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Usage

Uses

Used in Dye Production:
2,3-dichlorobenzene-1,4-diol is used as a chemical intermediate for the synthesis of dyes. Its unique chemical structure allows for the creation of a wide range of colors, making it a valuable component in the dye industry.
Used in Pharmaceutical Industry:
2,3-dichlorobenzene-1,4-diol is used as a precursor in the synthesis of various pharmaceutical compounds. Its versatility in chemical reactions enables the production of a diverse array of drugs, contributing to the development of new treatments and medications.
Used in Organic Compound Synthesis:
2,3-dichlorobenzene-1,4-diol is used as a starting material in the synthesis of other organic compounds. Its reactivity and stability make it a preferred choice for researchers and chemists working on the development of new organic molecules for various applications.
Used in Chemical Research:
2,3-dichlorobenzene-1,4-diol is used as a research compound in the field of chemistry. Its properties and reactions are studied to gain insights into the behavior of similar compounds and to develop new synthetic methods and applications.

Upstream product

• 5273-62-1 5,6-dichlorocyclohex-2-ene-1,4-dione 
• 695-99-8 2-Chloro-1,4-benzoquinone 
• 60-29-7 diethyl ether 
• 624-85-1 ethyl hypochlorite 
• 123-31-9 hydroquinone 
• 106-51-4 p-benzoquinone 
• 5145-42-6 2,3-dichloro-1,4-benzoquinone 
• 908093-98-1 diazodiphenylmethane 
• 1073-95-6 5,6-Dichloro-2-cyclohexene-1,4-dione 
• 563-43-9 ethylaluminum dichloride 
• 7647-01-0 hydrogenchloride 
• 7782-50-5 chlorine 
• 86119-84-8 phosphoric acid 
• 67-66-3 chloroform 

Downstream Products

• 14918-69-5 2,3-dichloro-5,8-dihydroxy-[1,4]naphthoquinone 
• 89487-79-6 2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione 
• 5145-42-6 2,3-dichloro-1,4-benzoquinone 
• 57982-12-4 2,3-dichlorohydroquinone diacetate 
• 39542-66-0 2,3-dichlorohydroquinone dimethyl ether 
• 39542-65-9 2,3-dichloro-4-methoxyphenol 
• 39542-69-3 2,5-Dimethoxy-3,4-dichlor-allylbenzol 
• 39542-67-1 1-Allyloxy-2,3-dichlor-4-methoxybenzol 
• 39542-68-2 2,3-Dichlor-4-methoxy-6-allylphenol 
• 118-75-2 chloranil 
• 3225-29-4 p-benzosemiquinone radical anion 

Relevant academic research and scientific papers

Substituted Co(II) and Cu(II) metallophthalocyanines from new Schiff base containing pyrrole units: Synthesis, characterization and investigation of photocatalytic activity on 2,3-dichlorophenol oxidation

In this article, novel Schiff base compound 1 bearing pyrrole moiety has been synthesized from the reaction of 1-hydroxybenzaldehyde with 1,2-aminophenylpyrrole for the first time. The cobalt phthalocyanine and copper phthalocyanine (3–4) were prepared by

(E)-4-(4-(3-(2-fluoro-5-(trifluoromethyl)phenyl)acryloyl)phenoxy)Substituted Co(II)and Cu(II)phthalocyanines and their catalytic activities on the oxidation of phenols

Phenols from various man-made activities pose threats to public health and aquatic ecosystems. A number of technologies (e.g., adsorption, oxidation, and biological methods)have been proposed and tested to remove phenolic compounds from different sources. Among these technologies, oxidation process is considered one of the most efficient tools for abating phenolic compounds because of low cost, easy scalability, and ecofriendly production. In this work, we aim to synthesize and characterize potential catalysts (Co(II)and Cu(II)phthalocyanines 6 and 7)for phenolic compounds oxidation. Different parameters influenced the oxidation process were determined and phenolic compounds oxidize to the less harmful products with high conversion and yield in the presence of Co(II)and Cu(II)phthalocyanine catalysts.

Rh-Catalyzed Reactions of 1,4-Benzoquinones with Electrophiles: C-H Iodination, Bromination, and Phenylselenation

Under Rh-catalyzed conditions, typically electrophilic 1,4-benzoquinones exhibit nucleophilic reactivity, such that exposure to appropriate electrophiles generates products of C-H iodination, bromination, and phenylselenation. This provides a mild and general method for direct halofunctionalization, and the first method that can achieve direct C-H phenylselenation of this compound class. The scope and limitations of the new protocols are outlined, and representative derivatizations are highlighted.

Cycloacylation of chloro-substituted hydroquinone dimethyl ethers with dichloromaleic anhydride

Under the drastic conditions of Zahn—Ochwat cycloacylation of 2-chloroand 2,3-dichlorohydroquinones with dichloromaleic anhydride (a melt of anhydrous AlCl3 and NaCl, 185—195 °C), the substrates undergo various degrees of disproportionation, which reduces the yields of the target triand tetrachloronaphthazarins. Quantum chemical calculations showed that the cycloacylation in question proceeds as a double aromatic electrophilic substitution of the vicinal protons with the corresponding oxocarbenium ions (acylium cations).

Halogenated volatiles from the fungus Geniculosporium and the actinomycete Streptomyces chartreusis

Two unidentified chlorinated volatiles X and Y were detected in headspace extracts of the fungus Geniculosporium. Their mass spectra pointed to the structures of a chlorodimethoxybenzene for X and a dichlorodimethoxybenzene for Y. The mass spectra of some constitutional isomers for X and Y were included in our databases and proved to be very similar, thus preventing a full structural assignment. For unambiguous structure elucidation all possible constitutional isomers for X and Y were obtained by synthesis or from commercial suppliers. Comparison of mass spectra and GC retention times rigorously established the structures of the two chlorinated volatiles. Chlorinated volatiles are not very widespread, but brominated or even iodinated volatiles are even more rare. Surprisingly, headspace extracts from Streptomyces chartreusis contained methyl 2-iodobenzoate, a new natural product that adds to the small family of iodinated natural products.

Quinone-based, redox-active resorcin[4]arene cavitands

Catch it if you can! Redox-active resorcin[4]arene cavitands with quinone walls can be reversibly reduced to the hydroquinone form, influencing their host-guest complexation strength. Specifically, a top-covered triptycenequinone cavitand forms kineticall

BENZOFURAN-4,5-DIONES AS SELECTIVE PEPTIDE DEFORMYLASE INHIBITORS

The instant invention provides novel benzofuran-4,5-diones and pharmaceutical compositions thereof useful for inhibiting PDF and for treating proliferative and infectious diseases. Compounds may be selective for eukaryotic (e.g., human) PDF or prokaryotic PDF

Reductive-alkylation and aromatic coupling reactions of 1,4-benzoquinone derivatives promoted by ethylaluminum dichloride

Reactions of several substituted 1,4-benzoquinones with ethylaluminum dichloride in dichloromethane were studied. It was found that some quinones undergo a new radical aromatic coupling under these conditions, while others undergo a 1,6-reductive O-alkylation.

Characterization of chlorinated adducts of hemoglobin and albumin following administration of pentachlorophenol to rats

Five cysteinyl adducts (including one with multiple isomeric forms) of hemoglobin (Hb) and albumin (Alb) have been characterized in the blood of Sprague-Dawley rats following administration of pentachlorophenol (PCP). Three of these adducts were formed by multiple substitution reactions of tetrachloro-1,4-benzoquinone (Cl4-1,4-BQ) and its products, and two arose from reactions of tetrachloro-1,4-benzosemiquinone (Cl4-1,4-SQ) and tetrachloro-1,2-benzosemiquinone (Cl4-1,2-SQ). Adducts of tetrachloro-1,2- benzoquinone (Cl4-1,2-BQ) were not observed. Regarding adducts of Cl4-1,4- BQ and its products, specific structures were assigned to monosubstituted, disubstituted, and trisubstituted adducts of Hb and Alb following modification of rat blood with Cl4-1,4-BQ (0-45 μM) in vitro and after metabolism of PCP (0-40 mg/kg body weight) in Sprague-Dawley rats, in vivo. The formation of all adducts was linear over the ranges tested, with Alb adducts being more abundant than Hb adducts. The levels of the adducts measured were in the following order: monosubstituted > disubstituted > trisubstituted. The observation that Cl4-1,4-BQ can produce multisubstituted adducts with proteins suggests that protein-protein cross links may be formed, with inherent toxicological implications. Regarding adducts of the semiquinones (detected only in vivo), linear production of Hb and Alb adducts was observed with increasing dosage of PCP for adducts of both Cl41,4-SQ and Cl4-1,2-SQ. Higher levels of the semiquinone adducts were observed in Hb than in Alb, in contrast to the results with the quinone adducts. In a separate in vivo experiment (20 mg PCP/kg body weight), where animals were sacrificed at intervals up to 336 h postadministration, adducts were eliminated at rates which were comparable among the different adducts of a given protein.

ELECTROCHEMICAL BEHAVIOUR OF SUBSTITUTED HYDROQUINONES

The oxidation potentials of thirteen hydroquinones substituted by chlorine, pyrazol-1-yl and 3,5-dimethylpyrazol-1-yl groups were experimentally determined by cyclic voltammetry.The estimated half-wave potentials E1/2 have been discussed taking into account the inductive and conjugative substituent effects.Key words: Cyclic voltammetry, Hydroquinones, Redox, Pyrazoles