175883-84-8

Usage

General Description

1,2-Benzenedicarbonitrile, 4,5-bis(3,3-dimethyl-1-butynyl)- is a chemical compound consisting of a benzene ring with two cyano (CN) groups attached at positions 1 and 2, and two 3,3-dimethyl-1-butynyl groups attached at positions 4 and 5. It is commonly used in organic synthesis and is known for its distinct properties, including its high reactivity and potential applications in materials science and pharmaceutical research. The compound is used as a building block in the synthesis of various organic compounds, and its unique structure makes it a valuable tool for creating new and innovative chemical structures for a wide range of applications.

Upstream product

• 917-92-0 3,3-Dimethylbut-1-yne 
• 175883-98-4 4,5-diiodobenzene-1,2-dicarbonitrile 
• 175883-97-3 4,5-diiodophthaldiamide 
• 68218-30-4 4,5-diiodophthalimide 
• 136918-14-4 phthalimide 

Relevant academic research and scientific papers

Synthesis of 2,3,9,10,16,17,23,24-octaalkynylphthalocyanines and the effects of concentration and temperature on their 1H NMR spectra

The syntheses of 3,4- and 4,5-diiodophthalonitriles are described. Coupling of the latter compound with Pd(PPh3)2Cl2 and 1-octyne, 1-heptyne, 1-hexyne, 1-pentyne, and 3,3-dimethyl-1-butyne gave a series of 4,5-dialkynylphthalonitriles. Hydrogenation of 4,5-bis(1-pentynyl)phthalonitrile and 4,5-bis(3,3-dimethyl-1-butynyl)phthalonitrile gave 4,5-dipentylphthalonitrile and 4,5-bis(3,3-dimethylbutyl)phthalonitriles. Condensation of the dialkynylphthalonitriles with lithium 1-pentoxide in 1-pentanol gave 2,3,9,10,16,17,23,24-octaalkynylphthalocyanines, while intervention of the intermediate dilithium phthalocyanines with zinc acetate gave the related zinc(II) phthalocyanines. 1H NMR spectroscopy of these octaalkynylphthalocyanines exhibited large chemical shifts (1-2 ppm) of the internal and aromatic protons at concentrations ranging from 10-2 to 10-5 M and at temperatures from 27 to 147°C. The effects of aggregation phenomena are discussed. The importance of reporting concentration and temperature values for NMR spectra of phthalocyanines is stressed.