6201-65-6

Usage

Uses

Used in Pharmaceutical Industry:
2-Chlororesorcinol is used as a pharmaceutical intermediate for the synthesis and research of various pharmaceutical products. Its chemical properties make it a valuable compound in the development of new medications and therapies.
Used in Chemical Research:
In addition to its pharmaceutical applications, 2-Chlororesorcinol is also used in chemical research to study its properties and potential interactions with other compounds. This research can lead to a better understanding of its applications and the development of new uses for this versatile chemical.

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

Upstream product

• 36942-09-3 N,N-dichlorourea 
• 108-46-3 recorcinol 
• 17530-74-4 2,2-Dichloro-1,3-cyclohexanedione 
• 7647-01-0 hydrogenchloride 
• 7732-18-5 water 

Downstream Products

• 2513-50-0 2-(3-chloro-2,4-dihydroxybenzoyl)benzoic acid 
• 2320-96-9 4',5'-Dichlorofluorescein 
• 7051-15-2 2-chlororesorcinol dimethyl ether 
• 16606-61-4 2,4-dichlororesorcinol 
• 116920-31-1 1,3-dihydroxy-2-chloro-4,6-dinitrobenzene 
• 1452474-04-2 methyl (7-chloro-6-((2,4-dichlorobenzyl)oxy)-1-benzofuran-3-yl)acetate 
• 1452474-06-4 (7-chloro-6-((2,4-dichlorobenzyl)oxy)-1-benzofuran-3-yl)acetic acid 

Relevant academic research and scientific papers

Synthetic molecules for labeling histidine-rich proteins

The invention provides Zn-chelating compounds that are molecularly engineered to bind to a specific target sequence in a protein of interest. The Zn2+0 ion is far less toxic and promiscuous than nickel and therefore provides an attractive alternative to Ni-based labeling systems. Invention Zn-chelating compounds also do not require oxidizable thiols and therefore can be used in non-reducing environments such as the surface of living cells. In addition, the target sequence is genetically encodable and requires incorporation of only a few amino acids, unlike fusions to fluorescent proteins such as GFP.

Aqueous chlorination kinetics and mechanism of substituted dihydroxybenzenes

The initial chlorination kinetics of several substituted dihydroxybenzenes, including chlorinated resorcinol compounds, was studied over the pH range of 2-12 at 22 °C. For each of the resorcinol substrates, the apparent chlorination rates are a minimum in the pH range of 3-6 and a maximum at pH values between 8-11. A mechanism that involves the reaction of HOCl with ArX(OH)2, ArX(OH)O-, and ArX(O-)2, and an acid-catalyzed pathway at pH 2, ArX(OH)O-, and ArX(O-)2, and an acid-catalyzed pathway at pH 4 was proposed to explain this pH dependence. Over natural water pH conditions, the reactions of HOCl with the anion and dianion forms of resorcinol groups are the most important. Although the intrinsic reactivity of HOCl with resorcinol substrates decreases with the extent of chlorine substitution on aromatic ring, the apparent reactivity of HOCl increases for more chlorinated resorcinols. In the presence of excess HOCl, monochloro- and dichloro resorcinol intermediates, therefore, should not accumulate when resorcinol groups undergo chlorine substitution. Linear free energy relationships for the reactivity of HOCl with resorcinols and phenols were developed. The sequential chlorination kinetics of resorcinol up to trichlororesorcinol can now be modeled.

Synthesis of diaminoresorcinal from resorcinol

The invention relates to a novel process for preparing 4,6-diaminoresorcinol, a precursor to polybenzoxazole, from resorcinol according to the following scheme. STR1 Resorcinol (I) is reacted with a di-tert-alkylating reagent to form a 4,6,-di-tert-alkylresorcinol (II), which is then halogenated to form a 2-halo-4,6-di-tert-alkylresorcinol (III). The 2-halo-4,6-di-tert-alkylresorcinol is nitrated in one of two ways to form a 2-halo-4,6-dinitroresorcinol (IV), which is then hydrogenated to from the 4,6-diaminoresorcinol. The invention also relates to a novel chemical composition-2-halo-4,6-di-tert-alkylresorcinol (III )--and a process for preparing same.

Properties of chlorinated dihydroxybenzenes - components of pulp bleaching effluents

Gas chromatography and mass spectrometry data are given for the chlorodihydroxybenzenes which are components of wood pulp bleaching effluents and biologically-treated effluents, and are proposed intermediates in the chlorination of humic acids. The chlorohydroxybenzenes include the nine chlorocatechols, the six chlorohydroquinones and the seven known chlororesorcinols. The 22 chlorinated compounds were generally well separated on a phenyl methyl silicone column with the exception of three dichloro compounds. The chloro compounds with the same level of chlorine substitution were not able to be distinguished on the basis of their electron impact mass spectra.

Preparation of halogenated phenols

A method for the preparation of 2-halogenoresorcinols having the following formula I STR1 where X represents a halogen atom and R and R1 may be the same or different and represent a hydrogen atom or a free organic functional or functionally modified group or a hydrocarbon group, which may be substituted by one or more free organic functional or functionally modified groups and R and R1 jointly may also represent a free organic functional or functionally modified group or a hydrocarbon group which may be substituted by one or more free organic functional or functionally modified groups, and esters, ethers, or salts thereof. The method comprises sulfonating the corresponding resorcinols which do not contain a halogen in the 2-position and then halogenating the sulfonic acids thus obtained. The halogenated sulfonic acids thereby obtained are subsequently protodesulfonated by acid hydrolysis and, if desired, any functional groups which may be present can be modified.