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238074

Sigma-Aldrich

Ammonium acetate

ACS reagent, ≥97%

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About This Item

Linear Formula:
CH3CO2NH4
CAS Number:
Molecular Weight:
77.08
Beilstein:
4186741
EC Number:
MDL number:
UNSPSC Code:
12352300
eCl@ss:
39021908
PubChem Substance ID:
NACRES:
NA.21

grade

ACS reagent

Quality Level

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.

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
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)
Eagleson M.
Concise Encyclopedia Chemistry, 65-65 (1994)

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