147300-09-2

Basic information

• Product Name: 1,2-Benzenediol,3,5-difluoro-(9CI)
• Synonyms: 1,2-Benzenediol,3,5-difluoro-(9CI);3,5-difluorobenzene-1,2-diol
• CAS NO: 147300-09-2
• Molecular Formula: C6H4F2O2
• Molecular Weight: 146.0915664
• Product Categories: HALIDE
• Mol File: 147300-09-2.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,2-Benzenediol,3,5-difluoro-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Benzenediol,3,5-difluoro-(9CI)(147300-09-2)
• EPA Substance Registry System: 1,2-Benzenediol,3,5-difluoro-(9CI)(147300-09-2)

Safety Data

• Hazardous Substances Data: 147300-09-2(Hazardous Substances Data)

Usage

General Description

1,2-Benzenediol,3,5-difluoro-(9CI) is a chemical compound with the molecular formula C6H4F2O2. It is also known as 3,5-difluorocatechol and is a derivative of catechol, which is a phenolic compound. This chemical is a white solid that is insoluble in water and has a melting point of 107-108 degrees Celsius. It is primarily used as a building block in organic synthesis and can be used in the production of pharmaceuticals, agrochemicals, and other specialty chemicals. Additionally, 1,2-Benzenediol,3,5-difluoro-(9CI) has potential applications in the field of materials science, such as in the synthesis of polymers and other advanced materials.

Upstream product

• 371-35-7 sodium 4-fluorophenoxide 
• 371-41-5 4-Fluorophenol 
• 140675-42-9 (3,5-difluoro-2-hydroxy-phenyl)-ethanone 
• 152434-94-1 3,5-difluoro-2-methoxyphenol 

Relevant articles and documents

Selective ortho-hydroxylation-defluorination of 2-fluorophenolates with a Bis(μ-oxo)dicopper(III) species

The bis(μ-oxo)dicopper(III) species [CuIII 2(μ-O)2(m-XYLMeAN)]2+ (1) promotes the electrophilic ortho-hydroxylation-defluorination of 2-fluorophenolates to give the corresponding catechols, a reaction that is not accomplishable with a (η2:η2-O2) dicopper(II) complex. Isotopic labeling studies show that the incoming oxygen atom originates from the bis(μ-oxo) unit. Ortho-hydroxylation-defluorination occurs selectively in intramolecular competition with other ortho-substituents such as chlorine or bromine. O in, F out: [CuIII2(μ-O) 2(m-XYLMeAN)]2+ is a bis(μ-oxo)dicopper(III) species and promotes the electrophilic ortho-hydroxylation-defluorination of 2-fluorophenolates to give the corresponding catechols. Isotopic labeling shows that the incoming oxygen atom originates from the bis(μ-oxo) unit. Ortho-hydroxylation-defluorination occurs selectively in intramolecular competition with other ortho-substituents such as chlorine or bromine.

Transformation of difluorinated phenols by Penicillium frequentans Bi 7/2

The Penicillium frequentans strain Bi 7/2, using phenol as a sole source of carbon and energy, transformed the fluorinated phenols 2,3-, 2,4-, 2,5- and 3,4-difluorophenol rapidly. After growth on phenol, resting mycelia of the fungus converted the difluorophenols completely at an initial concentration of 0.5mM within 6 hours. The corresponding difluorinated catechols were found to be intermediates of all difluorophenols investigated. A relatively unspecific phenol hydroxylase catalyzed this hydroxylation step and showed activities towards all difluorophenols tested. One difluorocatechol was formed from each difluorophenol substituted with fluorine in the ortho-position, whereas two catechols were formed from 3,4-difluorophenol, due to its two vacant ortho-positions. A partial defluorination (50-77%) was observed in all cases.