20279-16-7

Basic information

• Product Name: dibenzofuran-3-ol
• Synonyms: dibenzofuran-3-ol;Einecs 243-671-7;2-Hydroxydiphenylene oxide;3-Dibenzofuranol;3-Hydroxydibenzofuran
• CAS NO: 20279-16-7
• Molecular Formula: C₁₂H₈O₂
• Molecular Weight: 184.19072
• EINECS: 243-671-7
• Mol File: 20279-16-7.mol

Chemical Properties

• Melting Point: 141-141.5℃ (water )
• Boiling Point: 212.9°Cat760mmHg
• Flash Point: 82.6°C
• Appearance: /
• Density: 1.326g/cm³
• Vapor Pressure: 0.116mmHg at 25°C
• Refractive Index: 1.741
• PKA: 9.22±0.30(Predicted)
• CAS DataBase Reference: dibenzofuran-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: dibenzofuran-3-ol(20279-16-7)
• EPA Substance Registry System: dibenzofuran-3-ol(20279-16-7)

Safety Data

• Hazardous Substances Data: 20279-16-7(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
Dibenzofuran-3-ol is used as a starting material in the preparation of various pharmaceuticals, agrochemicals, and other fine chemicals. Its unique structure makes it a valuable component in the synthesis of a wide range of organic compounds.
Used in Material Science:
Due to its structural properties, Dibenzofuran-3-ol has potential applications in the field of material science, where it can contribute to the development of new materials with specific properties.
Used in Polymer Chemistry:
Dibenzofuran-3-ol also finds use in polymer chemistry, where it can be incorporated into polymer structures to enhance their characteristics or introduce new functionalities.
Used as a Reagent:
In addition to its applications in synthesis, Dibenzofuran-3-ol is used as a reagent in the synthesis of other organic compounds, facilitating various chemical reactions and transformations.
Safety Precautions:
It is important to handle and store Dibenzofuran-3-ol with caution, as it may be harmful if ingested or inhaled and can cause skin and eye irritation. Proper safety measures should be taken to minimize the risk of exposure.

InChI:InChI=1/C12H8O2/c13-8-5-6-10-9-3-1-2-4-11(9)14-12(10)7-8/h1-7,13H

Upstream product

• 26608-06-0 3-bromodibenzofuran 
• 4106-66-5 3-aminodibenzofuran 
• 20357-71-5 3-methoxy-dibenzo[b,d]furan 
• 201230-82-2 carbon monoxide 
• 1467-39-6 1-(2-hydroxyphenyl)-2-propen-1-one 
• 395087-89-5 2,2-dimethyl-5-phenyl-4H-benzo[d][1,3]dioxin-4-one 
• 75420-78-9 3-nitrobenzofuran 
• 54125-02-9 danishefsky's diene 
• 108-95-2 phenol 
• 1655-68-1 1-methoxy-3-phenoxybenzene 
• 2398-37-0 3-methoxyphenyl bromide 

Downstream Products

• 101874-68-4 2-phenylazo-dibenzofuran-3-ol 
• 132-64-9 dibenzofuran 
• 90296-23-4 (dibenzofuranyl-3-oxy)acetic acid 
• 2613-89-0 phenylmalonic acid 
• 71878-71-2 2,3-dihydroxydibenzofuran 
• 26608-06-0 3-bromodibenzofuran 

Relevant articles and documents

NOVEL AMINE-BASED COMPOUND AND ORGANIC LIGHT EMITTING DEVICE USING THE SAME

The present invention relates to a novel amine-based compound represented by Chemical Formula 1 and an organic light emitting device including the same. The compound provides improved efficiency, low driving voltage, and improved lifetime characteristic of the organic light emitting device.

Synthesis of Carbazoles and Carbazole-Containing Heterocycles via Rhodium-Catalyzed Tandem Carbonylative Benzannulations

Polycyclic aromatic compounds are important constituents of pharmaceuticals and other materials. We have developed a series of Rh-catalyzed tandem carbonylative benzannulations for the synthesis of tri-, tetra-, and pentacyclic heterocycles from different types of aryl propargylic alcohols. These tandem reactions provide efficient access to highly substituted carbazoles, furocarbazoles, pyrrolocarbazoles, thiophenocarbazoles, and indolocarbazoles. While tricyclic heterocycles could be derived from vinyl aryl propargylic alcohols, tetra- and pentacyclic heterocycles were synthesized from diaryl propargylic alcohols. The tandem carbonylative benzannulation is initiated by a π-acidic rhodium(I) catalyst-mediated nucleophilic addition to alkyne to generate a key metal-carbene intermediate, which is then trapped by carbon monoxide to form a ketene species for 6π electrocyclization. Overall, three bonds and two rings are formed in all of these tandem carbonylative benzannulation reactions.

Rhodium-catalyzed tandem annulation and (5 + 1) cycloaddition: 3-hydroxy-1,4-enyne as the 5-carbon component

A Rh-catalyzed tandem annulation and (5 + 1) cycloaddition was realized. 3-Hydroxy-1,4-enyne served as the new 5-carbon component for the (5 + 1) cycloaddition. Substituted carbazoles, dibenzofurans, and tricyclic compounds containing a cyclohexadienone moiety could be prepared efficiently. The identification of a byproduct suggests that metal carbene and ketene intermediates may be involved in the (5 + 1) cycloaddition.

Diels-Alder reactions of nitrobenzofurans: A simple dibenzofuran Synthesis. Theoretical studies using DFT methods

2- and 3-nitrobenzofurans are studied in polar thermal Diels-Alder reactions with normal electron demand using several structurally different dienes. A very strong electron-acceptor group, such as the nitro group, pushes the dienophilic character of these heterocyclic compounds. Since this substituent is easily extruded under thermal conditions, this reaction sequence becomes a simple method for the preparation of families of organic compounds with heteroatom rings. Part of this work is specifically concerned with theoretical studies using DFT methods. The global and local electrophilicity and nucleophilicity indices were calculated for the dienophiles and dienes used in this study. When 2-nitrobenzofuran and 3-nitrobenzofuran were reacted with isoprene, 1-trimethylsilyloxy-1,3-butadiene and Danishesfky's diene, under different thermal reaction conditions they showed their dienophilic character taking part in normal-demand polar DA cycloaddition reactions.

Synthesis of psoralen analogues based on dibenzofuran

The syntheses of four novel psoralen derivatives, 6a-d, of the benzofurocoumarin (=benzofuro[1]benzopyranone) type containing an ester group are described. These compounds might be of interest in PUVA (psoralen long-wave ultraviolet radiation) therapy. The overall efficiency of the synthetic procedure is greatly limited by the low yields for the penultimate step, i.e., formylation of the dibenzofuranols 3a,c or protected dibenzofuranol 4d to the carboxaldehydes 5 (Scheme 4). However, the final stage to form the pyranone ring from 5a - d proceeds smoothly (Scheme 5).

Tricyclic compounds and drug compositions containing the same

Compounds having a β-3 adrenaline receptor agonist and are useful as drugs for the treatment and prevention of diabetes, obesity, hyperlipemia, etc., represented by a general formula (I) and salts thereof, and a process for producing these, and their intermediates, wherein R represents hydrogen or methyl; R1 represents hydrogen, halogen, hydroxy, benzyloxy, amino, or hydroxymethyl; R2 represents hydrogen, hydroxymethyl, NHR3, SO2 NR4 R4', or nitro; R6 represents hydrogen or lower alkyl; and X represents nitrogen, R9 represents hydrogen, one of R7 and R8 represent hydrogen, and the other thereof represents hydrogen, amino, acetylamino, or hydroxy.