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Sigma-Aldrich

Ammonium acetate

ACS reagent, ≥97%

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Linear Formula:
CH3CO2NH4
CAS Number:
631-61-8
Molecular Weight:
77.08
Beilstein:
4186741
EC Number:
211-162-9
MDL number:
MFCD00013066
eCl@ss:
39021908
PubChem Substance ID:
329752506
NACRES:
NA.21

grade

ACS reagent

Quality Level

200

vapor pressure

<0.001 hPa

Assay

≥97%

form

powder
solid

impurities

≤0.005% insolubles

ign. residue

≤0.01%

pH

6.7-7.3 (25 °C, 5%)

mp

110-112 °C (dec.) (lit.)

anion traces

chloride (Cl-): ≤5 ppm
nitrate (NO3-): ≤0.001%
sulfate (SO42-): ≤0.001%

cation traces

Fe: ≤5 ppm
heavy metals: ≤5 ppm

SMILES string

N.CC(O)=O

InChI

1S/C2H4O2.H3N/c1-2(3)4;/h1H3,(H,3,4);1H3

InChI key

USFZMSVCRYTOJT-UHFFFAOYSA-N

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General description

Ammonium acetate (NH4CH3CO2, NH4OAc) is a water-soluble, hygroscopic ammonium salt. It is an eco-friendly and inexpensive compound that can be prepared by reacting glacial acetic acid with ammonia or ammonium carbonate. It is used as a catalyst as well as a source of ammonia in organic synthesis.

Application

Ammonium acetate can be used as a reactant as well as a catalyst in the synthesis of:      
  • 1,3-oxazine derivatives by three-component condensation reaction with 2-naphthol and aromatic aldehydes.      
  • Symmetrical terpyridine derivatives by treating with aromatic aldehydes and ethyl cyanoacetate.      
  • Isoquinolines, furopyridines, and thienopyridines via Pd-catalyzed sequential coupling-imination-annulation reactions of ortho-bromoarylaldehydes and terminal alkynes.

It can also be used as a nitrogen source to synthesize benzoxazole derivatives via multicomponent condensation reaction with catechols, and various aldehydes in the presence of Fe(III)−salen complex as a catalyst.

Features and Benefits

NH4OAc is an eco-friendly, shelf-stable, and safe reagent.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Separation of the Positional Isomer Quinocide from the Anti-Malarial Drug Primaquine Using a Discovery? HS F5 HPLC Column.
Brondz I and Klein U.
The Reporter, 19 (2006)
A new selective preparation of 4H-chromenes by reaction of alkyl cyanoacetate with 3, 5-dibromosalicylaldehyde in the presence of ammonium acetate.
FUJIMOTO A and SAKURAI A.
Synthesis, 1977(12), 871-872 (1977)
Reactions of phenanthraquinone and retenequinone with aldehydes and ammonium acetate in acetic acid solution1.
Steck EA and Day AR.
Journal of the American Chemical Society, 65(3), 452-456 (1943)
Selective inhibition of benzyl ether hydrogenolysis with Pd/C due to the presence of ammonia, pyridine or ammonium acetate.
Sajiki H.
Tetrahedron Letters, 36(20), 3465-3468 (1995)
Eagleson M.
Concise Encyclopedia Chemistry, 65-65 (1994)
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