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2,5-bis-(dimethylaminomethyl)pyrrole is a versatile pyrrole derivative with the molecular formula C12H24N2. It features two dimethylaminomethyl groups attached to the 2 and 5 carbon positions of the pyrrole ring, endowing it with unique chemical and physical properties. 2,5-bis-(dimethylaminomethyl)pyrrole is known for its ability to form stable coordination complexes with various metal ions, making it a valuable ligand in coordination chemistry and metal-organic frameworks. Its potential applications extend to catalysis, organic synthesis, materials science, optoelectronics, and sensing, due to its intriguing redox and fluorescence properties.

89999-76-8

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89999-76-8 Usage

Uses

Used in Coordination Chemistry and Metal-Organic Frameworks:
2,5-bis-(dimethylaminomethyl)pyrrole is used as a ligand for forming stable coordination complexes with various metal ions, which is crucial in the development of metal-organic frameworks with tailored properties for specific applications.
Used in Catalysis:
In the field of catalysis, 2,5-bis-(dimethylaminomethyl)pyrrole is employed as a catalyst or a catalyst support, leveraging its ability to interact with metal ions to enhance the efficiency of chemical reactions.
Used in Organic Synthesis:
2,5-bis-(dimethylaminomethyl)pyrrole is utilized as a building block or reagent in organic synthesis, contributing to the creation of complex organic molecules and pharmaceuticals.
Used in Materials Science:
2,5-bis-(dimethylaminomethyl)pyrrole is used as a component in the development of new materials with specific properties, such as conductivity, stability, or optical characteristics, due to its structural and electronic features.
Used in Optoelectronics:
Due to its fluorescence properties, 2,5-bis-(dimethylaminomethyl)pyrrole is used in optoelectronic applications, such as in the development of light-emitting diodes (LEDs), solar cells, or other light-sensitive devices.
Used in Sensing Applications:
2,5-bis-(dimethylaminomethyl)pyrrole's redox properties make 2,5-bis-(dimethylaminomethyl)pyrrole a promising candidate for use in sensing applications, where it can be employed to detect or measure various chemical or physical parameters.

Check Digit Verification of cas no

The CAS Registry Mumber 89999-76-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,9,9,9 and 9 respectively; the second part has 2 digits, 7 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 89999-76:
(7*8)+(6*9)+(5*9)+(4*9)+(3*9)+(2*7)+(1*6)=238
238 % 10 = 8
So 89999-76-8 is a valid CAS Registry Number.

89999-76-8Relevant articles and documents

Mannich Reactions of Nucleophilic Aromatic Compounds involving Aminals and α-Amino Ethers activated by Chlorosilane Derivatives; Catalysis by Chlorotrimethylsilane

Heaney, Harry,Papageorgiou, George,Wilkins, Robert F.

, p. 1161 - 1163 (1988)

Aminals and α-amino ethers afford N,N-dialkylmethyleneammonium salts by reaction with dichloro(dimethyl)- and trichloro(methyl)-silanes, but whereas chlorotrimethylsilane interacts with α-amino ethers to yield iminium salts, the reaction of the latter silane with aminals does not; in situ Mannich reactions may be carried out using these systems, and in the case of the reactions using chlorotrimethylsilane and aminals the reactions can be catalytic with respect to the silane.

Directed Aminomethylation of Pyrrole, Indole, and Carbazole with N,N,N′,N′-Tetramethylmethanediamine

Akhmetova,Bikbulatova,Akhmadiev,Yanybin,Boiko,Kunakova,Ibragimov

, p. 701 - 706 (2018/07/06)

Catalytic aminomethylation of pyrrole and indole with N,N,N′,N′-tetramethylmethanediamine in the presence of 5 mol % of ZrOCl2·8H2O proceeds selectively at the positions 2, 5 of pyrrole and 1, 3 of indole. Carbazole under the same conditions affords 3-formyl-9-aminomethyl derivative. The reaction in the presence of 5 mol % of K2CO3 occurs as monoaminomethylation: for pyrrole at the position 2, for indole at the position 3, and for carbazole at the nitrogen atom of the substrate. Water-soluble 1,1′-(1H-pyrrole-2,5-diyl)bis(N,N-dimethylmethanamine) exhibits a fungistatic activity with respect to phytopathogenic fungi Rhizoctonia solani.

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