88186-33-8

Basic information

• Product Name: Oxazole, 2-(3-fluorophenyl)-4,5-dihydro-
• CAS NO: 88186-33-8
• Molecular Formula: C9H8FNO
• Molecular Weight: 165.167
• Mol File: 88186-33-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Oxazole, 2-(3-fluorophenyl)-4,5-dihydro-(CAS DataBase Reference)
• NIST Chemistry Reference: Oxazole, 2-(3-fluorophenyl)-4,5-dihydro-(88186-33-8)
• EPA Substance Registry System: Oxazole, 2-(3-fluorophenyl)-4,5-dihydro-(88186-33-8)

Safety Data

• Hazardous Substances Data: 88186-33-8(Hazardous Substances Data)

Upstream product

• 451-02-5 ethyl 3-fluorobenzoate 
• 57728-62-8 3-fluoro-N-(2-hydroxyethyl)-benzamide 
• 403-54-3 m-Fluorobenzonitrile 
• 141-43-5 ethanolamine 
• 15317-15-4 N-(2-Chloro-ethyl)-3-fluoro-benzamide 
• 1711-07-5 3-fluorobenzoyl chloride 

Downstream Products

• 1251668-27-5 2-(6-fluoro-4'-methoxybiphenyl-2-yl)-4,5-dihydrooxazole 
• 1251668-28-6 2-(4,4''-dimethoxy-6'-fluoro-[1,1':3',1'']-terphenyl-2'-yl)-4,5-dihydrooxyzole 

Relevant articles and documents

Oxazoline-Promoted Rh-Catalyzed C-H Amidation of Benzene Derivatives with Sulfonamides and Trifluoroacetamide. A Comparative Study

A Rh-catalyzed ortho-amidation of 2-aryloxazolines offers an efficient and direct route to a range of sulfonamides. The scope of the reaction is very broad with respect to sulfonamide substrate, but the position and electronic nature of the substituents on the aryl moiety of the oxazoline lead to a surprising modulation of reactivity. The reactivity of sulfonamides in comparison to trifluoroacetamide is compared, the latter undergoing Rh-catalyzed amidation more rapidly.

Synthesis, microwave-assisted polymerization, and polymer properties of fluorinated 2-phenyl-2-oxazolines: A systematic study

We present a detailed systematic study of the synthesis and ability of fluorinated 2-phenyl-2-oxazolines to undergo polymerization. The synthesis of these compounds is based on a two-step procedure that gives the desired 2-oxazolines in moderate-to-good yields. All the compounds were fully characterized by IR and NMR (1H, 13C, and 19F) spectroscopy, mass spectrometry, and elemental analysis. The 2-oxazolines were subsequently used as monomers for living cationic ring-opening polymerization (CROP) with microwave irradiation as the heat source (T= 140°C), nitromethane as the solvent, and methyl tosylate as the initiator. The linear first-order kinetic plots of the polymerizations accompanied by a linear increase of the molecular weight with conversion and low polydispersity index (PDI) values (generally below 1.30) indicate a living polymerization mechanism. The resulting polymerization rates reflect a strong sensitivity to the quantity of fluorine substituents in general and the presence or absence of ortho-fluoro substituents of the phenyl ring in particular. All the polymers were isolated and characterized by size-exclusion chromatography and MALDI-TOF mass spectrometry. Finally, a detailed investigation of selected polymer properties was performed by using differential scanning calorimetry, thermogravimetric analysis, and contact-angle measurements, thus resulting in structure-property relationships. Whereas the thermal properties of the polymers are mostly influenced by the presence of ortho-fluoro substituents, the surface properties are mainly determined by the presence of para- and/or metafluoro substituents.