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

Uses

3-Chlorocatechol is a useful reagent for synthesizing novel benzotropolones as Atg4B inhibiting autophagy blockers.

Definition

ChEBI: A chlorocatechol that is catechol in which the hydrogen adjacent to one of the hydroxy groups is replaced by a chlorine.

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

Upstream product

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

Downstream Products

• 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 
• 845830-22-0 2-chloro-6-{[(trifluoromethyl)-sulfonyl]oxy}phenyl trifluoromethanesulfonate 
• 90282-99-8 3-chloro-1,2-dimethoxybenzene 
• 56961-34-3 3-Chlor-o-benzochinon 
• 77102-92-2 3-Chloro-2-methoxyphenol 
• 72403-03-3 2-methoxy-6-chlorophenol 

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.

Structure, stereochemistry and synthesis of enantiopure cyclohexenone cis-diol bacterial metabolites derived from phenols

Biotransformation of 3-substituted and 2,5-disubstituted phenols, using whole cells of P. putida UV4, yielded cyclohexenone cis-diols as single enantiomers; their structures and absolute configurations have been determined by NMR and ECD spectroscopy, X-ray crystallography, and stereochemical correlation involving a four step chemoenzymatic synthesis from the corresponding cis-dihydrodiol metabolites. An active site model has been proposed, to account for the formation of enantiopure cyclohexenone cis-diols with opposite absolute configurations.