Ammonium acetate
Names | |
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IUPAC name
Ammonium ethanoate | |
Identifiers | |
631-61-8 | |
3D model (Jmol) | Interactive image |
ChEBI | CHEBI:62947 |
ChemSpider | 11925 |
ECHA InfoCard | 100.010.149 |
PubChem | 517165 |
RTECS number | AF3675000 |
UNII | RRE756S6Q2 |
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Properties | |
C2H7NO2 | |
Molar mass | 77.08 g·mol−1 |
Appearance | White solid crystals, deliquescent |
Odor | Slightly acetic |
Density | 1.17 g/cm3 (20 °C)[1] 1.073 g/cm3 (25 °C) |
Melting point | 113 °C (235 °F; 386 K) [2] |
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) | |
Solubility | Soluble in alcohol, SO2, acetone, liquid ammonia[3] |
Solubility in methanol | 7.89 g/100 mL (15 °C)[4][1] 131.24 g/100 g (94.2 °C)[3] |
Solubility in dimethylformamide | 0.1 g/100 g[3] |
Structure | |
Orthorhombic | |
Thermochemistry | |
Std enthalpy of formation (ΔfH |
−615 kJ/mol[3] |
Hazards | |
Main hazards | Irritant |
Safety data sheet | JT Baker |
GHS pictograms | [4] |
GHS signal word | Warning |
H303, H316, H320, H333[4] | |
P281, P335[4] | |
NFPA 704 | |
Flash point | 136 °C (277 °F; 409 K) [4] |
Lethal dose or concentration (LD, LC): | |
LD50 (median dose) |
386 mg/kg (mice, intravenous)[3] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
verify (what is ?) | |
Infobox references | |
Ammonium acetate is a chemical compound with the formula NH4CH3CO2. It is a white, hygroscopic solid and can be derived from the reaction of ammonia and acetic acid. It is available commercially.[5]
Uses
It is the main precursor to acetamide:[6]
- NH4CH3CO2 → CH3C(O)NH2 + H2O
It is also used as a diuretic.[5]
Buffer
As the salt of a weak acid and a weak base, ammonium acetate is often used with acetic acid to create a buffer solution. Ammonium acetate is volatile at low pressures. Because of this, it has been used to replace cell buffers with non-volatile salts in preparing samples for mass spectrometry.[7] It is also popular as a buffer for mobile phases for HPLC with ELSD detection for this reason. Other volatile salts that have been used for this include ammonium formate.
Other
- NH4C2H3O2 is occasionally employed as a biodegradable de-icing agent.
- Ammonium acetate is useful as a catalyst in the Knoevenagel condensation and as a source of ammonia in the Borch reaction in organic synthesis.
- a protein precipitating reagent.
- In dialysis as part of a protein purification step to remove contaminants via diffusion.
- In agricultural chemistry used as reagent for determination of soil CEC (Cation Exchange Capacity ) and determination of available potassium in soil, ammonium ion is act as an replacement cation.
Food additive
Ammonium acetate is also used as a food additive as an acidity regulator; INS number 264. It is approved for usage in Australia and New Zealand.[8]
Production
Ammonium acetate is produced by the neutralization of acetic acid with ammonium carbonate or by saturating glacial acetic acid with ammonia.[9] Obtaining crystalline ammonium acetate is difficult on account of its aqueous solution giving off ammonia when evaporated.
References
- 1 2 3 Pradyot, Patnaik (2003). Handbook of Inorganic Chemicals. The McGraw-Hill Companies, Inc. ISBN 0-07-049439-8.
- ↑ 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.
- 1 2 3 4 5 http://chemister.ru/Database/properties-en.php?dbid=1&id=354
- 1 2 3 4 5 6 "Safety Data Sheet of Ammonium Acetate" (PDF). http://www.tedia.com. Tedia Company Inc. 2011-08-12. Retrieved 2014-06-10. External link in
|website=
(help) - 1 2 Hosea Cheung; Robin S. Tanke; G. Paul Torrence (2005), "Acetic Acid", Ullmann's Encyclopedia of Industrial Chemistry, Weinheim: Wiley-VCH, doi:10.1002/14356007.a01_045.pub2
- ↑ Coleman, G. H.; Alvarado, A. M. (1923). "Acetamide". Org. Synth. 3: 3.; Coll. Vol., 1, p. 3
- ↑ Berman et al., 2008. J Am Soc Mass Spectrom, 19:1230-1236.
- ↑ Australia New Zealand Food Standards Code "Standard 1.2.4 - Labelling of ingredients". Retrieved 2011-10-27.
- ↑ Brannt, William (1914). A practical treatise on the manufacture of vinegar. Lancaster, PA: Henry Carey Baird & Co. pp. 316–317.
External links
Wikimedia Commons has media related to Ammonium acetate. |
Salts and the ester of the acetate ion | |||||||||||||||||||
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AcOH | He | ||||||||||||||||||
LiOAc | Be(OAc)2 BeAcOH |
B(OAc)3 | ROAc | NH4OAc | AcOAc | FAc | Ne | ||||||||||||
NaOAc | Mg(OAc)2 | Al(OAc)3 ALSOL Al(OAc)2OH Al2SO4(OAc)4 |
Si | P | S | ClAc | Ar | ||||||||||||
KOAc | Ca(OAc)2 | Sc(OAc)3 | Ti(OAc)4 | VO(OAc)3 | Cr(OAc)2 | Mn(OAc)2 Mn(OAc)3 |
Fe(OAc)2 Fe(OAc)3 |
Co(OAc)2, Co(OAc)3 |
Ni(OAc)2 | Cu(OAc)2 | Zn(OAc)2 | Ga(OAc)3 | Ge | As(OAc)3 | Se | BrAc | Kr | ||
RbOAc | Sr(OAc)2 | Y(OAc)3 | Zr(OAc)4 | Nb | Mo(OAc)2 | Tc | Ru(OAc)2 Ru(OAc)3 Ru(OAc)4 |
Rh2(OAc)4 | Pd(OAc)2 | AgOAc | Cd(OAc)2 | In | Sn(OAc)2 Sn(OAc)4 |
Sb(OAc)3 | Te | IAc | Xe | ||
CsOAc | Ba(OAc)2 | Hf | Ta | W | Re | Os | Ir | Pt(OAc)2 | Au | Hg2(OAc)2, Hg(OAc)2 |
TlOAc Tl(OAc)3 |
Pb(OAc)2 Pb(OAc)4 |
Bi(OAc)3 | Po | At | Rn | |||
Fr | Ra | Rf | Db | Sg | Bh | Hs | Mt | Ds | Rg | Cn | Nh | Fl | Mc | Lv | Ts | Og | |||
↓ | |||||||||||||||||||
La(OAc)3 | Ce(OAc)x | Pr | Nd | Pm | Sm(OAc)3 | Eu(OAc)3 | Gd(OAc)3 | Tb | Dy(OAc)3 | Ho(OAc)3 | Er | Tm | Yb(OAc)3 | Lu(OAc)3 | |||||
Ac | Th | Pa | UO2(OAc)2 | Np | Pu | Am | Cm | Bk | Cf | Es | Fm | Md | No | Lr |