3315-20-6

Basic information

• Product Name: 2-(1,3-Benzodioxole-5-yl)benzoxazole
• Synonyms: 2-(1,3-Benzodioxole-5-yl)benzoxazole;2-[3,4-(Methylenebisoxy)phenyl]benzoxazole
• CAS NO: 3315-20-6
• Molecular Formula: C14H9NO3
• Molecular Weight: 239.23
• Mol File: 3315-20-6.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 355.7°C at 760 mmHg
• Flash Point: 168.9°C
• Appearance: /
• Density: 1.359g/cm³
• Vapor Pressure: 6.31E-05mmHg at 25°C
• Refractive Index: 1.663
• CAS DataBase Reference: 2-(1,3-Benzodioxole-5-yl)benzoxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1,3-Benzodioxole-5-yl)benzoxazole(3315-20-6)
• EPA Substance Registry System: 2-(1,3-Benzodioxole-5-yl)benzoxazole(3315-20-6)

Safety Data

• Hazardous Substances Data: 3315-20-6(Hazardous Substances Data)

Usage

Benzoxazole derivative

A derivative of benzoxazole This compound is a modified version of the benzoxazole structure, which is a five-membered ring containing an oxygen atom and a nitrogen atom.

Benzodioxole ring

Contains a benzodioxole ring The benzodioxole ring is a six-membered aromatic ring with two oxygen atoms connected by a single bond, attached to the benzoxazole structure.

Potential applications in organic electronic materials

Photophysical properties The compound's photophysical properties, such as its ability to absorb and emit light, make it suitable for use in organic electronic materials like organic light-emitting diodes (OLEDs) and organic solar cells.

Potential uses in medical research

Pharmacological properties 2-(1,3-Benzodioxole-5-yl)benzoxazole may have pharmacological properties that could be useful in medical research, such as potential therapeutic applications.

Building block in synthesis

Used as a building block in the synthesis of various pharmaceuticals and organic compounds The compound's structure allows it to be used as a starting material or intermediate in the synthesis of other pharmaceuticals and organic compounds, making it a versatile and valuable compound for various applications.

InChI:InChI=1/C14H9NO3/c1-2-4-11-10(3-1)15-14(18-11)9-5-6-12-13(7-9)17-8-16-12/h1-7H,8H2

Upstream product

• 120-57-0 piperonal 
• 98-95-3 nitrobenzene 
• 95-55-6 2-amino-phenol 
• 273-53-0 benzoxazole 
• 128612-45-3 benzo[d][1,3]dioxol-5-yl methanesulfonate 
• 1228374-09-1 benzo[d][1,3]dioxol-5-yl pivalate 
• 495-76-1 piperonol 
• 88-75-5 2-hydroxynitrobenzene 
• 4720-72-3 N′-hydroxybenzo[d][1,3]dioxole-5-carboximidamide 
• 4421-09-4 piperonylonitrile 
• 533-31-3 Sesamol 
• 60301-57-7 piperonal-(2-hydroxy-phenylimine) 
• 546-67-8 lead(IV) tetraacetate 
• 71-43-2 benzene 

Relevant articles and documents

Iron(0)-Catalyzed Transfer Hydrogenative Condensation of Nitroarenes with Alcohols: A Straightforward Approach to Benzoxazoles, Benzothiazoles, and Benzimidazoles

The iron-catalyzed hydrogen transfer strategy has been applied to the redox condensation of o-hydroxynitrobenzene with alcohol, leading to the formation of benzoxazole derivatives. A wide range of 2-substituted benzoxazoles were synthesized in good to excellent yields without the addition of an external redox agent. A series of control experiments provided a plausible mechanism. Furthermore, the reaction system was successfully extended to the synthesis of benzothiazoles and benzimidazoles.

Base-Free Selective O-Arylation and Sequential [3,3]-Rearrangement of Amidoximes with Diaryliodonium Salts: Synthesis of 2-Substituted Benzoxazoles

A variety of functionalized 2-substituted benzoxazoles can be prepared in good yields from amidoximes and diaryliodonium salts by selective O-arylation and sequential [3,3]-rearrangement under metal-free conditions. O-arylation of amidoximes was promoted by 3 ? molecule sieves in the absence of a base and a sequential TFA-mediated [3,3]-rearrangement was used to synthesize 2-substituted benzoxazoles. Both of the O-aryl products and rearrangement products were compatible with a broad range of sensitive functional groups such as ester, aldehyde, nitro, vinyl, amine, and amide groups in addition to halides. A bidentate N-ligand with double benzoxazoles was prepared at gram-scale in two steps. (Figure presented.).

Palladium-catalyzed intra-and intermolecular C-H arylation using mesylates: Synthetic scope and mechanistic studies

This paper describes the development of Pd-catalyzed inter-and intramolecular direct arylation using mesylates. Furthermore, a sequential mesylation/arylation protocol using phenols as substrates is described. These transformations are general with respect to the electronics of the C-H substrates and allow for the synthesis of diverse heterocyclic motifs in good yields. Both arenes and heteroarenes efficiently participate in these reactions. Preliminary mechanistic studies are presented for both inter-and intramolecular arylations.