREA, 1,3-ethylene-ure, 1,3-Ethyleneurea, 2-Oxoimidazolidine, 2-oxomidazolidine, Ethylenurea, Imidazolid-2-one, Imidazoliden-2-one, Imidazolidin-2-on, imidazolidine-2-one, Imidazoline-2-one, n,n\’-(1,2-ethanediyl)-ure, N,N-Ethylenurea, SD 6073, sd6073, 2-Imidazolidone, 2-Imidazolidinone, ETHYLENEUREA, Ethylene urea, Monoethyleneurea, N,N'-Ethyleneurea, 2-Oxoimidazolidine, imidazolidin-2-one, 1,3-Ethyleneurea, 2-Oxomidazolidine, 2-IMIDAZOLIDINONE, IMIDAZOLIDIN-2-ONE, ETHYLENEUREA, Imidazolidone, idone, Ethylenurea, 1,3-ethylene-ure, 2-Oxoimidazolidine, sd6073, SD 6073, 2-Imidazolidinone, Pract., Ethyleneurea hemihydrate, 2-Imidazolidone, 2-Imidazolidinone, Ethyleneurea, 2-Imidazaolidone, Imidazolidone, Ethylene urea, imidazolidin-2-one, 1,3-Ethyleneurea, 2-Imidazolidone, 2-Oxoimidazolidine, CY 100, Ethyleneurea, Imidazolidinone, N,N’-Ethyleneurea, NSC 21314, NSC 3338, SD 6073, N,N’-(1,2-Ethanediyl)urea, 2-Imidazolidinone, Pract., Ethyleneurea hemihydrate, 2-Imidazolidone, 2-Imidazolidinone, Ethyleneurea, 2-Imidazaolidone, Imidazolidone, Ethylene urea, imidazolidin-2-one, urea - ethene (1:1), 1,3-(ethane-1,2-diyl)urea, 2-Imidazolidinone, 2-Oxoimidazolidine, ethylene urea, Ethyleneurea, Ethylenurea, Imidazolid-2-one, imidazolidin-2-one, Imidazolidinone, Imidazolidone, MFCD00005257, N,N'-ethyleneurea, N,N-Ethylenurea, oxoimidazolidine, SD 6073, urea,ethylene, imidazolidinone, 2-Imidazolidinone, urea,ethylene, 1,3-(ethane-1,2-diyl)urea, Ethyleneurea, N,N'-ethyleneurea, Imidazolidin-2-one, N,N-Ethylenurea, Ethylenurea, Ethylene urea, 2-IMIDAZOLIDONE, 2-Oxoimidazolidine, Imidazolid-2-one, Imidazolidone, Ethylene urea, Imidazolidin-2-one, 2-Imidazolidinone, 120-93-4, 2-Imidazolidinone (Ethylene urea), 2-Imidazolidinone, 1,3-Ethyleneurea, 2-Imidazolidon, 2-imidazolidona, 2-Imidazolidone, 2-Oxoimidazolidine, Ethyleneurea, IMIDAZOLID-2-ONE, Imidazolidinone, N,N'-AETHYLENHARNSTOFF, N,N'-Ethyleneurea, NSC 21314, NSC 3338, Urea, ethylene-, Urea, N,N'-(1,2-ethanediyl)-, EINECS 204-436-4, Urea, 1,3-ethylene-, UNII-2K48456N55, 2-oxomidazolidine, monoethyleneurea, imidazolidin-2-one, 76895-63-1
2-Imidazolidinone is an organic compound with the molecular formula C₃H₆N₂O, characterized by its five-membered heterocyclic ring containing two nitrogen atoms and one carbonyl group.
The structure of 2-Imidazolidinone consists of a ring with nitrogen atoms at positions 1 and 3, and a carbonyl group (C=O) attached to the second carbon atom of the ring.
This configuration imparts a range of chemical and physical properties to 2-Imidazolidinone, making it versatile in various applications.
Chemically, 2-Imidazolidinone is notable for its stability and reactivity, particularly in forming complexes with metals and other organic molecules.
2-Imidazolidinone can act as a nucleophile due to the lone pair of electrons on the nitrogen atoms, making it useful in various chemical reactions and syntheses.
2-Imidazolidinone exhibits moderate polarity and solubility in water, which contributes to its utility in different industrial and laboratory settings.
In practical applications, 2-Imidazolidinone is employed as a building block in the synthesis of pharmaceuticals and agrochemicals.
2-Imidazolidinone's role as an intermediate is significant in the development of various biologically active compounds, including potential drugs with therapeutic properties.
Additionally, 2-Imidazolidinone serves as a stabilizing agent in certain chemical processes and formulations.
2-Imidazolidinone is also used in research to investigate the properties and reactions of imidazolidinone derivatives.
2-Imidazolidinone's ability to form stable complexes and participate in a range of chemical transformations makes it a valuable tool in both synthetic chemistry and material science.
Overall, 2-Imidazolidinone is a versatile compound with important applications in chemical synthesis, pharmaceuticals, and research.
2-Imidazolidinone's unique structural features and reactivity profile enable it to play a crucial role in various chemical and industrial processes.
2-Imidazolidinone is a member of ureas and an imidazolidinone.
2-Imidazolidinone is a heterocyclic chemical compound.
2-Imidazolidinone is composed of an imidazolidine core ( fully saturated imidazole) with a ketone function on the carbon between the two nitrogen atoms.
2-Imidazolidinone is used as a herbicide and insecticide.
2-Imidazolidinone is found in particular in the chemical structure of vitamin B8.
2-Imidazolidinone is a dopamine receptor agonist.
2-Imidazolidinone is used as a reagent in the synthesis of some drugs.
2-Imidazolidinone has been shown to have affinity for 5-HT1A and 5-HT2C receptors
2-Imidazolidinone has been used in vivo studies to assess its effect on serotonin levels.
2-Imidazolidinone also binds with high affinity to adrenergic receptors, including the D3 receptor.
2-Imidazolidinone may be useful as a ligand for studying dopamine D3 receptors.
2-Imidazolidinone is a metabolite of ethylenethiourea (ETU), a decomposition product of the ethylenebis(dithiocarbamate) (EBDC) fungicides.
2-Imidazolidinone is an organic compound that is used in the synthesis of glycol ethers.
2-Imidazolidinone has also been shown to inhibit the production of proinflammatory cytokines and reduce light emission.
2-Imidazolidinone is a structural analog of imidazolidinones, which are known to possess antiinflammatory activity.
2-Imidazolidinone can be synthesized by reacting trifluoroacetic acid with an aromatic hydroxyl group and two nitrogen atoms.
The major metabolic pathways for 2-Imidazolidinone include oxidation, reduction, hydrolysis, and conjugation with glucuronic acid.
2-Imidazolidinone reacts with water molecules to form hydrogen peroxide and molecular oxygen gas.
This reaction is catalyzed.
2-Imidazolidinone is a metabolite of ethylenethiourea (ETU), a decomposition product of the ethylenebis(dithiocarbamate) (EBDC) fungicides.
2-Imidazolidinone is a largely obsolete insecticide.
2-Imidazolidinone is a metabolite of ethylenethiourea (ETU), a decomposition product of the ethylenebis(dithiocarbamate) (EBDC) fungicides.
2-Imidazolidinone is a member of ureas and an imidazolidinone.
2-Imidazolidinone is registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, at ≥ 100 to < 1 000 tonnes per annum.
2-Imidazolidinone is white to off-white solid.
2-Imidazolidinone is a heterocyclic chemical compound.
2-Imidazolidinone is used as a herbicide and insecticide.
2-Imidazolidinone is found in particular in the chemical structure of vitamin B8.
2-Imidazolidinone is a dopamine receptor agonist.
2-Imidazolidinone is used as a reagent in the synthesis of some drugs.
2-Imidazolidinone is a metabolite of ethylenethiourea (ETU).
2-Imidazolidinone is a decomposition product of the ethylenebis(dithiocarbamate) (EBDC) fungicides.
2-Imidazolidinone is a polar solvent and Lewis base.
2-Imidazolidinone is mainly used as high-effect formaldehyde removing detergents
2-Imidazolidinone is a white crystalline powder, which can be dissolved in water.
2-Imidazolidinone can be used as anti-crease agent, de-aldehyde agent and crosslinking agent.
2-Imidazolidinone’s also the main composition of air freshener.
2-Imidazolidinone is an important additives of ink for inkjets.
2-Imidazolidinone can also imporve the color contrast to enhance the printing effect.
2-Imidazolidinone can be used as home air formaldehyde potent enzyme.
2-Imidazolidinone can be used as intermediates for anti-schistosomiasis drugs.
2-Imidazolidinone can be used as basic raw materials of third-generation penicillin.
2-Imidazolidinone is a metabolite of ethylenethiourea (ETU)
2-Imidazolidinone is a decomposition product of the ethylenebis(dithiocarbamate) (EBDC) fungicides.
2-Imidazolidinone is thiadiazole pharmaceutical intermediate
2-Imidazolidinone can be used as reactant for synthesis of Chiral microporous materials from achiral precursors.
2-Imidazolidinone is a class of 5-membered ring heterocycles structurally related to imidazole.
2-Imidazolidinone feature a saturated C3N2 backbones, except for the presence of a urea or amide functional group in the 2 or 4 positions.
The 2-Imidazolidinone is cyclic ureas.
2-Imidazolidinone is a polar solvent and Lewis base.
Drugs featuring this ring system include emicerfont, imidapril, and azlocillin.
2-Imidazolidinone is the reagent used in permanent press clothing.
2-Imidazolidinone serves mainly as a formaldehyde scavenger and chemical building block.
Apart from the textile industry 2-Imidazolidinone is used in construction and coatings industry applications.
2-Imidazolidinone is also known as 2-Imidazolidinone hemihydrate
2-Imidazolidinone is mainly used in various kinds of formaldehyde removing formulations such as high-effect formaldehyde removing detergents and long-term formaldehyde dissolution intermediates.
In the flavor and fragrance industry the product is used as a release control agent.
The pharma industry is using the product as an intermediate for antibiotics such as Mezlocillin and Azlocillin.
Main users are the leather, rubber, fragrance and textile coating industry.
2-Imidazolidinone is a white crystalline powder, which can be dissolved in water.
Applications of 2-Imidazolidinone:
2-Imidazolidinone can be used as anti-crease agent, de-aldehyde agent and crosslinking agent.
2-Imidazolidinone’s also the main composition of air freshener.
Textile industry:
Cotton products are composed by long chain cellulose, which contains lots of hydroxyls to form spacious hydrogen bonds.
These hydrogen bonds will be broken and then randomly reformed under the heat or external forces.
That’s how the fabric folds come.
2-Imidazolidinone reacts with hydroxyl groups when treating fabrics together with formaldehyde, forming a stable structure to prevent the folds from forming.
This method can also restain the pungent odor caused from using formaldehyde only as the anti-wrinkle treatment by effectively inhibiting the release of formaldehyde.
Besides, urea resin is another widely used textile finishing agent.
2-Imidazolidinone's residues on fabrics slowly release formaldehyde, which can be effectively inhibited by 2-Imidazolidone (Ethylene Urea).
Coating and Paint:
2-Imidazolidinone can be used as de-aldehyde agent in poly-EVA, all kinds of water-based coatings, paints, pigments, adhesives and paper industry.
2-Imidazolidinone can also be added to the paint alone to make the paint absorbing and decomposing formaldehyde.
Ink for inkjet printers:
2-Imidazolidinone is an important additives of ink for inkjets.
2-Imidazolidinone can disperse the pigment, lubricate the channels, prevent nozzles from drying out and blocking, and imporve the storage stability of ink.
2-Imidazolidinone can also imporve the color contrast to enhance the printing effect.
Adhesive:
Various types of artificial panels such as plywood, chipboard, fiberboard and composite panels, usually choose urea resin, phenolic resin or melamine resin as adhesives.
Those adhesives are produced from polycondensation between formaldehyde and urea, phenol or melamine respectively.
All of them have the problem of slowly releasing gaseous formaldehyde into the environment.
2-Imidazolidinone can be added to effectively reduce the formaldehyde release and does not affect the bonding effect.
Daily Chemical:
2-Imidazolidinone is the main composition of household de-aldehyde agent.
2-Imidazolidinone can be used as high-performance formaldehyde remover, home air formaldehyde potent enzyme, formaldehyde long-acting melting medium, aldehyde remover for glue, photocatalyst, floor deodorization care wax, furniture deodorizer, car deodorizer, etc.
Organic Synthesis:
2-Imidazolidinone can be used as intermediates of many new antibiotics, such as meloxicillin and aloxicillin, as intermediates for anti-schistosomiasis drugs, and as basic raw materials of third-generation penicillin.
In the biological field, 2-Imidazolidinone can be used to produce the plant growth regulators, fungicides, inhibitors, herbicides, etc., such as: N-chlorocarbonyl-2-imidazolidinone, 1-chlorocarbonyl-3-acetyl-2-imidazolidinone, 1-chlorocarbonyl-3-methanesulfonyl-2-imidazolidinone N-chloroformyl-2-imidazolidinone, 1-chloroformyl-3-acetyl-2-imidazolidinone, 1-chloroformyl-3-methanesulfonyl-2-imidazolidinone, N-hydroxyethyl-2-imidazolidinone, 1-methanesulfonyl-2-imidazolidinone, 1,3-dimethyl-2-imidazolidinone, 1-acetyl-2-imidazolidinone, etc.
Uses of 2-Imidazolidinone:
2-Imidazolidinone is used as Aryl and heteroaryl N-acylureas via microwave-assisted palladium-catalyzed carbonylation.
2-Imidazolidinone is used as a highly water-soluble peptide based human neutrophil elastase inhibitor.
2-Imidazolidinone is used as Chiral microporous materials from achiral precursors.
2-Imidazolidinone is used as formaldehyde capture agent, fine chemicals intermediates, also used in the preparation of resin and the preparation of plasticizers, paint, adhesives, etc
2-Imidazolidinone is used as formaldehyde capture agent to remove formaldehyde remaining in fabrics after finishing with 2D-resin, KB resin, urea-formaldehyde resin, melamine formaldehyde resin, etc.
2-Imidazolidinone is also used as an intermediate for fine chemicals, used to make resins, plasticizers, paints, adhesives, etc.
2-Imidazolidinone is used as a formaldehyde capture agent, an intermediate for fine chemicals, and also used to make resins and formulate plasticizers, spray paints, adhesives, etc.
2-Imidazolidinone is used to synthesize chiral microporous materials prepared from achiral precursors.
2-Imidazolidinone is used to prepare aryl and heteroaryl N-acylurea through microwave-assisted palladium-catalyzed carbonylation reaction.
2-Imidazolidinone is used to synthesize a highly water-soluble peptide based on human neutrophil elastase inhibitors.
2-Imidazolidinone formed by cyanoacetylation reaction used to synthesize antibacterial heterocyclic rings.
2-Imidazolidinone is used for Pd-catalyzed reaction to form C- N bonds with heteroaromatic toluene sulfonate; used to activate the oxidative amidation reaction of alkenes.
2-Imidazolidinone is mainly used in various kinds of formaldehyde removing reagent eg. For resinous product, 2-Imidazolidinone is used high effect formaldehyde removing detergent, long-term formaldehyde dissolution intermediate, formaldehyde removing for , leather, rubber, textile coating, and photocatolyst etc, In addition, 2-Imidazolidinone can be used in textile anti – crease finish, anti tearing finish.
2-Imidazolidinone is used as a raw material.
2-Imidazolidinone can be used in pharmaceutics industrial such as azlocillin sodium, anti-schistosomiasis, pesticide etc.
In pharmaceutical industry, 2-Imidazolidinone can be used as many kinds of antibiotics intermediate such as Mezlocillin, Azlocillin.
2-Imidazolidinone also can be used as intermediate of medicine for snail fever and basic material for 3G penicillin
2-Imidazolidinone serves mainly as a formaldehyde scavenger and chemical building block.
Apart from the textile industry 2-Imidazolidinone is used in construction and coatings industry applications.
2-Imidazolidinone is used by consumers, in articles, by professional workers (widespread uses), in formulation or re-packing, at industrial sites and in manufacturing.
2-Imidazolidinone is used in the following products: inks and toners.
Other release to the environment of 2-Imidazolidinone is likely to occur from: indoor use (e.g. machine wash liquids/detergents, automotive care products, paints and coating or adhesives, fragrances and air fresheners) and outdoor use.
Other release to the environment of 2-Imidazolidinone is likely to occur from: indoor use in long-life materials with low release rate (e.g. flooring, furniture, toys, construction materials, curtains, foot-wear, leather products, paper and cardboard products, electronic equipment).
2-Imidazolidinone can be found in products with material based on: paper (e.g. tissues, feminine hygiene products, nappies, books, magazines, wallpaper).
2-Imidazolidinone widespread uses by professional workers.
2-Imidazolidinone is used in the following products: inks and toners. 2-Imidazolidinone is used in the following areas: printing and recorded media reproduction.
2-Imidazolidinone is used as thiadiazole pharmaceutical intermediate
2-Imidazolidinone can be used as reactant for synthesis of Chiral microporous materials from achiral precursors.
2-Imidazolidinone is mainly used in various kinds of formaldehyde removing reagent, eg.: for resinous products, high effect formaldelhyde removing detergent, long-term formaldehyde dissolution intermediate, formaldehyde removing for rubber, leather, textile, coating, and photocatolyst etc.
In addtion, 2-Imidazolidinone can be used in textile anti-crease finish, anti tearing finish.
In pharmaceutical industry, 2-Imidazolidinone can be used as many kinds of antibiotics intermediate, such as Mezlocillin, Azlocillin.
2-Imidazolidinone also can be used as intermediated of medicine for snail fever and basic material for 3G penicillin.
In biological industry, 2-Imidazolidinone can be used for producing growth regulator for plants, disinfectant, inhibitors, herbicide etc.
Pharmaceutical Industry:
Drug Synthesis:
2-Imidazolidinone is used as an intermediate in the synthesis of various pharmaceuticals, including antihypertensives and other therapeutic agents.
Medicinal Chemistry:
Plays a role in drug discovery and development, helping to create novel compounds with potential therapeutic effects.
Agrochemical Industry:
Pesticides and Herbicides:
Employed in the production of agrochemicals to enhance the effectiveness and stability of agricultural products.
Chemical Research:
Synthesis of Complex Molecules:
Serves as a building block in chemical research for creating complex molecules and studying their properties.
Material Science:
Utilized in the development of new materials with specific chemical and physical properties.
Industrial Applications:
Stabilizing Agent:
2-Imidazolidinone acts as a stabilizing agent in various chemical processes, ensuring product stability and consistency.
Chemical Processes:
2-Imidazolidinone is used in the production of specialty chemicals and as a reagent in various industrial chemical reactions.
Laboratory Use:
Chemical Reactions:
Employed in laboratory settings for studying reaction mechanisms and optimizing synthesis methods.
Analytical Chemistry:
2-Imidazolidinone is used in analytical techniques and assays to evaluate chemical properties and reactions.
Catalysis:
Catalytic Reactions:
Functions as a catalyst or co-catalyst in certain chemical reactions, facilitating the formation of desired products.
Specialty Chemicals:
Custom Chemical Products:
2-Imidazolidinone is used to produce custom chemical products for specific applications, such as specialty coatings or additives.
Pharmaceutical Development:
Drug Formulation:
Contributes to the formulation of drugs by acting as a stabilizing agent or modifying the properties of active pharmaceutical ingredients.
Features and Benefits of 2-Imidazolidinone:
Features:
Chemical Structure:
2-Imidazolidinone contains a five-membered ring with two nitrogen atoms and one carbonyl group.
The structure allows for various chemical interactions and modifications.
Versatility:
2-Imidazolidinone can participate in a wide range of chemical reactions, including cyclization, nucleophilic addition, and substitution reactions.
Solubility:
Moderately polar, soluble in water and many organic solvents.
Stability:
Exhibits good chemical stability under standard conditions.
Functional Groups:
Presence of both amine and carbonyl groups facilitates diverse chemical transformations.
Benefits:
Pharmaceutical Applications:
2-Imidazolidinone acts as a key intermediate in the synthesis of pharmaceuticals, contributing to the development of various therapeutic agents.
Agrochemical Production:
Used in the production of agrochemicals, enhancing the efficacy of agricultural products.
Research Utility:
Valuable in research for chemical synthesis and material science due to 2-Imidazolidinone's reactivity and stability.
Industrial Processes:
Serves as a stabilizing agent and building block in industrial chemical processes.
Purity and Quality:
High purity and quality are achievable, making 2-Imidazolidinone suitable for precise applications in both research and industry.
Adaptability:
2-Imidazolidinone's ability to undergo various chemical reactions makes it adaptable for different synthetic routes and applications.
Scalability:
Process is scalable from laboratory to industrial production, ensuring efficient and cost-effective manufacturing.
Customizable Chemistry:
Functional groups allow for the creation of customized derivatives and complexes for specific uses.
Reactions of 2-Imidazolidinone:
2-Imidazolidinone can participate in various chemical reactions due to its functional groups.
Key reactions include:
Cyclization Reactions:
2-Imidazolidinone is often synthesized through cyclization reactions involving precursors with amine and carbonyl groups.
For example, 2-Imidazolidinone can be synthesized from a 1,2-diamine and a carbonyl compound.
Nucleophilic Addition:
2-Imidazolidinone can undergo nucleophilic addition reactions, where the nitrogen atoms in the imidazolidinone ring act as nucleophiles.
This can lead to the formation of various derivatives and complexes.
Substitution Reactions:
2-Imidazolidinone can participate in substitution reactions where the hydrogen atoms in the ring or the carbonyl group are replaced by other groups, forming different derivatives.
Synthesis of 2-Imidazolidinone:
The synthesis of 2-Imidazolidinone typically involves the following methods:
Cyclization of Diamines and Carbonyl Compounds:
One common method is the cyclization of 1,2-diamines with carbonyl compounds, such as aldehydes or ketones.
For example, a reaction between ethylenediamine and a carbonyl compound can produce 2-imidazolidinone.
This process often requires heating and sometimes a catalyst to facilitate ring formation.
Example Reaction:
H2N−CH2CH2−NH2 + RCHO → 2-Imidazolidinone + H2O
Hydrolysis of Imidazolidinone Derivatives:
Another approach involves the hydrolysis of substituted imidazolidinone derivatives.
These derivatives can be synthesized through various chemical transformations and then hydrolyzed to yield 2-Imidazolidinone.
Production of 2-Imidazolidinone:
In industrial and laboratory settings, the production of 2-Imidazolidinone follows these general steps:
Preparation of Starting Materials:
Key starting materials such as 1,2-diamines and carbonyl compounds are prepared or purchased from suppliers.
Purity and quality of these reagents are crucial for efficient synthesis.
Reaction Conditions:
The reaction conditions, including temperature, pressure, and the presence of catalysts, are optimized to ensure high yields and purity.
Cyclization reactions are typically carried out under controlled conditions to promote ring formation.
Purification:
After the reaction, the crude product is purified to remove any by-products and unreacted starting materials.
Common purification techniques include recrystallization and chromatographic methods.
Quality Control:
The final product is tested for purity and quality using analytical techniques such as NMR spectroscopy, mass spectrometry, and HPLC.
Ensuring 2-Imidazolidinone meets the required specifications is essential for its intended use.
Scaling Up:
For industrial production, the process is scaled up from laboratory conditions to larger reactors.
This involves optimizing reaction parameters and ensuring the safety and efficiency of the production process.
Handling and Storage of 2-Imidazolidinone:
Handling:
Use in a well-ventilated area to avoid inhalation of dust or vapors.
Wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and lab coats.
Avoid direct contact with skin, eyes, and clothing.
Do not eat, drink, or smoke in the work area.
Keep containers tightly closed when not in use.
Follow good laboratory practices and standard operating procedures.
Storage:
Store in a cool, dry place away from direct sunlight and heat sources.
Keep away from incompatible substances such as strong acids, bases, and oxidizers.
Store in sealed containers to prevent moisture absorption and contamination.
Ensure that storage areas are well-ventilated and secure.
Stability and Reactivity of 2-Imidazolidinone:
Stability:
2-Imidazolidinone is generally stable under recommended storage conditions.
Avoid exposure to excessive heat, light, and moisture, which can affect stability.
Reactivity:
Reacts with strong acids, bases, and oxidizing agents.
May decompose under extreme conditions, releasing toxic fumes.
Avoid contact with incompatible materials to prevent hazardous reactions.
First Aid Measures of 2-Imidazolidinone:
Inhalation:
Move the affected person to fresh air immediately.
Seek medical attention if symptoms persist or if there is difficulty breathing.
Skin Contact:
Wash affected skin with plenty of water and soap.
Remove contaminated clothing and footwear.
Seek medical advice if irritation persists or if a significant exposure has occurred.
Eye Contact:
Rinse eyes with water for at least 15 minutes, holding the eyelids open.
Seek immediate medical attention if irritation or discomfort persists.
Ingestion:
Do not induce vomiting unless directed by medical personnel.
Rinse the mouth with water and seek medical attention immediately.
Fire Fighting Measures of 2-Imidazolidinone:
Extinguishing Media:
Use water spray, foam, dry chemical, or carbon dioxide (CO2) to extinguish fires.
Choose an extinguishing medium appropriate for surrounding materials.
Fire Fighting Procedures:
Wear full protective clothing and self-contained breathing apparatus (SCBA) when fighting fires.
Keep unnecessary personnel away from the fire area.
Cool containers exposed to fire with water spray to prevent rupture.
Hazardous Combustion Products:
Combustion may produce toxic fumes, including carbon monoxide, nitrogen oxides, and other hazardous gases.
Accidental Release Measures
Personal Precautions:
Evacuate the area and ensure adequate ventilation.
Wear appropriate PPE, including gloves, safety goggles, and respiratory protection if needed.
Spill Containment:
Contain the spill with absorbent materials such as sand, earth, or commercial spill absorbents.
Prevent the spill from entering drains or water sources.
Cleanup:
Collect the spilled material and dispose of 2-Imidazolidinone according to local regulations.
Clean the affected area thoroughly with water and appropriate cleaning agents.
Exposure Controls/Personal Protective Equipment of 2-Imidazolidinone:
Engineering Controls:
Use local exhaust ventilation or fume hoods to minimize exposure.
Ensure that ventilation systems are functioning properly.
Personal Protective Equipment (PPE):
Respiratory Protection:
Use a suitable respirator if ventilation is inadequate or if there is a risk of inhaling dust or vapors.
Hand Protection:
Wear protective gloves resistant to chemical exposure.
Eye Protection:
Use safety goggles or face shields to protect against splashes.
Skin Protection:
Wear lab coats or protective clothing to prevent skin contact.
General Hygiene:
Practice good hygiene by washing hands thoroughly after handling the chemical.
Remove contaminated clothing and wash before reuse.
Identifiers of 2-Imidazolidinone:
CAS NUMBER: 120-93-4
EC NUMBER: 204-436-4
MOLECULAR FORMULA: C3H6N2O
MOLECULAR WEIGHT: 86.09
IUPAC NAME: imidazolidin-2-one
CAS Number: 123-75-1
Chemical Formula: C3H6N2O
IUPAC Name: 1,3-Dihydro-2H-imidazol-2-one
InChI Key: QXWCTMHJJQYMIY-UHFFFAOYSA-N
SMILES: C1C(=O)N(CN1)O
EINECS Number: 204-673-8
Beilstein Reference: 603873
PubChem CID: 7032
ChemSpider ID: 6756
Molecular Weight: 70.09 g/mol
RTECS Number: XJ7490000
HS Code: 2933.99 (for related chemicals in international trade)
MDL Number: MFCD00000591
NSC Number: 68037
Gmelin Number: 1125
Reaxys Number: 11888219
ChEBI ID: 31883
InChI: InChI=1S/C3H6N2O/c4-2-1-6-3(5)7/h1-2H2,(H,5,6,7)
IUPAC Identifier: 1,3-Dihydro-2H-imidazol-2-one
PubChem Substances: 7032
Sigma-Aldrich Product Number: Z314321
Kegg ID: C00605
Beilstein Database Number: 603873
NMR Chemical Shift Data: Specific NMR shift data may be available in detailed spectral libraries.
Porperties of 2-Imidazolidinone:
Molecular Weight: 86.09
XLogP3: -1.3
Hydrogen Bond Donor Count: 2
Hydrogen Bond Acceptor Count: 1
Rotatable Bond Count: 0
Exact Mass: 86.048012819
Monoisotopic Mass: 86.048012819
Topological Polar Surface Area: 41.1 Ų
Heavy Atom Count: 6
Complexity: 63.2
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes
pH: No data available
Melting point/freezing point:
Melting point/range: 129 - 132 °C - lit.
Initial boiling point and boiling range: No data available
Flash point: Not applicable
Evaporation rate: No data available
Flammability (solid, gas): No data available
Upper/lower flammability or explosive limits: No data available
Vapor pressure: No data available
Vapor density: No data available
Density: No data available
Molecular Formula: C3H6N2O
Molar Mass: 86.09
Density: 1.1530 (rough estimate)
Melting Point: 129-132 °C (lit.)
Boling Point: 158.75°C (rough estimate)
Flash Point: 265°C
Water Solubility: soluble
Vapor Presure: 0.002Pa at 20℃
Appearance: White needle crystal
Color: White to off-white
Merck: 14,4914
BRN: 106252
pKa: 14.58±0.20(Predicted)
Storage Condition: Sealed in dry,Room Temperature
Refractive Index: 1.5110 (estimate)
Appearance: white powder (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 131.00 °C. @ 760.00 mm Hg
Boiling Point: 358.70 °C. @ 760.00 mm Hg (est)
Flash Point: 397.00 °F. TCC ( 202.50 °C. ) (est)
logP (o/w): -1.230 (est)
Soluble in: water, 2.646e+004 mg/L @ 25 °C (est)
Specifications of 2-Imidazolidinone:
Purity: Typically ≥ 98% (by HPLC or other analytical methods)
Melting Point: Approximately 119-121°C
Density: Approximately 1.19 g/cm³ (for the liquid form)
Molecular Weight: 70.09 g/mol
pH: pH of a 1% aqueous solution should be neutral to slightly acidic, typically between 5.5 and 7.5
Water Content: Generally ≤ 1% (by Karl Fischer titration)
Solubility: Soluble in water and common organic solvents such as methanol, ethanol, and acetone
Assay: ≥ 98% (by HPLC or titration methods)
Heavy Metals: Typically ≤ 10 ppm (parts per million)
