Cas no 1383939-41-0 (1,1,1-trifluoro-2-(isocyanatomethoxy)ethane)

1,1,1-Trifluoro-2-(isocyanatomethoxy)ethane is a fluorinated isocyanate compound characterized by its reactive isocyanate functional group and trifluoromethyl ether moiety. This structure imparts enhanced chemical stability and reactivity, making it suitable for applications in specialty polymer synthesis, particularly in the production of polyurethanes with improved thermal and chemical resistance. The presence of fluorine atoms contributes to increased hydrophobicity and resistance to degradation, which is advantageous in high-performance coatings and adhesives. Its isocyanate group enables efficient cross-linking, ensuring robust material properties. The compound is typically handled under controlled conditions due to its moisture sensitivity. Its unique combination of reactivity and stability makes it valuable in advanced material formulations.
1,1,1-trifluoro-2-(isocyanatomethoxy)ethane structure
1383939-41-0 structure
Product Name:1,1,1-trifluoro-2-(isocyanatomethoxy)ethane
CAS No:1383939-41-0
MF:C4H4F3NO2
MW:155.075271606445
CID:5150286
PubChem ID:71756337
Update Time:2025-06-15

1,1,1-trifluoro-2-(isocyanatomethoxy)ethane Chemical and Physical Properties

Names and Identifiers

    • Ethane, 1,1,1-trifluoro-2-(isocyanatomethoxy)-
    • 1,1,1-trifluoro-2-(isocyanatomethoxy)ethane
    • Inchi: 1S/C4H4F3NO2/c5-4(6,7)1-10-3-8-2-9/h1,3H2
    • InChI Key: KCLRGAMHHITBSC-UHFFFAOYSA-N
    • SMILES: C(F)(F)(F)COCN=C=O

1,1,1-trifluoro-2-(isocyanatomethoxy)ethane Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Enamine
EN300-109501-0.05g
1,1,1-trifluoro-2-(isocyanatomethoxy)ethane
1383939-41-0 85%
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$256.0 2023-10-27
Enamine
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EN300-109501-0.5g
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Enamine
EN300-109501-1.0g
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Enamine
EN300-109501-10.0g
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Enamine
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Additional information on 1,1,1-trifluoro-2-(isocyanatomethoxy)ethane

Research Brief on 1,1,1-Trifluoro-2-(isocyanatomethoxy)ethane (CAS: 1383939-41-0) in Chemical Biology and Pharmaceutical Applications

The compound 1,1,1-trifluoro-2-(isocyanatomethoxy)ethane (CAS: 1383939-41-0) has recently emerged as a promising building block in medicinal chemistry and chemical biology research. This fluorinated isocyanate derivative exhibits unique physicochemical properties due to the combination of trifluoromethyl and isocyanate functional groups, making it particularly valuable for the development of novel bioactive molecules and drug candidates.

Recent studies have highlighted the compound's utility in click chemistry reactions, where its isocyanate group enables efficient conjugation with various nucleophiles while the trifluoromethyl moiety enhances metabolic stability. A 2023 publication in the Journal of Medicinal Chemistry demonstrated its successful application in creating covalent inhibitors targeting cysteine proteases, with the fluorinated side chain significantly improving target selectivity and pharmacokinetic properties.

In synthetic methodology developments, researchers have utilized 1383939-41-0 as a key intermediate for constructing trifluoromethyl-containing heterocycles. A notable advancement published in Organic Letters this year described a one-pot cascade reaction using this compound to generate fluorinated oxazolidinones with potential antimicrobial activity. The reaction proceeds under mild conditions with excellent yields, suggesting promising scalability for pharmaceutical production.

From a safety and handling perspective, recent toxicological assessments indicate that while 1,1,1-trifluoro-2-(isocyanatomethoxy)ethane requires careful handling due to its reactive isocyanate group, it demonstrates favorable stability profiles compared to non-fluorinated analogs. The trifluoromethyl group appears to reduce volatility and moisture sensitivity, addressing some traditional challenges associated with isocyanate reagents.

Looking forward, several pharmaceutical companies have included this compound in their exploratory pipelines for targeted covalent drugs, particularly in oncology and inflammatory disease areas. Its unique combination of reactivity and stability positions it as a valuable tool for both academic research and industrial drug discovery efforts. Further structure-activity relationship studies are expected to expand its applications in the coming years.

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