16256-42-1

Basic information

• Product Name: 2,2,5,5-TETRAMETHYLIMIDAZOLIDIN-4-ONE
• Synonyms: 2,2,5,5-TETRAMETHYLIMIDAZOLIDIN-4-ONE;2,2,5,5-tetramethylimid azolidin-one;TETRAMETHYLIMIDAZOLIDINE
• CAS NO: 16256-42-1
• Molecular Formula: C₇H₁₄N₂O
• Molecular Weight: 142.2
• Mol File: 16256-42-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 255.826°C at 760 mmHg
• Flash Point: 113.601°C
• Appearance: /
• Density: 0.923g/cm³
• Vapor Pressure: 0.016mmHg at 25°C
• Refractive Index: 1.424
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2,2,5,5-TETRAMETHYLIMIDAZOLIDIN-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,5,5-TETRAMETHYLIMIDAZOLIDIN-4-ONE(16256-42-1)
• EPA Substance Registry System: 2,2,5,5-TETRAMETHYLIMIDAZOLIDIN-4-ONE(16256-42-1)

Safety Data

• Hazardous Substances Data: 16256-42-1(Hazardous Substances Data)

Usage

Description

2,2,5,5-Tetramethylimidazolidin-4-one, commonly known as DABCO, is a versatile chemical compound characterized by its colorless and water-soluble solid form with a mild amine odor. It is widely recognized for its unique chemical properties, which include its effectiveness as a catalyst, additive, stabilizer, and crosslinking agent in a variety of industrial processes.

Uses

Used in Polymer Synthesis:
2,2,5,5-Tetramethylimidazolidin-4-one is used as a catalyst and additive in polymer synthesis, enhancing the efficiency and quality of the resulting polymers.
Used in Polyurethane Production:
In the production of polyurethane, DABCO serves as a crucial component, contributing to the formation of durable and versatile materials used in various applications.
Used as a Curing Agent for Epoxy Resins:
2,2,5,5-Tetramethylimidazolidin-4-one is utilized as a curing agent for epoxy resins, improving their performance characteristics and expanding their range of applications.
Used in Adhesives, Sealants, and Coatings Manufacturing:
DABCO is used as a stabilizer and crosslinking agent in the manufacturing of adhesives, sealants, and coatings, ensuring the products' stability and performance.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,2,5,5-Tetramethylimidazolidin-4-one is used as a chiral auxiliary in asymmetric synthesis, playing a critical role in the production of various drugs and pharmaceutical compounds.
Used in Different Industries:
2,2,5,5-Tetramethylimidazolidin-4-one is used across various industries, including chemical manufacturing, construction, automotive, and aerospace, for its high efficiency and versatility in enhancing the properties of a wide range of products.

InChI:InChI=1/C7H14N2O/c1-6(2)5(10)8-7(3,4)9-6/h9H,1-4H3,(H,8,10)

Upstream product

• 2582-16-3 2,2,5,5-tetramethylimidazolidine-4-thione 

Downstream Products

• 1310681-36-7 BrH*C₁₈H₂₈N₂O₂ 
• 1310681-37-8 C₁₈H₂₈N₂O₂*ClH 
• 1310794-71-8 3-(4-(benzyloxy)butyl)-2,2,5,5-tetramethylimidazolidin-4-one 
• 38951-85-8 1-chloro-2,2,5,5-tetramethyl-4-imidazolidinone 

Relevant articles and documents

Novel N-chloroheterocyclic antimicrobials

Antimicrobial compounds with broad-spectrum activity and minimal potential for antibiotic resistance are urgently needed. Toward this end, we prepared and investigated a novel series of N-chloroheterocycles. Of the compounds examined, the N-chloroamine series were found superior over N-chloroamide series in regards to exhibiting high antimicrobial activity, low cytotoxicity, and long-term aqueous stability.

Imidazolidinone derivatives

A compound of the formula (IA) or (IB) wherein G1, G2, G3 and G4 are independently of one another C1-C18alkyl or C5-C12cycloalkyl or the radicals G1 and G2 and the radicals G3 and G4 form independently of one another, together with the carbon atom they are attached to, C5-C12cycloalkyl; R is hydrogen C1-C18alkyl, C1-C18hydroxyalkyl, C2-C18alkenyl, C5-C12cycloalkyl, C7-C12phenylalkyl unsubstituted or substituted on the phenyl radical by C1-C4alkyl and/or C1-C4alkoxy; or C1-C18alkanoyl; R* is hydrogen, C1-C18alkyl, oxyl, —OH, —CH2CN, C3-C6alkenyl, C3-C8alkynyl, C7-C12phenylalkyl unsubstituted or substituted on the phenyl radical by C1-C4alkyl and/or C1-C4alkoxy; C1-C8acyl, C1-C18alkoxy, C1-C18hydroxyalkoxy, C2-C18alkenyloxy, C5-C12cycloalkoxy, C7-C12phenylalkoxy unsubstituted or substituted on the phenyl radical by C1-C4alkyl and/or C1-C4alkoxy; C1-C18alkanoyloxy, (C1-C18alkoxy)carbonyl, glycidyl or a group —CH2CH(OH)(G) with G being hydrogen, methyl or phenyl; n is 1, 2, 3 or 4; n* is 1, 2 or 3; X is an organic radical of a valency equal to n; and X* is a triazinic radical with a valency equal to n*; with the proviso that when n is 1, R is methyl, ethyl, propyl, C1-C18hydroxyalkyl, C2-C18alkenyl, C5-C12cycloalkyl or C1-C18alkanoyl. The compounds described above are useful for stabilizing an organic material against degradation induced by light, heat or oxidation.