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Ammonium acetate

From Wikipedia, the free encyclopedia
Ammonium acetate
Ammonium acetate skeletal formula
Ammonium acetate skeletal formula
Ball-and-stick model of ammonium acetate
Ball-and-stick model of ammonium acetate
Crystalline of ammonium acetate
Crystalline of ammonium acetate
Names
IUPAC name
Ammonium ethanoate
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard100.010.149Edit this at Wikidata
EC Number
  • 211-162-9
RTECS number
  • AF3675000
UNII
UN number3077
  • InChI=1S/C2H4O2.H3N/c1-2(3)4;/h1H3,(H,3,4);1H3 checkY
    Key: USFZMSVCRYTOJT-UHFFFAOYSA-N checkY
  • InChI=1/C2H4O2.H3N/c1-2(3)4;/h1H3,(H,3,4);1H3
    Key: USFZMSVCRYTOJT-UHFFFAOYAY
  • O=C([O-])C.[N+H4]
Properties
C2H7NO2
Molar mass77.083 g·mol−1
AppearanceWhite solid crystals,deliquescent
OdorSlightly acetic acid like
Density1.17 g/cm3 (20 °C)[1]
1.073 g/cm3 (25 °C)
Melting point113 °C (235 °F; 386 K)[4]
102 g/100 mL (0 °C)
148 g/100 mL (4 °C)[1]
143 g/100 mL (20 °C)
533 g/100 mL (80 °C)
SolubilitySoluble inalcohol,SO2,acetone, liquidammonia[2]
Solubility inmethanol7.89 g/100 mL (15 °C)[3][1]
131.24 g/100 g (94.2 °C)[2]
Solubility indimethylformamide0.1 g/100 g[2]
Acidity (pKa)9.9
Basicity (pKb)33
−41.1·10−6 cm3/mol
Viscosity21
Structure
Orthorhombic
Thermochemistry
−615 kJ/mol[2]
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Irritant
GHS labelling:[3]
GHS07: Exclamation mark
Warning
H303,H316,H320,H333
P281,P335
NFPA 704 (fire diamond)
Flash point136 °C (277 °F; 409 K)[3]
Lethal dose or concentration (LD, LC):
386 mg/kg (mice, intravenous)[2]
Safety data sheet (SDS)JT Baker
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Chemical compound

Ammonium acetate, also known asspirit of Mindererus inaqueous solution, is a chemical compound with the formula NH4CH3CO2. It is a white,hygroscopic solid and can be derived from the reaction ofammonia andacetic acid. It is available commercially.[5]

History

[edit]

The synonym Spirit of Mindererus is named after R. Minderer, a physician fromAugsburg.[6]

Uses

[edit]

It is the main precursor toacetamide:[7]

NH4CH3CO2 → CH3C(O)NH2 + H2O

It is also used as a diuretic.[5]

Buffer

[edit]

As the salt of a weak acid and a weak base,ammoniumacetate is often used withacetic acid to create abuffer solution. Ammonium acetate isvolatile at low pressures. Because of this, it has been used to replace cell buffers that contain non-volatile salts in preparing samples for mass spectrometry.[8] It is also popular as a buffer for mobile phases forHPLC withELSD andCAD-based detection for this reason. Other volatile salts that have been used for this includeammonium formate.

When dissolving ammonium acetate in pure water, the resulting solution typically has a pH of 7, because the equal amounts of acetate and ammonium neutralize each other. However, ammonium acetate is a dual component buffer system, which buffers around pH 4.75 ± 1 (acetate) and pH 9.25 ± 1 (ammonium), but it has no significant buffer capacity at pH 7, contrary to common misconception.[9]

Other

[edit]
  • a biodegradable de-icing agent.
  • a catalyst in theKnoevenagel condensation and as a source of ammonia in theBorch reaction inorganic synthesis.
  • a protein precipitating reagent indialysis to remove contaminants via diffusion.
  • a reagent in agricultural chemistry for determination of soil CEC (cation exchange capacity) and determination of available potassium in soil wherein the ammonium ion acts as a replacement cation for potassium.
  • part of Calley's method for lead artifact conservation

Food additive

[edit]

Ammonium acetate is also used as afood additive as an acidity regulator;INS number 264. It is approved for usage in Australia and New Zealand.[10]

Production

[edit]

Ammonium acetate is produced by the neutralization of acetic acid withammonium carbonate or by saturating glacialacetic acid withammonia.[11] Obtaining crystalline ammonium acetate is difficult on account of its hygroscopic nature.

References

[edit]
  1. ^abcPradyot, Patnaik (2003).Handbook of Inorganic Chemicals. The McGraw-Hill Companies, Inc.ISBN 0-07-049439-8.
  2. ^abcde"Ammonium acetate".
  3. ^abcd"Safety Data Sheet of Ammonium Acetate"(PDF).tedia.com. Tedia Company Inc. 2011-08-12. Retrieved2014-06-10.
  4. ^Davidson, Arthur W.; McAllister, Walter H. (1930). "Solutions of Salts in Pure Acetic Acid. Ii. Solubilities of Acetates1".Journal of the American Chemical Society.52 (2):507–519.doi:10.1021/ja01365a010.ISSN 0002-7863.
  5. ^abHosea Cheung; Robin S. Tanke; G. Paul Torrence. "Acetic Acid".Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH.doi:10.1002/14356007.a01_045.pub2.ISBN 978-3-527-30673-2.
  6. ^"Spirit of Mindererus".TheFreeDictionary.com. Retrieved2023-06-07.
  7. ^Coleman, G. H.; Alvarado, A. M. (1923)."Acetamide".Organic Syntheses.3: 3;Collected Volumes, vol. 1, p. 3.
  8. ^Berman, Elena S. F.; Fortson, Susan L.; Checchi, Kyle D.; Wu, Ligang; Felton, James S.; Kuang Jen, J. Wu; Kulp, Kristen S. (2008)."Preparation of single cells for imaging/profiling mass spectrometry".J Am Soc Mass Spectrom.19 (8):1230–1236.doi:10.1016/j.jasms.2008.05.006.PMID 18565760.
  9. ^Konermann, Lars (2017)."Addressing a Common Misconception: Ammonium Acetate as Neutral pH "Buffer" for Native Electrospray Mass Spectrometry".American Society for Mass Spectrometry.28 (9):1827–1835.Bibcode:2017JASMS..28.1827K.doi:10.1007/s13361-017-1739-3.PMID 28710594.S2CID 25294943. Retrieved25 October 2022.
  10. ^Australia New Zealand Food Standards Code"Standard 1.2.4 - Labelling of ingredients". Retrieved2011-10-27.
  11. ^Brannt, William (1914).A practical treatise on the manufacture of vinegar. Lancaster, PA: Henry Carey Baird & Co. pp. 316–317.

External links

[edit]
Wikimedia Commons has media related toAmmonium acetate.
Acetyl halides and salts of theacetate ion
Ammonium salts
Inorganic salts
monatomic anions
oxyanions
other anions
Organic salts
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