Nickel(II) chloride is used in electroplating and as a catalyst for organic conversions, for example in chemo-selective thioacetalization of aldehydes. In combination with lithium aluminum hydride, it serves as a reducing agent for alkenes, alkynes, and organic halides; it can cleave N-O bond and open epoxides. It is used to prepare a wide array of complexes since water ligands can be easily replaced by amines, thioether, ammonia, and thiolates. It is a precursor to several nickel-phosphine complexes, such as bis(triphenylphosphine)nickel(II) chloride, which are used in alkyne trimerizations, carbonylations, and as catalysts in organic reactions such as Suzuki-Miyaura cross coupling reactions as an alternative to palladium(0) catalysts. It is the precursor to acetylacetonate complex of Ni, used for producing 1,5-cyclooctadiene complex, an important reagent in organonickel chemistry. It can be used to prepare the sandwich compound nickelocene through dimethoxyethane complex of nickel chloride.
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Applications
Nickel(II) chloride is used in electroplating and as a catalyst for organic conversions, for example in chemo-selective thioacetalization of aldehydes. In combination with lithium aluminum hydride, it serves as a reducing agent for alkenes, alkynes, and organic halides; it can cleave N-O bond and open epoxides. It is used to prepare a wide array of complexes since water ligands can be easily replaced by amines, thioether, ammonia, and thiolates. It is a precursor to several nickel-phosphine complexes, such as bis(triphenylphosphine)nickel(II) chloride, which are used in alkyne trimerizations, carbonylations, and as catalysts in organic reactions such as Suzuki-Miyaura cross coupling reactions as an alternative to palladium(0) catalysts. It is the precursor to acetylacetonate complex of Ni, used for producing 1,5-cyclooctadiene complex, an important reagent in organonickel chemistry. It can be used to prepare the sandwich compound nickelocene through dimethoxyethane complex of nickel chloride.
Notes
Store away from incompatible substances such as peroxides, strong acids and potassium.
RUO – Research Use Only
General References:
- In combination with Zn, effects selective reduction of benzaldehydes to benzyl alcohols, ɑß-enones to saturated ketones, and nitroarenes to anilines: Chem. Pharm. Bull., 38, 2097 (1990).
- Catalyst for Suzuki cross-coupling of arylboronic acids with aryl halides under mild conditions: Tetrahedron Lett., 43, 4009 (2002).
- For a brief feature on uses of NiCl2 and its hydrate in synthesis, see: Synlett, 279 (2003).
- Refat, S. M.; El-Deen, I. M.; Zein, M. A.; Adam, A. M. A; Mohamed I. Kobeasy , M. Spectroscopic, Structural and Electrical Conductivity Studies of Co(II), Ni(II) and Cu(II) Complexes derived from 4- Acetylpyridine with Thiosemicarbazide. Int. J. Electrochem. Sci. 2013, 8, 9894-9917.
- Dhakras, D.; Borkar, V.; Ogale, S.; Jog, Y. Enhanced piezoresponse of electrospun PVDF mats with a touch of nickel chloride hexahydrate salt. Nanoscale 2012, 4, 752-756.