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Bromoacetonitrile was used in the synthesis of 1-cyanomethyl-1,1-dimethylhydrazinium bromide. It is used as an alkalyting agent for the nitrogen phosphorus detector.
Carles Miró Sabaté; Henri Delalu; Erwann Jeanneau. Synthesis, characterization, and energetic properties of salts of the 1-cyanomethyl-1,1-dimethylhydrazinium cation. Chemistry An Asian Journal. 2012, 7 (5), 1085-1095 .
Ho-Sang. Shin; Seungki. Kim; Seung-Woon. Myung; Jong-Sei. Park. Iodoacetonitrile and Bromoacetonitrile as Alkylating Reagents for the Nitrogen-Phosphorus Detector. Anal. Chem. 1995, 67 (11), 1853-1859.
Phenols can be protected (K2CO3, acetone) as their cyanomethyl ethers which can be cleaved by hydrogenation of the nitrile: Tetrahedron Lett., 34, 7567 (1993).
The Reformatsky-type reaction with cyclohexanone is more successful in the presence of a Zn/Ag couple than with the conventional Zn-Cu couple: Synth. Commun., 19, 2355 (1989). Good yields of ß-hydroxy nitriles have also been achieved from aldehydes and ketones using Zn and TMS chloride: Tetrahedron Lett., 31, 2205 (1990). The condensation with aldehydes can also be mediated by active Ni: Tetrahedron Lett., 26, 155 (1985). The reaction with aldehydes in the presence of Zn and tri-n-butylphosphine gives ɑß-unsaturated nitriles directly: Synth. Commun., 20, 3277 (1990).
Gefahrenhinweise (EU): H227-H301-H311-H331-H315-H319-H335
Combustible liquid. Toxic if swallowed. Toxic in contact with skin. Toxic if inhaled. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. IF SWALLOWED: Immediately call a POISON CENTER/doctor IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.