6944-57-6

Usage

General Description

2-aminobenzonitrile, also known as o-aminobenzonitrile, is an organic compound with the chemical formula C7H6N2. It is a colorless to yellow crystalline solid, and is commonly used as a building block in the synthesis of various pharmaceuticals and agrochemicals. The compound is a key intermediate in the production of dyes, pigments, and optoelectronic materials, and has applications in the manufacturing of specialty chemicals. It is also used in the pharmaceutical industry as a precursor to various drugs and as a reagent in organic synthesis. 2-aminobenzonitrile can be hazardous if ingested, inhaled, or absorbed through the skin, and precautions should be taken when handling and storing 2-aminobenzonitrile.

Upstream product

• 1885-29-6 anthranilic acid nitrile 

Downstream Products

• 42066-86-4 2-isocyanatobenzonitrile 
• 1375149-42-0 N,N'-(1,4-phenylene)bis(2-(2-(2-cyanophenyl)hydrazono)-3-oxo-3-phenylpropanamide) 
• 124420-82-2 1-(2-Cyano-phenyl)-3-pyridin-4-yl-urea 
• 104615-05-6 2-(2-fluorophenyl)<1,2,4>triazolo<1,5-c>quinazolin-5(6H)-one 

Relevant academic research and scientific papers

Deoxygenation of Nitrous Oxide and Nitro Compounds Using Bis(N-Heterocyclic Silylene)Amido Iron Complexes as Catalysts

Herein, we report the efficient degradation of N2O with a well-defined bis(silylene)amido iron complex as catalyst. The deoxygenation of N2O using the iron silanone complex 4 as a catalyst and pinacolborane (HBpin) as a sacrificial reagent proceeds smoothly at 50 °C to form N2, H2, and (pinB)2O. Mechanistic studies suggest that the iron–silicon cooperativity is the key to this catalytic transformation, which involves N2O activation, H atom transfer, H2 release and oxygenation of the boron sites. This approach has been further developed to enable catalytic reductions of nitro compounds, producing amino-boranes with good functional-group tolerance and excellent chemoselectivity.

Steric hindrance as a key factor on proton transfer in the σ-adduct forming reactions of o-substituted anilines with 1,3,5-trinitrobenzene in dimethylsulfoxide

Kinetic and equilibrium studies are reported of the reactions of 1,3,5-trinitrobenzene (TNB) with a series of o-substituted anilines in dimethyl sulfoxide (DMSO) in the presence of 1,4-diazabicyclo[2.2.2.]octane (DABCO). The pKa values in DMSO for the aniline derivatives were measured using the proton-transfer equilibrium with 2,4-dinitrophenol. Kinetic studies are compatible with a two-step process involving initial nucleophilic attack on TNB by amine to give a zwitterionic intermediate which may transfer an acidic proton to DABCO to yield the anionic product. The results indicate steric hindrance to proton transfer in reactions involving 2,6-disubstituted anilines.