Ammonium formate

• Catalog No.: A10699
• CAS Number: 540-69-2
• M. F.: CH5NO2
• M. W.: 63.0559
• Purity: 97%, water <3%

SYNONYMS

• Title: 甲酸铵
• IUPAC name: ammonium formate
• IUPAC Traditional name: ammonium formate
• Synonyms: Formic acid ammonium salt

DATABASE IDS

• EC Number: 208-753-9
• Beilstein Number: 3625095
• MDL Number: MFCD00013103
• CAS Number: 540-69-2
• Merck Index: 14523

PROPERTIES

• Purity: 97%, water <3%
• Density: 1.28
• Melting Point: ca 116°C
• GHS Hazard statements: H315-H319-H335-H303
• European Hazard Symbols: Irritant (Xi)
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Risk Statements: 36/37/38
• RTECS: BQ6650000
• Safety Statements: 26-37
• Storage Warning: Hygroscopic
• TSCA Listed: 是

REFERENCES

• Reagent for N-formylation of secondary amines and anilines: Tetrahedron Lett., 41, 9149 (2000).
• Examples include:
• A simple microwave-assisted method for catalytic transfer hydrogenation in ethylene glycol or 1,3-propanediol has been reported: J. Org. Chem., 64, 5746 (1999).
• Widely used as a hydrogen donor in catalytic hydrogen transfer reductions. Review: Synthesis, 91 (1988). See also Palladium, A12012, Cyclohexene, A11359, Hydrazine monohydrate, A14005, Formic acid, A13285 and Sodium hypophosphite monohydrate, A13385.
• Reduction of aryl nitro groups to amines: Tetrahedron Lett., 25, 3415 (1984). For reductive cyclization of an o-nitrobenzyl ketone to an indole, see: Org. Synth. Coll., 9, 601 (1998). Hydrogenolysis of N-benzyl groups: Synthesis, 53 (1987); Tetrahedron Lett., 28, 515 (1987). Reduction of aldehydes and ketones to methyl and methylene groups: Tetrahedron Lett., 29, 3741 (1988). The temperature- and solvent-dependencies of this type of reaction have been studied: Synth. Commun., 22, 2673, 2683 (1992). Selective reduction of the heterocyclic ring of quinolines and isoquinolines: Synth. Commun., 20, 2815 (1990). Reduction of pyridine N-oxides to piperidines: J. Org. Chem., 66, 5264 (2001). Regioselective reduction of epoxides: J. Org. Chem., 60, 4922 (1995). Ammonium formate was found to be a more active H donor than either sodium formate or formic acid in the catalytic hydrogenolysis of aryl chlorides. For a comparative mechanistic study of this reaction, see: J. Org. Chem., 60, 1347 (1995).