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Sodium acetate

From Wikipedia, the free encyclopedia
Chemical compound
"Hot ice" redirects here. For other uses, seeHot ice (disambiguation).
Sodium acetate
Skeletal formula of sodium acetate
Skeletal formula of sodium acetate
Sodium acetate
Sodium acetate
Names
Preferred IUPAC name
Sodium acetate
Systematic IUPAC name
Sodium ethanoate
Other names
Hot ice (sodium acetate trihydrate)
Identifiers
3D model (JSmol)
3595639
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard100.004.386Edit this at Wikidata
EC Number
  • anhydrous: 204-823-8
E numberE262(preservatives)
20502
KEGG
RTECS number
  • anhydrous: AJ4300010 (anhydrous)
    AJ4580000
UNII
  • InChI=1S/C2H4O2.Na/c1-2(3)4;/h1H3,(H,3,4);/q;+1/p-1 checkY
    Key: VMHLLURERBWHNL-UHFFFAOYSA-M checkY
  • anhydrous: InChI=1/C2H4O2.Na/c1-2(3)4;/h1H3,(H,3,4);/q;+1/p-1
    Key: VMHLLURERBWHNL-REWHXWOFAT
  • anhydrous: [Na+].[O-]C(=O)C
Properties
C2H3NaO2
Molar mass82.034 g·mol−1
AppearanceWhite deliquescent powder or crystals
OdorVinegar (acetic acid) odor when heated to decomposition[1]
Density1.528 g/cm3 (20 °C, anhydrous)
1.45 g/cm3 (20 °C, trihydrate)[2]
Melting point324 °C (615 °F; 597 K)
(anhydrous)
58 °C (136 °F; 331 K)
(trihydrate)
Boiling point881.4 °C (1,618.5 °F; 1,154.5 K)
(anhydrous)
122 °C (252 °F; 395 K)
(trihydrate) decomposes
Anhydrous:
119 g/100 mL (0 °C)
123.3 g/100 mL (20 °C)
125.5 g/100 mL (30 °C)
137.2 g/100 mL (60 °C)
162.9 g/100 mL (100 °C)
Trihydrate:
32.9 g/100 mL (-10 °C)
36.2 g/100 mL (0 °C)
46.4 g/100 mL (20 °C)
82 g/100 mL (50 °C)[3]
SolubilitySoluble inalcohol,hydrazine,SO2[4]
Solubility inmethanol16 g/100 g (15 °C)
16.55 g/100 g (67.7 °C)[4]
Solubility inethanolTrihydrate:
5.3 g/100 mL
Solubility inacetone0.5 g/kg (15 °C)[4]
Acidity (pKa)24 (20 °C)[4]
4.75 (when mixed withCH3COOH as a buffer)[5]
Basicity (pKb)9.25
−37.6·10−6 cm3/mol
1.464
Structure
Monoclinic
Thermochemistry
100.83 J/(mol·K) (anhydrous)[6]
229 J/(mol·K) (trihydrate)[7]
138.1 J/(mol·K) (anhydrous)[6]
262 J/(mol·K) (trihydrate)[2]
−709.32 kJ/mol (anhydrous)[4]
−1604 kJ/mol (trihydrate)[2]
−607.7 kJ/mol (anhydrous)[4]
Pharmacology
B05XA08 (WHO)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Irritant
NFPA 704 (fire diamond)
Flash point>250 °C (482 °F; 523 K)[5]
607 °C (1,125 °F; 880 K)[5]
Lethal dose or concentration (LD, LC):
3530 mg/kg (oral, rat)
>10000 mg/kg (rabbit, dermal)
>30 g/m3 (rat, 1 h)
Safety data sheet (SDS)Fisher Scientific
Related compounds
Otheranions
Sodium formate
Sodium propionate
Othercations
Potassium acetate
Calcium acetate
Related compounds
Sodium diacetate
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

Sodium acetate, CH3COONa, also abbreviatedNaOAc,[8] is thesodiumsalt ofacetic acid. This salt is colorless,deliquescent, andhygroscopic.

Applications

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Biotechnological

[edit]

Sodium acetate is used as the carbon source for culturingbacteria. Sodium acetate can also be useful for increasing yields ofDNA isolation by ethanol precipitation.

Industrial

[edit]

Sodium acetate is used in thetextile industry to neutralizesulfuric acid waste streams and also as aphotoresist while usinganiline dyes. It is also apickling agent in chrometanning and helps to impedevulcanization ofchloroprene insynthetic rubber production. It is also used to reducestatic electricity during production of disposable cotton pads.

Concrete longevity

[edit]

Sodium acetate is used as asealant to mitigate water damage toconcrete. It is environmentally benign and cheaper than the commonly usedepoxy alternative for sealing concrete against waterpermeation.[9]

Food

[edit]

Sodium acetate (anhydrous) is widely used as ashelf-life extending agent andpH control agent.[10] It is safe to eat at low concentration.[11]

Buffer solution

[edit]

A solution of sodium acetate (a basic salt of acetic acid) and acetic acid can act as abuffer to keep a relatively constant pH level. This is useful especially in biochemical applications where reactions are pH-dependent in a mildly acidic range (pH 4–6).

Heating pad

[edit]
Ahand warmer contains asupersaturated solution of sodium acetate which releases heat uponcrystallization

Sodium acetate is also used inheating pads,hand warmers, and "hot ice". Asupersaturated solution of sodium acetate in water is supplied with a device to initiate crystallization, a process that releases substantial heat.

Solubility from CRC Handbook

Sodium acetate trihydrate crystals melt at 58–58.4 °C (136.4–137.1 °F),[12][13] and the liquid sodium acetate dissolves in the releasedwater of crystallization. When heated past the melting point and subsequently allowed to cool, the aqueous solution becomessupersaturated. This solution is capable of cooling to room temperature without forming crystals. By pressing on a metal disc within the heating pad, anucleation center is formed, causing the solution to crystallize back into solid sodium acetate trihydrate. The process of crystallization isexothermic.[14] Thelatent heat of fusion is about 264–289 kJ/kg.[12] Unlike some types of heat packs, such as those dependent upon irreversible chemical reactions, a sodium acetate heat pack can be easily reused by immersing the pack in boiling water for a few minutes, until the crystals are completely dissolved, and allowing the pack to slowly cool to room temperature.[15]

Heat stores and batteries

[edit]

Sodium acetate trihydrate can also be used as aphase-change material to store heat, especially to provide domestic hot water for heat pump applications. The heat store consists of a well-insulated container filled with the salt through which pass a pair of copper coils. One coil is used to melt the material by passing hot water from either solar thermal panels or aheat pump. Cold mains water passes through the other coil where its temperature is raised to 40 or 50 ˚C to provide water for washing or cleaning. This process can be cycled almost indefinitely.

Preparation[16]

[edit]
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A crystal of sodium acetate trihydrate (length 1.7 centimetres)

For laboratory use, sodium acetate is inexpensive and usually purchased instead of being synthesized. It is sometimes produced in a laboratory experiment by the reaction ofacetic acid, commonly in the 5–18% solution known asvinegar, withsodium carbonate ("washing soda"),sodium bicarbonate ("baking soda"), orsodium hydroxide ("lye", or "caustic soda"). Any of these reactions produce sodium acetate and water or sodium acetate and carbonic acid. When a sodium and carbonate ion-containing compound is used as the reactant, the carbonate anion (from sodium bicarbonate or carbonate) reacts with the hydrogen from the carboxyl group (-COOH) in acetic acid, formingcarbonic acid. Carbonic acid readily decomposes under normal conditions into gaseous carbon dioxide and water. This is the reaction taking place in the well-known "volcano" that occurs when the household products, baking soda and vinegar, are combined.

CH3COOH + NaHCO3 → CH3COONa +H2CO
3
H2CO
3
CO
2
+H
2
O

Industrially, sodium acetate trihydrate is prepared by reactingacetic acid withsodium hydroxide usingwater as thesolvent.

CH3COOH + NaOH → CH3COONa + H2O.

To manufacture anhydrous sodium acetate industrially, the Niacet Process is used. Sodium metal ingots are extruded through a die to form a ribbon ofsodium metal, usually under an inert gas atmosphere such as N2, and then immersed in anhydrousacetic acid.

2 CH3COOH + 2 Na →2 CH3COONa + H2.

Thehydrogen gas is normally a valuable byproduct.

Structure

[edit]

Thecrystal structure ofanhydrous sodium acetate has been described as alternating sodium-carboxylate andmethyl group layers.[17] Sodium acetatetrihydrate's structure consists of distorted octahedral coordination at sodium. Adjacent octahedra share edges to form one-dimensional chains.Hydrogen bonding in two dimensions between acetate ions andwater of hydration links the chains into a three-dimensional network.[18][19]

Comparison of anhydrous and trihydrate crystal structures
Degree of hydrationAnhydrous[17]Trihydrate[18][19]
Na coordination
Strongly bonded aggregation
2D sheet

1D chain
Weakly bonded aggregation
sheets stacked with
hydrophobic surfaces in contact

chains linked by hydrogen bonds
(one chain highlighted in light blue)

Reactions

[edit]

Sodium acetate can be used to form anester with an alkyl halide such asbromoethane:

CH3COONa + BrCH2CH3CH3COOCH2CH3 +NaBr

Sodium acetate undergoes decarboxylation to form methane (CH4) under forcing conditions (pyrolysis in the presence of sodium hydroxide):

CH3COONa + NaOH → CH4 + Na2CO3

Calcium oxide is the typical catalyst used for this reaction.Caesium salts also catalyze this reaction.[citation needed]

References

[edit]
  1. ^"Sodium Acetate".International Chemical Safety Cards. National Institute of Occupational Safety and Health. 2018-09-18.
  2. ^abc"sodium acetate trihydrate".chemister.ru.
  3. ^Seidell, Atherton; Linke, William F. (1952).Solubilities of Inorganic and Organic Compounds. Van Nostrand.
  4. ^abcdef"sodium acetate".chemister.ru.
  5. ^abcSigma-Aldrich Co.,Sodium acetate. Retrieved on 2014-06-07.
  6. ^abAcetic acid, sodium salt in Linstrom, Peter J.; Mallard, William G. (eds.);NIST Chemistry WebBook, NIST Standard Reference Database Number 69, National Institute of Standards and Technology, Gaithersburg (MD) (retrieved 2014-05-25).
  7. ^Acetic acid, sodium salt, hydrate (1:1:3) in Linstrom, Peter J.; Mallard, William G. (eds.);NIST Chemistry WebBook, NIST Standard Reference Database Number 69, National Institute of Standards and Technology, Gaithersburg (MD) (retrieved 2014-05-25).
  8. ^Clayden, Jonathan; Greeves, Nick;Warren, Stuart;Wothers, Peter (2001).Organic Chemistry (1st ed.). Oxford University Press.ISBN 978-0-19-850346-0.
  9. ^"Potato Chip Flavoring Boosts Longevity Of Concrete".Science Daily. 8 August 2007.
  10. ^"Food Additive "Sodium Acetate (Anhydrous)"".Mitsubishi Chemical Corporation. Retrieved16 September 2020.
  11. ^Mohammadzadeh-Aghdash, Hossein; Sohrabi, Yousef; Mohammadi, Ali; Shanehbandi, Dariush; Dehghan, Parvin; Ezzati Nazhad Dolatabadi, Jafar (15 August 2018)."Safety assessment of sodium acetate, sodium diacetate and potassium sorbate food additives".Food Chemistry.257:211–215.doi:10.1016/j.foodchem.2018.03.020.ISSN 0308-8146.PMID 29622200.S2CID 4596295. Retrieved16 September 2020.
  12. ^abIbrahim Dincer and Marc A. Rosen.Thermal Energy Storage: Systems and Applications, page 155.
  13. ^Courty J.-M., Kierlik É. (2008-12-01)."Les chaufferettes chimiques".Pour la Science (in French). pp. 108–110.
  14. ^"Crystallization of Supersaturated Sodium Acetate".Journal of Chemical Education. 2015-07-19.
  15. ^"How do sodium acetate heat pads work?".HowStuffWorks. April 2000. Retrieved2007-09-03.
  16. ^"Sodium Acetate: Sodium Acetate, Anhydrous",ACS Reagent Chemicals, Washington, DC: American Chemical Society, January 2017,doi:10.1021/acsreagents.4326,ISBN 978-0-8412-3046-0, retrieved2025-10-30
  17. ^abHsu, Leh-Yeh; Nordman, C. E. (1983). "Structures of two forms of sodium acetate, Na+.C2H3O2".Acta Crystallogr. C.39 (6):690–694.Bibcode:1983AcCrC..39..690H.doi:10.1107/S0108270183005946.
  18. ^abCameron, T. S.; Mannan, K. M.; Rahman, M. O. (1976). "The crystal structure of sodium acetate trihydrate".Acta Crystallogr. B.32 (1):87–90.Bibcode:1976AcCrB..32...87C.doi:10.1107/S0567740876002367.
  19. ^abWei, K.-T.; Ward, D. L. (1977). "Sodium acetate trihydrate: a redetermination".Acta Crystallogr. B.33 (2):522–526.Bibcode:1977AcCrB..33..522W.doi:10.1107/S0567740877003975.

External links

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Wikimedia Commons has media related toSodium acetate.
Inorganic
Halides
Chalcogenides
Pnictogenides
Oxyhalides
Oxychalcogenides
Oxypnictogenides
Metalates
Others
Organic
Acetyl halides and salts of theacetate ion
National
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