16523-31-2

Basic information

• Product Name: 4,6-Diaminoresorcinol dihydrochloride
• Synonyms: 4,6-DIAMINO-BENZENE-1,3-DIOL 2HCL SALT;4,6-DIAMINORESORCINOL DIHYDROCHLORIDE;4,6-DIAMINORESORCINOL HCL;4,6-DIAMINO RESORCINOL HYDROCHLORIDE;4,6-DIHYDROXY-1,3-PHENYLENEDIAMINE DIHYDROCHLORIDE;4,6-Diamino-1,3-Benzenediol HCl;4,6-diamino-1,3-benzenediol hydrochloride;DIHYDROXY-3-PHENYLENEDIAMINEDIHYDROCHLORIDE
• CAS NO: 16523-31-2
• Molecular Formula: C₆H₈N₂O₂*2ClH
• Molecular Weight: 213.06
• Product Categories: Aromatic Phenols;Benzene derivates;API intermediates;Fluorenes, etc. (reagent for high-performance polymer research);Functional Materials;Reagent for High-Performance Polymer Research;Organic Building Blocks;Oxygen Compounds;Polyols
• Mol File: 16523-31-2.mol

Chemical Properties

• Melting Point: 254 °C (dec.)(lit.)
• Boiling Point: 430.1 °C at 760 mmHg
• Flash Point: 213.9 °C
• Appearance: Gray-brown/Crystalline Solid
• Vapor Pressure: 5.29E-08mmHg at 25°C
• Storage Temp.: 2-8°C
• Water Solubility: almost transparency
• CAS DataBase Reference: 4,6-Diaminoresorcinol dihydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 4,6-Diaminoresorcinol dihydrochloride(16523-31-2)
• EPA Substance Registry System: 4,6-Diaminoresorcinol dihydrochloride(16523-31-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-24/25
• WGK Germany: 3
• Hazardous Substances Data: 16523-31-2(Hazardous Substances Data)

Usage

Uses

Used in Polymer Synthesis:
4,6-Diaminoresorcinol dihydrochloride is used as a precursor for the synthesis of high-performance polymers due to its ability to form strong covalent bonds with other molecules, resulting in polymers with enhanced thermal stability, mechanical properties, and chemical resistance.
Used in Aerospace Industry:
In the aerospace industry, 4,6-Diaminoresorcinol dihydrochloride is used as a precursor for the production of polymers that are utilized in the manufacturing of aircraft components, such as heat shields, engine parts, and structural elements. These polymers provide excellent resistance to high temperatures and harsh environmental conditions, ensuring the safety and durability of the aircraft.
Used in Electronics Industry:
4,6-Diaminoresorcinol dihydrochloride is used as a precursor for the synthesis of polymers in the electronics industry, where they are employed in the production of high-temperature resistant materials for electronic devices, such as circuit boards, semiconductors, and insulators. These polymers offer excellent electrical insulation properties and thermal stability, making them ideal for use in electronic applications.
Used in Automotive Industry:
In the automotive industry, 4,6-Diaminoresorcinol dihydrochloride is used as a precursor for the synthesis of polymers that are utilized in the manufacturing of engine components, exhaust systems, and other high-temperature parts. These polymers provide excellent heat resistance and mechanical strength, ensuring the reliability and longevity of automotive components.
Used in Industrial Applications:
4,6-Diaminoresorcinol dihydrochloride is used as a precursor for the synthesis of polymers in various industrial applications, such as in the production of heat-resistant materials for industrial equipment, chemical processing plants, and manufacturing facilities. These polymers offer excellent resistance to high temperatures, chemicals, and mechanical stress, making them ideal for use in demanding industrial environments.

InChI:InChI=1/C6H8N2O2.2ClH/c7-3-1-4(8)6(10)2-5(3)9;;/h1-2,9-10H,7-8H2;2*1H

Upstream product

• 13066-96-1 2,4-diaminoresorcinol 
• 412914-87-5 2-chloro-4,6-diaminoresorcinol 
• 108-46-3 recorcinol 
• 125482-22-6 2,4-dihydroxy-5-acetylacetophenone dioxime 
• 2161-85-5 1-(5-acetyl-2,4-dihydroxyphenyl)-1-ethanone 
• 7440-05-3 palladium 
• 15236-63-2 4,6-bis(phenylazo)resorcinol 
• 167859-86-1 5-methoxy-2,4-diaminophenol 
• 51652-35-8 5-methoxy-2,4-dinitrophenol 
• 71-23-8 propan-1-ol 
• 116920-31-1 1,3-dihydroxy-2-chloro-4,6-dinitrobenzene 
• 616-74-0 4,6-dinitroresorcinol 
• 97-00-7 1-chloro-2,4-dinitro-benzene 

Downstream Products

• 77316-48-4 2,6-bis-(4-nitro-phenyl)-benzo[1,2-d;5,4-d']bisoxazole 
• 132668-27-0 2-(4-Butyl-cyclohexyl)-6-propyl-benzo[1,2-d;5,4-d']bisoxazole 
• 132668-25-8 2-(4-Hexyl-phenyl)-6-pentyl-benzo[1,2-d;5,4-d']bisoxazole 
• 132668-29-2 2,6-Bis-(4-butyl-cyclohexyl)-benzo[1,2-d;5,4-d']bisoxazole 
• 132929-83-0 2,6-Bis-(4-hexyl-phenyl)-benzo[1,2-d;5,4-d']bisoxazole 
• 132668-28-1 2-(4-Butyl-cyclohexyl)-6-hexyl-benzo[1,2-d;5,4-d']bisoxazole 
• 132668-26-9 2-Hexyl-6-(4-hexyl-phenyl)-benzo[1,2-d;5,4-d']bisoxazole 
• 132668-24-7 2-(4-Hexyl-phenyl)-benzo[1,2-d;5,4-d']bisoxazole 
• 17200-77-0 4,4'-benzo[1,2-d;5,4-d']bisoxazole-2,6-diyl-bis-aniline 
• 17238-79-8 3,3'-benzo[1,2-d;5,4-d']bisoxazole-2,6-diyl-bis-aniline 
• 27328-18-3 4,4'-(4,4'-benzo[1,2-d;4,5-d']bisoxazole-2,6-diyl-diphenoxy)-bis-aniline 
• 74332-01-7 2-acetylamino-5-hydroxy-[1,4]benzoquinone 
• 860757-86-4 4,6-bis-(4-nitro-benzoylamino)-resorcinol 
• 119014-47-0 2-amino-5-hydroxy-[1,4]benzoquinone-4-imine 

Relevant articles and documents

Method for preparing 4,6-diamino resorcinol hydrochloride by resorcinol one-pot method

The invention discloses a method for preparing 4,6-diamino resorcinol hydrochloride by a resorcinol one-pot method. The method comprises the following steps of (1) uniformly mixing and dissolving methanesulfonic acid, an acylation reagent and resorcinol a

Benzo [1,2-d:5,4-d '] b (oxazole) - 2,6-di-thiol and its preparation method

The invention discloses benzo [1, 2-d: 5, 4-d']-di-(oxazole)-2, 6-dithiol and a preparation method thereof. The preparation method comprises the steps as follows: resorcinol is taken as a raw material, zinc chloride is taken as a catalyst, resorcinol and zinc chloride react with acetic oxide to obtain 4, 6-diacetylresorcinol; 4, 6-diacetylresorcinol reacts with hydroxylamine hydrochloride in sodium hydroxide to obtain 4, 6-di-[(1Z)-N-hydroxyethyliminumacyl]benzene-1, 3-diphenol; 4, 6-di-[(1Z)-N-hydroxyethyliminumacyl]benzene-1, 3-diphenol is taken as a raw material and subjected to Beckmann rearrangement reaction in a polyphosphoric acid system to obtain DAR*HCl; and DAR*HCl is taken as a raw material and reacts with carbon disulfide in a potassium hydroxide solution to obtain a target compound. According to the invention, sulfydryl is introduced at 2 and 6 sites simultaneously, the product is prepared through multiple steps of reaction, the method is simple, convenient and easy to operate, the melting point of the product is higher than 300 DEG C, and the yield is high.

Preparation method of 4,6-diamidoresorcinol or salts thereof

The invention discloses a preparation method of 4,6-diamidoresorcinol or salts thereof, which comprises the following steps: carrying out nitro reduction on 2-chloro-4,6-dinitroresorcinol in an alcohol-water medium by using a palladium-carbon catalyst, an

One-pot synthesis preparation 4,6-diaminoresorcinol method of hydrochloride

The invention discloses a method for preparing 4,6-diaminoresorcinol dihydrochloride through one-pot synthesis. The method mainly comprises the steps of: by taking Bronsted acid such as polyphosphoric acid, concentrated sulfuric acid or methanesulfonic acid as the catalyst and the solvent, realizing oximation, Beckmann rearrangement, hydrolysis and hydrocchlorination of 4,6-diacetylresorcinol, and thus obtaining the 4,6-diaminoresorcinol dihydrochloride (DAR.2HCl), wherein the mol ratio of hydroxylamine hydrochloride, the Bronsted acid catalyst and the 4,6-diacetylresorcinol is (2.0-2.5)/(1-10)/1, and the reaction temperature ranges from 65 to 125 DEG C. The method provided by the invention is simple in process steps and efficient in preparation; therefore, the industrialization of the 4,6-diaminoresorcinol dihydrochloride is greatly promoted.

PROCESS FOR STRAIGHTENING KERATIN FIBRES WITH A HEATING MEANS AND DENATURING AGENTS

The invention relates to a process for straightening keratin fibres, comprising: (i) a step in which a straightening composition containing at least two denaturing agents is applied to the keratin fibres, (ii) a step in which the temperature of the keratin fibres is raised, using a heating means, to a temperature of between 110 and 250° C.

An efficient synthesis of 2,6-disubstituted benzobisoxazoles: New building blocks for organic semiconductors

(Chemical Equation Presented) 2,6-Disubstituted benzobisoxazoles have been synthesized by a highly efficient reaction of diaminobenzene diols with various orthoesters. The scope of this new reaction for the synthesis of substituted benzobisoxazoles has been investigated using four different orthoesters. The utility of these compounds as building blocks for the synthesis of conjugated polymers is demonstrated.

Production method of 4,6-diaminoresorcin

The present invention relates to a novel production method of 4,6-diaminoresorcin, and to 2-sulfonic acid-4,6-dinitroresorcin as its intermediate and salts thereof. The target compound is obtained by (R1) sulfonating resorcin (A) to obtain resorcin 2,4,6-trisulfonate (B), (R2) nitrating the compound (B) to obtain 2-sulfonic acid-4,6-dinitroresorcin (C), (R3) hydrolyzing the compound (C) to obtain 4,6-dinitroresorcin (D), and finally (R4) reducing the compound (D) to obtain 4,6-diaminoresorcin (E):

Process for preparation of 4,6-diaminoresorcinol or salts thereof

The invention relates to a process for preparation of 4,6-diaminoresorcinol or salts thereof by reducing 4,6-bis(substituted)phenylazoresorcinol expressed by the formula [1]wherein, R denotes a halogen atom, an alkyl group having 1-5 carbon atoms, a hydroxycarbonyl group or an alkoxy group having 1-5 carbon atoms, n denotes 0 or any integer of 1-5, and two or more groups R may be same or different each other,for example, 4,6-bisphenylazoresorcinol, with hydrogen in the presence of a metal catalyst to obtain 4,6-diaminoresorcinol or salts thereof, characterized in that an aliphatic nitrile compound (for example, acetonitrile) is used as a solvent, or characterized in that the reduction is carried out by using at least one organic solvent selected from aliphatic nitrile compounds, aliphatic alcohols having 3-5 carbon atoms, dioxane and ethylene glycol monomethyl ether, etc. as a solvent and furthermore in the presence of a filter aid (for example, active carbon). According to the said preparation process, 4,6-diaminoresorcinol with high purity can be easily obtained from 4,6-bis(substituted)phenylazoresorcinol in a high yield.

Process for producing 4,6-diaminoresorcinols

A process for producing 4,6-diaminoresorcinols comprises the steps of: subjecting a dioxime of the formula (4) STR1 wherein R is an alkyl or phenyl group, to Beckmann rearrangement to thereby produce 4,6-diacylaminoresorcinol of the formula (5) STR2 wherein R is as defined above, and subjecting the 4,6-diacylaminoresorcinol to hydrolysis and recovering the product 4,6-diaminoresorcinol (6) STR3 or a salt thereof.