156264

Sigma-Aldrich

Ammonium formate

reagent grade, 97%

Synonym(s):
Formic acid ammonium salt
Linear Formula:
HCO2NH4
CAS Number:
Molecular Weight:
63.06
Beilstein/REAXYS Number:
3625095
EC Number:
MDL number:
eCl@ss:
39021903
PubChem Substance ID:

Quality Level

grade

reagent grade

assay

97%

form

granular
moist crystals

pH

5.5-7.5 (25 °C, 63.1 g/L)

mp

119-121 °C (lit.)

density

1.26 g/mL at 25 °C (lit.)

SMILES string

N.OC=O

InChI

1S/CH2O2.H3N/c2-1-3;/h1H,(H,2,3);1H3

InChI key

VZTDIZULWFCMLS-UHFFFAOYSA-N

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General description

Ammonium formate is an ammonium salt of formic acid. It is a cheap and promising N-formylating agent for various amines (secondary and aniline). Its anhydrous form may be employed as a catalyst for the synthesis of various amino derivatives from aliphatic and aromatic compounds.
Ammonium formate can be used as a source to produce ammonia. It can also be used in the reductive alkylation of amines.

Application

Ammonium formate may be employed in the following studies:
  • Deprotection of N-benzyl derivatives of amino acids and amines to afford free amino acids and amines.
  • Conversion of α, β-unsaturated nitroalkenes to the corresponding oximes.
  • Preparation of nitriles.

Packaging

1, 2.5 kg in poly bottle
100, 500 g in poly bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

RIDADR

NONH for all modes of transport

WGK Germany

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Appukkuttan P et al.
Microwave Methods in Organic Synthesis, 266 (2006)
Trost.MB
Comprehensive Organic Synthesis, 8 (1991)
Copper-Catalyzed Synthesis of Nitriles by Aerobic Oxidative Reaction of Alcohols and Ammonium Formate.
Yadav DKT and Bhanage BM.
European Journal of Organic Chemistry, 23, 5106-5110 (2013)
The palladium assisted transfer reduction of a, ?-unsaturated nitroalkenes to oximes using ammonium formate.
Kabalka GW, et al.
Synthetic Communications, 20(16), 2453-2458 (1990)
Rapid debenzylation of N-benzylamino derivatives to amino-derivatives using ammonium formate as catalytic hydrogen transfer agent.
Ram S and Spicer LD.
Tetrahedron Letters, 28(5), 515-516 (1987)

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