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540-69-2 - Ammonium formate, 97%, water <3% - Formic acid ammonium salt - A10699 - Alfa Aesar

A10699 Ammonium formate, 97%, water <3%

Codice CAS
540-69-2
Sinonimi
Formic acid ammonium salt

Dimensioni Prezzo ($) Quantità Disponibilità
250g 23,59
1000g 68,60
5000g 288,40
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Ammonium formate, 97%, water <3%

MDL
MFCD00013103
EINECS
208-753-9

Proprietà chimiche

Formula
CH5NO2
Peso formula
63.06
Punto di fusione
ca 116°
Densità
1.28
Sensibilità
Hygroscopic
Solubilità
Soluble in water, liquid ammonia and alcohol.

Applicazioni

Ammonium formate is widely used in various organic reactions like Leuckart reaction which involves the reductive amination of aldehydes and ketones. It serves as a buffer in high performance liquid chromatography (HPLC) and liquid chromatography-mass spectrometry (LC/MS). It finds application in palladium on carbon (Pd/C) reduction of functional groups. For example, reduction of alkenes to alkanes and formaldehyde to methanol. It is also used to prepare formic acid insitu as well as used to store formic acid by making it as an ammonium salt.

Note

Hygroscopic. Incompatible with strong acids and strong oxidizing agents.

Letteratura

Reagent for N-formylation of secondary amines and anilines: Tetrahedron Lett., 41, 9149 (2000).

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.

Examples include:

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).

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).

Sridhar, M.; Ferri, D.; Elsener, M.; Bokhoven, J. A. V.; Krocher, O. Promotion of Ammonium Formate and Formic Acid Decomposition over Au/TiO2by Support Basicity under SCR-Relevant Conditions ACS. Catal 2015, 5 (8), 4772-4782.

Su, J.; Lu, M.; Lin, H.. High yield production of formate by hydrogenating CO2 derived ammonium carbamate/carbonate at room temperature. Green Chem. 2015, 17 (5), 2769-2773.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H315-H319-H335-H303

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation. May be harmful if swallowed.

Dichiarazioni precauzionali: P261-P280-P305+P351+P338-P304+P340-P362-P312-P321-P405-P403+P233-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. Call a POISON CENTER or doctor/physician if you feel unwell. Specific treatment (see label). Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Merck
14,523
Beilstein
3625095
Codice tariffe armonizzato
2915.12
TSCA
Yes
RTECS
BQ6650000

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