86938-64-9

Basic information

• Product Name: 4,5-dibromobenzene-1,2-dicarbonitrile
• Synonyms: 4,5-dibromobenzene-1,2-dicarbonitrile;4,5-Dibromophthalonitrile
• CAS NO: 86938-64-9
• Molecular Formula: C₈H₂Br₂N₂
• Molecular Weight: 285.92288
• Mol File: 86938-64-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 349.2±42.0 °C(Predicted)
• Appearance: /
• Density: 2.09±0.1 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4,5-dibromobenzene-1,2-dicarbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-dibromobenzene-1,2-dicarbonitrile(86938-64-9)
• EPA Substance Registry System: 4,5-dibromobenzene-1,2-dicarbonitrile(86938-64-9)

Safety Data

• Hazardous Substances Data: 86938-64-9(Hazardous Substances Data)

Usage

General Description

4,5-dibromobenzene-1,2-dicarbonitrile is a chemical compound that consists of a benzene ring with two bromine atoms attached at the 4th and 5th positions, and two carbonitrile groups attached at the 1st and 2nd positions. It is commonly used as a building block in the synthesis of various organic compounds, such as pharmaceuticals and agrochemicals. This chemical is known for its high reactivity and is used in various chemical reactions, such as the formation of carbon-carbon bonds and the creation of complex molecular structures. It is important to handle 4,5-dibromobenzene-1,2-dicarbonitrile with care, as it can be hazardous to health and the environment if not used properly.

Upstream product

• 91-15-6 phthalonitrile 
• 529502-50-9 1,2-dibromo-4,5-diiodobenzene 
• 557-21-1 zinc(II) cyanide 

Downstream Products

• 304019-13-4 1,2-di(2-thienyl)-4,5-dicyanobenzene 
• 532435-82-8 5,6-dibromo-1,3-diiminoisoindoline 
• 247045-08-5 4,5-bis(tert-butyldimethylsilylethynyl)phthalonitrile 

Relevant articles and documents

Novel octabromo-substituted lanthanide(III) phthalocyanines – Prospective compounds for nonlinear optics

Novel octabromo-substituted lanthanide(III) phthalocyanines were obtained via template method starting from corresponding 4,5-dibromophthalonitrile and identified by high-resolution mass-spectrometry, 1H nuclear magnetic resonanse and infra red spectroscopy. To achieve an initial 4,5-dibromophthalonitrile the reaction conditions of Pd(0) catalyzed cyanation were optimized. The peripheral bromine atoms impact on the optical properties of phthalocyanine complexes. The bathochromic shift of the main absorption band (Q band) was observed going from unsubstituted to octachloro- and then to octabromo-substituted phthalocyanines. All complexes demonstrated nonlinear optical responses in the DMF solution. Increasing the intensity of laser radiation leads to a nonlinear decrease in transmittance and further restoration of optical properties when switching back to linear mode. Nonlinear optical responses depend on the central ion nature. Europium phthalocyanine showed the enhanced nonlinear absorption coefficient compared to lutetium and terbium complexes. This was caused by an enhanced population of excited state and faster excitement for complexes with large central ions. The impact of peripheral bromine groups into nonlinear optical properties was determined through the comparison with unsubstituted analogues.

Vibrational spectra of halophthalonitriles

The fundamental vibrational modes of a series of six halophthalonitriles have been studied using Raman and infrared spectroscopy. The vibrational assignment of experimental wave numbers obtained from solid samples was aided using quantum chemical computations. Semi-empirical methods and the local SVWN functional were used to obtain vibrational wave numbers and atomic displacement representations of the fundamental molecular vibrations. The study of a series of molecules with similar structure permits the identification of characteristic wave numbers and the effect of the halosubstitution in the molecular structure.