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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%

Numéro CAS
540-69-2
Synonymes
Formic acid ammonium salt

Dimensions Prix ($) Quantité Disponibilité
250g 23,70
1000g 68,90
5000g 290,00
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Ammonium formate, 97%, water <3%

MDL
MFCD00013103
EINECS
208-753-9

Propriétés chimiques

Formule
CH5NO2
Poids formulaire
63.06
Point de fusion
ca 116°
Densité
1.28
Sensibilité
Hygroscopic
Solubilité
Soluble in water, liquid ammonia and alcohol.

Applications

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.

Notes

Hygroscopic. Incompatible with strong acids and strong oxidizing agents.

Références bibliographiques

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.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H315-H319-H335-H303

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

Mentions de prudence: 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.

Autres références

Merck
14,523
Beilstein
3625095
Code tarifaire harmonisé
2915.12
TSCA
Yes
RTECS
BQ6650000

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