3978-67-4

Basic information

• Product Name: 3,4-dichlorocatechol
• Synonyms: 3,4-Dichloro-1,2-benzenediol;3,4-dichlorocatechol;3,4-dichlorobenzene-1,2-diol
• CAS NO: 3978-67-4
• Molecular Formula: C₆H₄Cl₂O₂
• Molecular Weight: 179.0008
• Mol File: 3978-67-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 273.6°Cat760mmHg
• Flash Point: 119.3°C
• Appearance: /
• Density: 1.624g/cm³
• Vapor Pressure: 0.00339mmHg at 25°C
• Refractive Index: 1.642
• CAS DataBase Reference: 3,4-dichlorocatechol(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-dichlorocatechol(3978-67-4)
• EPA Substance Registry System: 3,4-dichlorocatechol(3978-67-4)

Safety Data

• Hazardous Substances Data: 3978-67-4(Hazardous Substances Data)

Usage

Description

3,4-DICHLOROCATECHOL, also known as dichlorocatechol, is an organic compound derived from catechol, where the hydrogens at positions 3 and 4 are replaced by chlorines. This modification gives it unique chemical properties and potential applications in various fields.

Uses

Used in Chemical Synthesis:
3,4-DICHLOROCATECHOL is used as a chemical intermediate for the synthesis of various organic compounds, particularly those requiring chlorinated aromatic structures. Its presence in the molecule allows for further functionalization and the creation of a diverse range of products.
Used in Pharmaceutical Industry:
3,4-DICHLOROCATECHOL is used as a building block for the development of new pharmaceutical compounds, specifically those targeting bacterial and fungal infections. The presence of chlorine atoms in the molecule can enhance the antimicrobial properties of the resulting drugs.
Used in Environmental Applications:
3,4-DICHLOROCATECHOL can be employed as a component in the development of new environmental technologies, such as advanced oxidation processes (AOPs) for water treatment. Its chlorinated structure can contribute to the generation of reactive species that can effectively degrade organic pollutants.
Used in Material Science:
3,4-DICHLOROCATECHOL can be utilized in the development of new materials with specific properties, such as enhanced stability or improved performance in various applications. Its unique structure can be incorporated into polymers, coatings, or other materials to achieve desired characteristics.

InChI:InChI=1/C6H4Cl2O2/c7-3-1-2-4(9)6(10)5(3)8/h1-2,9-10H

Upstream product

• 23602-61-1 3,4-dichloro-2-hydroxybenzaldehyde 
• 576-24-9 2,3-dichlorophenol 
• 77102-95-5 5,6-Dichloro-2-methoxyphenol 
• 95-50-1 1,2-dichloro-benzene 
• 72403-03-3 2-methoxy-6-chlorophenol 
• 90-05-1 2-methoxy-phenol 
• 85430-08-6 6-chloroguaiacol acetate 
• 85430-14-4 5,6-dichloroguaiacol acetate 

Downstream Products

• 103843-58-9 3,4-dichloro-1,2-dihydroxy-5-thenoylbenzene 
• 103830-03-1 1-benzyloxy-3,4-dichloro-2-hydroxybenzene 
• 103829-59-0 1,2-dibenzyloxy-3,4-dichlorobenzene 
• 103829-60-3 2-benzyloxy-3,4-dichloro-1-hydroxybenzene 
• 103843-56-7 5-benzoyl-3,4-dichloro-1,2-dihydroxybenzene 
• 77102-94-4 3,4-Dichloro-2-methoxyphenol 
• 77102-95-5 5,6-Dichloro-2-methoxyphenol 
• 103843-57-8 3,4-dichloro-5-(2-fluorobenzoyl)-1,2-dihydroxybenzene 
• 90283-00-4 3,4-dichloro-1,2-dimethoxybenzene 
• 60712-44-9 3,4,6-trichloroguaiacol 
• 103829-62-5 3,4-dichloro-1-(2,3-epoxypropoxy)-2-hydroxybenzene 
• 103830-09-7 1-(7,8-Dichloro-3-hydroxymethyl-2,3-dihydro-benzo[1,4]dioxin-6-yl)-propan-1-one 
• 103829-61-4 2-benzyloxy-3,4-dichloro-1-(2,3-epoxypropoxy)benzene 
• 103843-69-2 (7,8-Dichloro-3-hydroxymethyl-2,3-dihydro-benzo[1,4]dioxin-6-yl)-phenyl-methanone 

Relevant articles and documents

Biocatalytic synthesis of polycatechols from toxic aromatic compounds

A process is described in which toxic aromatic compounds are converted by toluene dioxygenase and in turn toluene cis-dihydrodiol dehydrogenase to catechols which are further polymerized by peroxidase-catalyzed oxidation producing polycatechols. Three approaches for obtaining catechols were employed: (1) addition of halogenated aromatics to P. putida F1, resulting in the accumulation of halogenated catechols; (2) inhibition of catechol 2,3-dioxygenase of P. putida F1 by known aromatic and aliphatic inhibitors; and (3) overexpression of toluene dioxygenase and toluene cis-dihydrodiol dehydrogenase genes in E. coli JM109. The process is suitable for producing novel catechols that upon oxidation may yield polymers with unique properties, presenting a tool for producing tailor-made biopolymers. Formation of 3-chlorocatechol from chlorobenzene, 3,4-dichlorocatechol from 1,2-dichlorobenzene, and catechol from benzene and their subsequent oxidation and polymerization was demonstrated. Oxidation of catechol yielded polymers with molecular weights of up to 4000 Daltons. Their apparently high water solubility eliminates the need for water-miscible solvents. In aqueous solution oxidation of catechols was rapid, yet the presence of 20%, 30%, and 40% ethanol, resulted in a rate decrease of 31%, 95%, and 93%, respectively. The advantage is that significantly less peroxidase is required for performing the reactions if miscible solvents are not employed. Furthermore, water-soluble polymers may be desirable for many applications.

A Simple Method for the Preparation of Dichlorocatechols.

Dichlorocatechols (DCC) are common metabolites in the aerobic degradation of dichlorobenzenes. Their synthesis is therefore possible either enzymatically, or chemically by several two-step-synthesis starting from cycloalkanones or suitable dichlorophenols. A modified ultrasonic Reimer/Tiemann reaction and subsequent Dakin oxidation was used to prepare 3,5-DCC and 4,5-DCC. A new UV-photoradical single step synthesis of 3,4-dichlorocatechol as well as 3,6-dichlorocatechol is described in detail. Mass spectral and 13C-NMR spectral data of all four dichlorocatechol isomers are presented.