4018-65-9

Basic information

• Product Name: 3-CHLOROCATECHOL
• Synonyms: 3-Chloropyrocatechol;3-chlorobenzene-1,2-diol;2-Hydroxy-3-chlorophenol, 3-Chlorocatechol;1-CHLORO-2,3-DIHYDROXYBENZENE;3-CHLOROCATECHOL;3-MONOCHLOROCATECHOL;3-CHLOROCATECHOL 98+%;3-Chloro-1,2-benzenediol
• CAS NO: 4018-65-9
• Molecular Formula: C₆H₅ClO₂
• Molecular Weight: 144.56
• Mol File: 4018-65-9.mol
• Article Data: 11

Chemical Properties

• Melting Point: 49 °C
• Boiling Point: 138 °C / 20mmHg
• Flash Point: 97℃
• Appearance: /
• Density: 1.471
• Vapor Pressure: 0.0299mmHg at 25°C
• Refractive Index: 1.4620 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 8.33±0.10(Predicted)
• CAS DataBase Reference: 3-CHLOROCATECHOL(CAS DataBase Reference)
• NIST Chemistry Reference: 3-CHLOROCATECHOL(4018-65-9)
• EPA Substance Registry System: 3-CHLOROCATECHOL(4018-65-9)

Safety Data

• Statements: 23/24/25-36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 4018-65-9(Hazardous Substances Data)

Usage

Description

3-Chlorocatechol, also known as 3-chloro-1,2-benzenediol, is an organic compound belonging to the chlorocatechol class. It is characterized by the presence of a chlorine atom attached to the 3-position of the catechol molecule, which consists of two hydroxy groups attached to the 1 and 2 positions of a benzene ring. 3-CHLOROCATECHOL exhibits unique chemical properties due to the presence of the chlorine atom, making it a versatile compound for various applications.

Uses

Used in Pharmaceutical Industry:
3-Chlorocatechol is used as a reagent for synthesizing novel benzotropolones, which are known to act as Atg4B inhibitors. These inhibitors play a crucial role in blocking autophagy, a cellular process responsible for the degradation and recycling of cellular components. By inhibiting autophagy, benzotropolones can potentially be used in the development of therapeutic strategies for various diseases, including cancer and neurodegenerative disorders.
Used in Chemical Synthesis:
3-Chlorocatechol can be utilized as a building block or intermediate in the synthesis of various organic compounds, such as dyes, pharmaceuticals, and agrochemicals. The presence of the chlorine atom in the molecule allows for further functionalization and modification, enabling the creation of a wide range of derivatives with diverse applications.
Used in Research and Development:
Due to its unique chemical properties, 3-chlorocatechol can be employed in research and development for studying the effects of halogen substitution on the reactivity and stability of catechol derivatives. This can provide valuable insights into the structure-activity relationships of these compounds and contribute to the design of new molecules with improved properties and applications.

InChI:InChI=1/C6H5ClO2/c7-4-2-1-3-5(8)6(4)9/h1-3,8-9H

Upstream product

• 583-63-1 ortoquinone 
• 90282-99-8 3-chloro-1,2-dimethoxybenzene 
• 120-80-9 benzene-1,2-diol 
• 108-43-0 3-monochlorophenol 
• 603-86-1 2-chloro-6-nitrophenol 
• 7791-25-5 sulfuryl dichloride 
• 60-29-7 diethyl ether 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 95-57-8 2-monochlorophenol 
• 1927-94-2 3-chlorosalicylaldehyde 
• 108-90-7 chlorobenzene 
• 86992-79-2 (1S,2S)-3-Chloro-cyclohexa-3,5-diene-1,2-diol 
• 2040-90-6 2-chloro-6-fluorophenol 
• 87-65-0 2,6-Dichlorophenol 

Downstream Products

• 56961-34-3 3-Chlor-o-benzochinon 
• 77102-92-2 3-Chloro-2-methoxyphenol 
• 72403-03-3 2-methoxy-6-chlorophenol 
• 90282-99-8 3-chloro-1,2-dimethoxybenzene 
• 845830-22-0 2-chloro-6-{[(trifluoromethyl)-sulfonyl]oxy}phenyl trifluoromethanesulfonate 
• 187543-48-2 (R)-8-chloro-1,4-benzodioxan-2-ylmethyl 4-toluenesulphonate 
• 120-80-9 benzene-1,2-diol 
• 533-60-8 cyclohexanone-2-ol 

Relevant articles and documents

Photochemical transformations of 2, 6-dichlorophenol and 2-chlorophenol with superoxide ions in the atmospheric aqueous phase

The possible photochemical transformation pathways of chlorophenols (2, 6-dichlorophenol and 2-chlorophenol) with superoxide anion radical (O2·?) were studied by steady-state irradiation and 355 nm laser flash photolysis technique. O

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.

Aerobic organocatalytic oxidation of aryl aldehydes: Flavin catalyst turnover by Hantzsch's ester

The first Dakin oxidation fueled by molecular oxygen as the terminal oxidant is reported. Flavin and NAD(P)H coenzymes, from natural enzymatic redox systems, inspired the use of flavin organocatalysts and a Hantzsch ester to perform transition-metal-free, aerobic oxidations. Catechols and electron-rich phenols are achieved with as low as a 0.1 mol % catalyst loading, 1 equiv of Hantzsch ester, and O2 or air as the stoichiometric oxidant source.