81428-58-2

Basic information

• Product Name: phenol oxazoline
• Synonyms: phenol oxazoline;4-(4,5-DIHYDRO-2-OXAZOLYL)-PHENOL
• CAS NO: 81428-58-2
• Molecular Formula: C₉H₉NO₂
• Molecular Weight: 163.17326
• Mol File: 81428-58-2.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 279°Cat760mmHg
• Flash Point: 122.5°C
• Appearance: /
• Density: 1.272g/cm³
• Vapor Pressure: 0.00413mmHg at 25°C
• Refractive Index: 1.592
• CAS DataBase Reference: phenol oxazoline(CAS DataBase Reference)
• NIST Chemistry Reference: phenol oxazoline(81428-58-2)
• EPA Substance Registry System: phenol oxazoline(81428-58-2)

Safety Data

• Hazardous Substances Data: 81428-58-2(Hazardous Substances Data)

Usage

Description

Phenol oxazoline, with the molecular formula C14H13NO2, is a chemical compound belonging to the oxazoline family. It is characterized by its unique structure and properties, which include the ability to form stable complexes with various metal ions. This makes phenol oxazoline a valuable tool in coordination chemistry, catalysis, organic synthesis, and the development of new materials and compounds.

Uses

Used in Coordination Chemistry:
Phenol oxazoline is used as a ligand for forming stable complexes with metal ions, which is crucial in coordination chemistry. Its ability to bind with metals allows for the study of metal-ligand interactions and the development of new compounds.
Used in the Production of Plastics, Resins, and Adhesives:
Phenol oxazoline is utilized as a component in the manufacturing process of plastics, resins, and adhesives. Its properties contribute to the overall performance and stability of these materials.
Used in Catalysis:
Phenol oxazoline serves as a catalyst or a catalyst precursor in various chemical reactions. Its metal-chelating properties facilitate the acceleration of reactions, making it a popular choice in catalysis.
Used in Organic Synthesis:
Phenol oxazoline is employed as a reagent or intermediate in organic synthesis. Its unique structure allows for the creation of a wide range of organic compounds.
Used in Medicinal Chemistry and Drug Development:
Phenol oxazoline is used as a chelating agent for metal-based pharmaceuticals. Its ability to form stable complexes with metal ions makes it a promising candidate for the development of new drugs and therapies.

InChI:InChI=1/C9H9NO2/c11-8-3-1-7(2-4-8)9-10-5-6-12-9/h1-4,10H,5-6H2

Upstream product

• 1517-05-1 2-azidoethanol 
• 123-08-0 4-hydroxy-benzaldehyde 
• 81428-57-1 4-Hydroxybenzolcarboximidsaeure-2-bromethylester-hydrochlorid 
• 75268-14-3 4-hydroxy-N-(2-hydroxyethyl)-benzamide 
• 141-43-5 ethanolamine 
• 99-96-7 4-hydroxy-benzoic acid 
• 99-76-3 methyl 4-hydroxylbenzoate 
• 767-00-0 4-cyanophenol 
• 25984-63-8 4-hydroxythiobenzamide 

Downstream Products

• 126297-08-3 2-<4-(6-heptyn-1-yloxy)phenyl>-4,5-dihydrooxazole 
• 144373-63-7 2-{4-[1,1,2-Trifluoro-2-(1,1,2,3,3,3-hexafluoro-2-heptafluoropropyloxy-propoxy)-ethoxy]-phenyl}-4,5-dihydro-oxazole 
• 98034-30-1 5-(5-(4-(4,5-dihydro-2-oxazolyl)phenoxy)pentyl)-3-methylisoxazole 
• 87495-31-6 disoxaril 
• 126297-09-4 5-{5-[4-(4,5-Dihydro-oxazol-2-yl)-phenoxy]-pentyl}-3-ethyl-isoxazole 
• 126297-10-7 5-{5-[4-(4,5-Dihydro-oxazol-2-yl)-phenoxy]-pentyl}-3-propyl-isoxazole 
• 405553-86-8 2-[4-(Tributylstannylmethoxy)phenyl]-4,6-dihydrooxazole 
• 1165760-91-7 (2-methyl)-benzylcarbamic acid 4-(4,5-dihydrooxazol-2-yl)phenyl ester 
• 1165760-92-8 (4-methyl)-benzylcarbamic acid 4-(4,5-dihydrooxazol-2-yl)phenyl ester 
• 1146362-08-4 tert.butyl 4-[4-(4,5-dihydroxazol-2-yl)-phenoxyl]-piperidine-1-carboxylate 
• 1451377-36-8 C₂₀H₁₇NO₅ 

Relevant articles and documents

Ultrasound-Accelerated, Concise, and Highly Efficient Synthesis of 2-Oxazoline Derivatives Using Heterogenous Calcium Ferrite Nanoparticles and Their DFT Studies

A rapid and operationally simple approach for synthesising biologically relevant 2-oxazoline derivatives has been developed through highly efficient ultrasound-promoted coupling reactions of thioamides and amino alcohols using calcium ferrite nanoparticles as heterogeneous catalysts. The major advantage of using ultrasound irradiation lies in the drastic reduction of reaction time as compared with conventional stirring. Furthermore, quantum chemical investigations for the synthesised 2-oxazoline derivatives have been carried out at the DFT/B3LYP/6-311 + G (d, p) level of theory to predict the optimized geometry. The molecular properties such as bond lengths, bond orders, Milliken charges, frontier molecular orbitals, global reactivity descriptors, molecular electrostatic potential map, and thermodynamic parameters of all the compounds have also been reported at the same level of theory.

OXAZOLINE COMPOUND, CROSSLINKER AND RESIN COMPOSITION

PROBLEM TO BE SOLVED: To provide an oxazoline compound and trioxazoline compound optimal as crosslinkers for a wide range of uses, including a coating agent, ink, a film, a binder, and adhesive or the like. SOLUTION: The present invention provides an oxazoline compound represented by the following chemical formula, a trioxazoline compound obtained by trifunctionalizing the oxazoline compound represented by the following chemical formula, and a crosslinker and a resin composition using the oxazoline compound or the trioxazoline compound. In the formula, X is H or R-OH, R is a C1-4 linear or branched alkylene group. SELECTED DRAWING: None COPYRIGHT: (C)2019,JPO&INPIT

Willgerodt–Kindler reaction-driven one pot solventless entry to 2-oxazolines

We report an efficient and green protocol for the synthesis of 2-oxazolines by the reaction of aromatic nitriles with β-aminoalcohols using sulfur under solvent-free conditions. The reaction occurs via the Willgerodt-Kindler mechanism followed by transami