1196-79-8 Usage
Description
2,5-Dimethylindole is a carbazole-system derived indole compound, known for its significant role in the manufacturing of perfumes and as a valuable chemical intermediate. It is characterized by its off-white to pale pink or light brown solid appearance and is commonly utilized in various chemical reactions due to its unique properties.
Uses
Used in Pharmaceutical Industry:
2,5-Dimethylindole is used as a reactant for the stereoselective synthesis of indolines via palladium-catalyzed asymmetric hydrogenation of unprotected indoles. This application is crucial in the development of new pharmaceutical compounds with specific stereochemistry, which can lead to improved drug efficacy and reduced side effects.
Used in Chemical Synthesis:
2,5-Dimethylindole is used as a reactant in the stereoselective preparation of substituted indoles through rhodium-catalyzed enantioselective coupling reactions with diazo compounds. This process is essential in creating novel indole-based molecules with potential applications in various industries, including pharmaceuticals, agrochemicals, and materials science.
Used in Material Science:
2,5-Dimethylindole is employed as a reactant in the enantioselective synthesis of fluorene derivatives via Friedel-Crafts reactions. These fluorene-based compounds find applications in the development of advanced materials, such as organic light-emitting diodes (OLEDs) and other optoelectronic devices.
Used in Organic Chemistry:
2,5-Dimethylindole is used as a reactant in the preparation of bis-indolyldihydroxybenzoquinones by the addition of indoles to dichlorobenzoquinone, promoted by a Bronsted acid. This reaction is significant in the synthesis of complex organic molecules with potential applications in various fields, including pharmaceuticals, agrochemicals, and natural products.
Used in Research and Development:
2,5-Dimethylindole is utilized in reactions with hydroxypyrazolines, which can lead to the formation of novel compounds with potential applications in various industries. This reaction is particularly useful in research and development settings, where new compounds are constantly being explored for their potential uses and properties.
Sources
https://www.sigmaaldrich.com/catalog/product/aldrich/d166006?lang=en®ion=US
https://books.google.com/books?isbn=0470188073
Check Digit Verification of cas no
The CAS Registry Mumber 1196-79-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,9 and 6 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 1196-79:
(6*1)+(5*1)+(4*9)+(3*6)+(2*7)+(1*9)=88
88 % 10 = 8
So 1196-79-8 is a valid CAS Registry Number.
InChI:InChI=1/C10H11N/c1-7-3-4-10-9(5-7)6-8(2)11-10/h3-6,11H,1-2H3
1196-79-8Relevant articles and documents
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Hegedus et al.
, p. 2674 (1976)
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Decarboxylation of indole-3-carboxylic acids under metal-free conditions
Chen, Xia,Zhou, Xiao-Yu
supporting information, p. 805 - 812 (2020/02/20)
Two reaction systems have been developed for the decarboxylation of indole-3-carboxylic acids. The decarboxylation can be achieved smoothly under K2CO3-catalyzed or acetonitrile-promoted basic conditions. It provided an efficient and simple method for the transformation of indole-3-carboxylic acids and the corresponding indoles were isolated with good to excellent yields. From the experimental facts, we put forward the possible reaction mechanism.
Method for preparing indole and derivatives thereof
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, (2017/08/24)
The invention discloses a method for preparing indole and derivatives of indole. The method for preparing indole and the derivatives of indole is characterized by comprising the following two steps that (1) a catalyst, a ligand and alkali are added in a reaction tube, under the protection of nitrogen, beta-hydroxy ketone or ester is reacted with a mixed solution of o-nitro aryl halides for 3 to 8h in an oil bath pan at the temperature of 90 to 120 DEG C, and then cooled to room temperature after reaction, and extracted, washed, dried and subjected to chromatography to obtain a product of o-nitro alpha-aryl ketone or ester; (2) o-nitro alpha-aryl ketone or ester obtained in the step (1), a reducing agent system and a solvent are added to the reaction tube, and reacted for 3 to 8h at the temperature of 60 to 100 DEG C, and then extracted, washed, dried and subjected to chromatography after being reacted to obtain a target product of indole and the derivatives of indole. Reaction raw materials, the catalyst, the ligand, the alkali and the solvent used in the invention are all industrial commodities, and simple and readily available, wide in sources, cheap in price, and further very stable in performances, and with no need for special storage conditions; in addition, the method for preparing indole and the derivatives of indole disclosed by the invention has the characteristics of low cost, high yield, simple process, less pollution and the like.
