33483-06-6

Basic information

• Product Name: 1-Hydroxydibenzofuran
• Synonyms: 1-Hydroxydibenzofuran;dibenzo[b,d]furan-1-ol
• CAS NO: 33483-06-6
• Molecular Formula: C₁₂H₈O₂
• Molecular Weight: 184.19072
• Mol File: 33483-06-6.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Hydroxydibenzofuran(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Hydroxydibenzofuran(33483-06-6)
• EPA Substance Registry System: 1-Hydroxydibenzofuran(33483-06-6)

Safety Data

• Hazardous Substances Data: 33483-06-6(Hazardous Substances Data)

Usage

General Description

1-Hydroxydibenzofuran is a chemical compound with the molecular formula C12H8O2. It is a derivative of dibenzofuran, a heterocyclic compound consisting of two benzene rings fused to a furan ring. 1-Hydroxydibenzofuran is an asymmetric molecule with a hydroxy group attached at the 1-position of the dibenzofuran structure. It is used in various industrial and research applications, including as a building block for the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. The compound has potential environmental and health risks, and its properties and behavior are subject to ongoing research and regulatory scrutiny.

Upstream product

• 262-12-4 dioxin 
• 183256-41-9 (1R,2S)-1,2-dihydrodibenzo[b,d]furan-1,2-diol 
• 132-64-9 dibenzofuran 

Downstream Products

• 84761-86-4 1-monochlorodibenzofuran 
• 853070-80-1 1-(3,5-bis-trifluoromethylphenylamino)dibenzofuran-4,6-dicarboxylic acid dimethyl ester 
• 853070-97-0 1-(3,5-bis-trifluoromethylphenyl)dibenzofuran-4,6-dicarboxylic acid dimethyl ester 
• 853070-83-4 1-(3,5-bis-methoxycarbonyl-phenylamino)dibenzofuran-4,6-dicarboxylic acid dimethyl ester 
• 853070-86-7 1-(2-chloro-5-trifluoromethylphenylamino)dibenzofuran-4,6-dicarboxylic acid dimethyl ester 
• 853070-74-3 1-(2-trifluoromethylphenylamino)dibenzofuran-4,6-dicarboxylic acid dimethyl ester 
• 853070-84-5 1-(4-ethoxycarbonylphenylamino)dibenzofuran-4,6-dicarboxylic acid dimethyl ester 
• 853070-75-4 1-(3-trifluoromethylphenylamino)dibenzofuran-4,6-dicarboxylic acid dimethyl ester 
• 853070-82-3 1-(3-ethoxycarbonylphenylamino)dibenzofuran-4,6-dicarboxylic acid dimethyl ester 
• 853070-89-0 1-(3-trifluoromethylphenoxy)dibenzofuran-4,6-dicarboxylic acid dimethyl ester 
• 853070-81-2 1-(2,4-dichloro-phenylamino)dibenzofuran-4,6-dicarboxylic acid dimethyl ester 

Relevant articles and documents

Cis-Dihydroxylation of Tricyclic Arenes and Heteroarenes Catalyzed by Toluene Dioxygenase: A Molecular Docking Study and Experimental Validation

Molecular docking studies of toluene dioxygenase led to the prediction that angular and lateral cis-dihydroxylation of tricyclic arene and heteroarene substrates could occur. Biotransformations of biphenylene, dibenzofuran, carbazole and dibenzothiophene, using Pseudomonas putida UV4 whole cells, expressing toluene dioxygenase, confirmed that both angular and lateral cis-dihydroxylation had occurred in the predicted regioselective and stereoselective manner. The toluene dioxygenase-catalysed (Pseudomonas putida UV4) biotransformation of dibenzofuran was optimized, to produce 1,2-dihydrodibenzofuran-1,2-diol as the major metabolite in excellent yield. 2-Hydroxydibenzofuran, resulting from dehydration of 1,2-dihydrodibenzofuran-1,2-diol, was also found to undergo cis- dihydroxylation to give a very minor cis-dihydrodiol metabolite. The enantiopurity (>98% ee) and (1R,2S) absolute configuration of the major dibenzofuran cis -dihydrodiol was rigorously established by catalytic hydrogenation and formation of methoxy(trifluoromethyl)phenylacetate derivatives and by X-ray crystallography of an epoxide derivative. Biotransformation of carbazole yielded anthranilic acid as the major metabolite and was consistent with angular cis-dihydroxylation. Synthesis of a cis- diol epoxide derivative showed that the main cis-dihydrodiol metabolite of dibenzofuran has potential in the chemoenzymatic synthesis of natural products. (Figure presented.).

Photochemistry of Dibenzo-1,4-dioxin: Formation of 2,2'-Biphenylquinone as an Observable Intermediate

Photolysis of dibenzo-1,4-dioxin 1, which is parent ring system of the well-known environmental contaminant 'dioxin' an 2,3,7,8-tetramethyldibenzo-1,4-dioxin 2, in aqueous solution results in an novel intramolecular rearrangement, giving rise to intermedi