5,6-Dihydroxyindole_ CAS:3131-52-0_DHI
5,6-Dihydroxyindole_ CAS:3131-52-0_DHI
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  • 5,6-dihydroxyindole (DHI) Available In Tons
5,6-Dihydroxyindole
Identification
Name
5,6-Dihydroxyindole
Synonyms

INDOLE-5,6-DIOL

DOPAMINE LUTINE

5,6-DIHYDROXYINDOLE

DIHYDROXYINDOLE

5,6-Dihydroxy-1H-indole

1H-indole-5,6-diol

5,6-DIYDROXYINDOLE

5,6-Dihydroxy Indole


Molecular Structure
5,6-Dihydroxyindole_3131-52-0

Molecular Formula
C8H7NO2
Molecular Weight
149.15
CAS Registry Number
3131-52-0
EINECS
412-130-9
Properties
Melting point
140 °C
Boiling point

411.2±25.0 °C
density

1.510±0.06 g/cm3
pka

9.81±0.40

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Application advantages of 5,6-Dihydroxyindole

5,6-Dihydroxyindole (DHI) is an important intermediate of melanin, which was first found in a plant in nature. Pure 5,6-Dihydroxyindole is a colorless needle-like crystal with a melting point of 140°C. It is soluble in hot water but insoluble in petroleum ether; it is stable in the crystal state, but quickly oxidizes to similar melanin substance. Because it is less irritating to human skin, it is used to replace commonly used aniline compounds (with carcinogenic, teratogenic, allergic adverse effects) in some cosmetic products as black active ingredients, such as the hair dye of Japan Meiyuan. use it as the main active ingredient

one. It is also a good antioxidant, and can also be used as an intermediate in the synthesis of some amino acids, alkaloids, and tryptamine. In recent years, with the development of new varieties of fine chemicals, the uses of 5,6-Dihydroxyindole are also constantly emerging. Many units have carried out the research on the synthesis of this product and there is no report of mass supply yet, but it is worth noting that UIV CHEM has successfully broken through the mass production process, and we can provide gram-level to ton-level supply.


What are the uses of 5,6-dihydroxyindole (DHI)

5,6-dihydroxyindole has a good effect on the dyeing of keratin fibers, and can be compatible with isatin as a hair dye oxidation or complex dye. Because it is less irritating to human skin and much less toxic than aniline and phenolic substances, it has been used to replace aniline and phenolic compounds in some cleaning products. For example, Japan Meiyuan used it as early as the early 1990s. As one of the main color-forming active ingredients. OrealS.A. In addition to using 5,6-dihydroxyindole in the formulation of hair dye, it is also used in the formulation of suntanning agents in hair care and styling shampoos. In recent years, it has been found that it also has a bactericidal effect and can be used as an antiseptic and fungicide for wood storage. In the synthesis of fine chemicals, it can be used as an intermediate of amino acids, alkaloids, tryptamine, etc. With the development of new varieties of fine chemicals, the use of 5,6-dihydroxyindole in synthesis is constantly emerging. By introducing an alkyl group on the nitrogen, and then selectively esterifying the hydroxyl group to form 5-acetate, 6- -Acetate, 5.6-diacetate, 6-formate or addition of naphthalene to obtain new compounds. These compounds not only retain the original activity of 5,6-dihydroxyindole, but also reduce its toxicity to organisms. In addition, because there are two active hydroxyl groups adjacent to the benzene ring, it is also a good antioxidant.


Main Application

1. Dye for hair dye

2. Preservatives and fungicides required for wood storage

3. Intermediates in the synthesis of fine chemicals

4. Antioxidants


Best Hair Dye

As a permanent hair dye, 5,6-dihydroxyindole has the same hair dyeing mechanism as p-phenylenediamine and its derivatives. It acts on the hair keratin fiber, making the dyeing effect very obvious. It enters the hair medulla and dyes it. After washing, it is not easy to fade, and it will not be greatly affected by sunlight. 5,6-Dihydroxyindole can be used together with isatin as an oxidizing agent or an intermediate agent for the synthesis of hair dyes. Compared with aniline compounds and phenol substances, they are less irritating and less toxic to the human body, so they are the best choice to replace aniline compounds as intermediates for synthetic hair dyes.


FAQ

What is dihydroxyindole? Why can it be used to dye hair? What are the advantages?

Dihydroxyindole is the precursor of melanin, which is oxidized and polymerized into melanin in the air. The melanin transformed from dihydroxyindole is similar in structure to the melanin of human hair, with good affinity and natural color. Hair dyeing means that melanin is attached to the hair surface, and hair dyeing can also protect hair at the same time. In traditional hair dyes, dye intermediates such as p-phenylenediamine are mixed with acidic oxidants in an alkaline base material and enter the hair pith, where neutralization reactions and redox reactions occur, and the dye intermediates polymerize into macromolecules in the hair pith. During the polymerization process, small molecules fall off, that is, there is a phenomenon of polycondensation. The entire scalp is like a reaction kettle. When hair is dyed, four chemical reactions are going on on the scalp, and the hair will become thick and hard and easy to fall off.

Why is dihydroxyindole green and safe?

As a new raw material for hair dye, dihydroxyindole is green and safe. The molecular weight of dihydroxyindole is about twice that of p-phenylenediamine, the most commonly used dye intermediate. Relatively speaking, it is not as easy to enter the hair pit and scalp as p-phenylenediamine, and it is not easy to block hair follicles. There are two hydroxyl groups on its molecule and the disulfide bonds in the hair, which are adsorbed and fixed on the surface of the hair, and oxidized and polymerized into dimers and trimers in the air, which is not easy to fade and achieves the purpose of long-lasting hair dyeing. Therefore, its hair dyeing mechanism is: melanin is adsorbed on the surface of the hair to form a protective film. While dyeing hair, it can play the role of dustproof and sunscreen.

What's the trend in hair dye?

With the growth of my country's economic strength and the improvement of people's living standards, people pay more attention to health and safety, and the requirements for the quality of cosmetics are also constantly improving. This requires companies to provide more effective and safer products to meet people's various needs. The lack of new technology and new materials has become the bottleneck of enterprise progress. Powerful raw material

Who has this technology?

UIV CHEM has successfully broken through the mass production process of dihydroxyindole, and we can provide gram-level to ton-level supply.

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