2-Nitrophenylacetonitrile

Chemical Properties

Yellow Solid

Uses

2-Nitrophenylacetonitrile was used in synthesis of 2 or 2,4-substituted α-carbolines via a one-pot tandem reaction of α,β-unsaturated ketones. It was used in the synthesis of strychnine.

Synthesis Reference(s)

Synthesis, p. 514, 1987 DOI: 10.1055/s-1987-27989

General Description

Light brown solid.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Nitriles, such as 2-Nitrophenylacetonitrile, may polymerize in the presence of metals and some metal compounds. They are incompatible with acids; mixing nitriles with strong oxidizing acids can lead to extremely violent reactions. Nitriles are generally incompatible with other oxidizing agents such as peroxides and epoxides. The combination of bases and nitriles can produce hydrogen cyanide. Nitriles are hydrolyzed in both aqueous acid and base to give carboxylic acids (or salts of carboxylic acids). These reactions generate heat. Peroxides convert nitriles to amides. Nitriles can react vigorously with reducing agents. Acetonitrile and propionitrile are soluble in water, but nitriles higher than propionitrile have low aqueous solubility. They are also insoluble in aqueous acids.

Fire Hazard

Flash point data for 2-Nitrophenylacetonitrile are not available. 2-Nitrophenylacetonitrile is probably combustible.