139565-93-8

Usage

Uses

1. Used in Chemical Synthesis:
1H-Pyrrole, 1-ethynylis used as a reagent for the improved synthesis of N-ethynylpyrrole, which is an important intermediate in the production of various organic compounds. Its ethynyl group allows for further functionalization and the creation of a wide range of derivatives with diverse applications.
2. Used in Pharmaceutical Industry:
1H-Pyrrole, 1-ethynylis used as a key building block for the synthesis of annulated selenazole compounds. These compounds have potential applications in the development of new drugs, particularly in the area of medicinal chemistry. The unique properties of the selenazole ring, combined with the ethynylpyrrole structure, can lead to the discovery of novel therapeutic agents.
3. Used in Material Science:
1H-Pyrrole, 1-ethynylis used in the preparation of tricyclic compounds through alkyne coupling reactions. These tricyclic compounds can be utilized in the development of advanced materials with specific properties, such as improved stability, reactivity, or selectivity. This application is particularly relevant in the fields of polymer science and materials engineering.

Upstream product

• 139565-92-7 N-(α,β-dichlorovinyl)pyrrole 
• 109-97-7 pyrrole 
• 540-59-0 1,2-Dichloroethylene 
• 13401-81-5 1-vinyl-1H-pyrrole 

Downstream Products

• 139565-85-8 5-Pyrrol-1-yl-penta-2,4-diyn-1-ol 

Relevant academic research and scientific papers

Metallation and functionalization of N-vinylpyrrole

Metallation of N-vinylpyrrole under presumed kinetic conditions, using n-butyllithium in THF/hexane mixtures, n-butyllithium/N,N,N',N'-tetramethylethanediamine in hexane, or n-butyllithium/potassium tert-butoxide (1:1 molar ratio) in THF/hexane mixtures g

An improved procedure for N-ethynylpyrrole

N-Ethynylpyrrole can be obtained in good overall yields by reacting pyrrole with potassium tert-butoxide and trichloroethene in tetrahydrofuran, and subsequently dechlorinating the adduct with methyllithium or n-butyllithium in diethyl ether.

Synthesis, vapor growth, polymerization, and characterization of thin films of novel diacetylene derivatives of pyrrole. The use of computer modeling to predict chemical and optical properties of these diacetylenes and poly(diacetylenes)

In the present work two diacetylene derivatives of pyrrole (compounds 1 and 2), which are predicted by semiempirical AMI calculations to have very different properties, are synthesized; the polymerizability of these diacetylenes in the solid state is determined; and the results are compared to the computer predictions. Diacetylene 1 is novel in that the monomer is a liquid at room temperature; this may allow for the possibility of polymerization in the liquid state as well as the solid state. Thin poly(diacetylene) films are obtained from compound 1 by growing films of the monomer using vapor deposition and polymerizing with UV light; these films are then characterized. Interestingly, while the poly(diacetylene) from 1 does not possess good nonlinear optical properties, the monomer exhibits very good third-order nonlinear optical effects (e.g., phase conjugation) in solution. Dilute acetone solutions of the monomer 1 give intensity-dependent refractive indices (η2) on the order of 10-6 esu (x(3) values on the order of 10-7 esu); these are 106 times better than for CS2.