621-22-7

Usage

Uses

Used in Hair Dye Industry:
1,3,5-trihydroxyamino-benzene is used as a color developer for hair dyes, contributing to the coloring process and enhancing the final appearance of dyed hair.
Used in Pharmaceutical Industry:
1,3,5-trihydroxyamino-benzene is used as an intermediate in the synthesis of various pharmaceuticals, playing a crucial role in the production of certain medications.
Used in Photography:
1,3,5-trihydroxyamino-benzene is used as a developer in photographic processes, aiding in the formation of images on photographic film or paper.
Used in Cosmetic Industry:
1,3,5-trihydroxyamino-benzene is used as an antioxidant in cosmetic products, providing anti-aging and skin rejuvenating effects due to its ability to counteract oxidative stress.

Upstream product

• 108-73-6 3,5-dihydroxyphenol 
• 30770-49-1 1,3,5-cyclohexanetrione 

Downstream Products

• 108-72-5 1,3,5-triaminobenzene 
• 99-35-4 1,3,5-trinitrobenzene 
• 787619-76-5 1,3,5-trinitrosobenzene 
• 78870-37-8 1,3,5-tris(N,O-diacetylhydroxyamino)benzene 
• 26243-62-9 N,N,N-triacetyl-1,3,5-triaminobenzene 
• 78870-35-6 1,3-diacetamido-5-(N,O-diacetylhydroxyamino)benzene 
• 78870-36-7 1,3-bis(N,O-diacetylhydroxyamino)-5-acetamidobenzene 
• 78870-34-5 1,3-diacetamido-5-(N-acetylhydroxyamino)benzene 
• 26150-46-9 cis,cis-1,3,5-triaminocyclohexane 
• 74421-58-2 cis,trans-1,3,5-triaminocyclohexane 

Relevant academic research and scientific papers

A facile two-step synthesis of 1,3,5-trinitrobenzene

Synthesis of 1,3,5-trinitrobenzene was achieved by converting phloroglucinol into its trioximes by reaction with aqueous hydroxylamine followed by oxidation of the trioxime product with 90% nitric acid.

Safe synthesis method of 1,3,5-triamino-2,4,6-trinitrobenzene

The invention provides a safe synthesis method of 1,3,5-triamino-2,4,6-trinitrobenzene, wherein the safe synthesis method comprises the steps: based on the isomerism characteristics of 1,3,5-cyclohexyltriketone imine and 1,3,5-triaminobenzene, taking 1,3,5-cyclohexyltriketone as a reaction raw material, and preparing N,N',N''-triacetyl-1,3,5-triaminobenzene through a trioximation reaction, an N-O bond cleavage-isomerism reaction and an N-acylation reaction; and taking N,N',N''-triacetyl-1,3,5-triaminobenzene as a raw material, and preparing TATB through a multi-stage one-pot tri-nitration reaction. The method has the significant characteristic of the multi-stage one-pot tri-nitration reaction, so that the amination step of an explosive multi-nitro-compound is avoided so as to substantially improve the safety, the used reactants or the used catalyst is the common product in the chemical industry, the use of a non-degradable organic solvent is avoided, the green and safe synthesis is achieved; and meanwhile, on the basis of the characteristics of a one-pot method, the operation process is simplified, operations such as separation, purification and collection of an intermediate product are avoided, and large-scale preparation of 1,3,5-triamino-2,4,6-trinitrobenzene is facilitated.

Synthetic method for 1,3,5-triaminobenzene

The invention provides a synthetic method for 1,3,5-triaminobenzene. The method comprises the following steps: with phloroglucinol as shown in a structural formula IV which is described in the specification as a reaction raw material, subjecting the phloroglucinol and hydroxylamine hydrochloride to an oxime-forming reaction under an alkaline condition, and carrying out filtering and drying treatment so as to obtain 1,3,5-cyclohexanetrione oxime as shown in a structural formula III which is described in the specification; and subjecting the 1,3,5-cyclohexanetrione oxime to a hydrogenation reaction, and carrying out purification treatment so as to obtain 1,3,5-triaminobenzene as shown in a structural formula II which is described in the specification. According to the invention, a starting raw material used in the method is the phloroglucinol which is cheap and easily-available; an intermediate namely the 1,3,5-cyclohexanetrione oxime is non-explosive and facilitates separation and purification; and compared with a conventional method, the method provided by the invention has low cost and safe process. The method for preparation of the 1,3,5-triaminobenzene provided by the inventionadopts a hydrazine hydrate solution as a reducing reagent, does not need using strong acid and strong alkali, or catalytic hydrogenation under a normal pressure, and has the advantages of simple process, safety, low cost and environment friendliness.

An unusual reduction route of 2,4,6-trinitrobenzoic acid under conditions of aqueous-phase hydrogenation over Pd/Sibunit catalyst

For the first time it was established that the catalytic hydrogenation of 2,4,6-trinitrobenzoic acid to 1,3,5-triaminobenzene can proceed via the formation of aromatic hydroxyamines and cyclohexane-1,3,5-trione trioxime. As a result of aqueous-phase hydrogenation of sodium salt of 2,4,6-trinitrobenzoic acid in the presence of 5%Pd/Sibunit catalyst at a temperature of 323 K and pressure of 0.5 MPa, a trioxime in high yield (about 70 %) was obtained. Due to high selectivity to cyclohexane-1,3,5-trione trioxime the catalytic hydrogenation of sodium salt of 2,4,6-trinitrobenzoic acid can be considered as a new method for its synthesis.