Sodium diacetate

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Sodium diacetate
NaDiacetate.png
Sodium diacetate
Names
IUPAC name
Sodium diacetate
Other names
Sodium diacetate (anhydrous); Sodium hydrogen acetate; Sodium acid acetate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.004.378 OOjs UI icon edit-ltr-progressive.svg
MeSH diacetate sodium diacetate
PubChem CID
UNII
  • InChI=1S/2C2H4O2.2Na/c2*1-2(3)4;;/h2*1H3,(H,3,4);;/q;;2*+1/p-2
    Key: OPGYRRGJRBEUFK-UHFFFAOYSA-L
  • O=C(C)O[H-]OC(C)=O.[Na+]
Properties
C4H7NaO4
Molar mass 142.086 g·mol−1
AppearanceWhite powder
Odor Acetic acid (vinegar) odor
1 g/mL
Solubility in alcoholSlightly
Solubility in ether Insoluble
Hazards
Occupational safety and health (OHS/OSH):
Inhalation hazards
Irritant [1]
Eye hazards
Irritant [1]
GHS labelling: [1]
GHS-pictogram-acid.svg GHS-pictogram-exclam.svg
Danger
H318, H319
P264, P280, P305+P351+P338, P310, P337+P313
Flash point >150 °C (302 °F) [1]
Lethal dose or concentration (LD, LC):
>2,000 mg/kg (rat, dermal), 5,600 mg/kg (rat, oral)
Safety data sheet (SDS) PubChem sodium diacetate LCSS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Sodium diacetate is a compound with formula NaH(C
2
H
3
O
2
)
2
. It is a salt of acetic acid. It is a colorless solid that is used in seasonings and as an antimicrobial agent.

Contents

Preparation and structure

The salt forms upon half-neutralization of acetic acid followed by evaporation of the solution. It can be viewed as the result of homoassociation, an effect that enhances the acidity of acetic acid in concentrated solution:

2 CH3CO2H + NaOH → Na+[(CH3CO2)2H] + H2O

Also described as the sodium acid salt of acetic acid, it is best described as the sodium salt of the hydrogen-bonded anion (CH3CO2)2H. The O···O distance is about 2.47 angstrom. [2] The species has no significant existence in solution but forms stable crystals.

Applications

As a food additive, [3] it has E number E262 and is used to impart a salt and vinegar flavor.

See also

Related Research Articles

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An acid–base reaction is a chemical reaction that occurs between an acid and a base. It can be used to determine pH. Several theoretical frameworks provide alternative conceptions of the reaction mechanisms and their application in solving related problems; these are called the acid–base theories, for example, Brønsted–Lowry acid–base theory.

<span class="mw-page-title-main">Hydroxide</span> Chemical compound

Hydroxide is a diatomic anion with chemical formula OH. It consists of an oxygen and hydrogen atom held together by a single covalent bond, and carries a negative electric charge. It is an important but usually minor constituent of water. It functions as a base, a ligand, a nucleophile, and a catalyst. The hydroxide ion forms salts, some of which dissociate in aqueous solution, liberating solvated hydroxide ions. Sodium hydroxide is a multi-million-ton per annum commodity chemical. The corresponding electrically neutral compound HO is the hydroxyl radical. The corresponding covalently bound group –OH of atoms is the hydroxy group. Both the hydroxide ion and hydroxy group are nucleophiles and can act as catalysts in organic chemistry.

In chemistry, a salt is a chemical compound consisting of an ionic assembly of positively charged cations and negatively charged anions, which results in a compound with no net electric charge. A common example is table salt, with positively charged sodium ions and negatively charged chloride ions.

<span class="mw-page-title-main">Sodium hydroxide</span> Chemical compound with formula NaOH

Sodium hydroxide, also known as lye and caustic soda, is an inorganic compound with the formula NaOH. It is a white solid ionic compound consisting of sodium cations Na+ and hydroxide anions OH.

<span class="mw-page-title-main">Acetate</span> Salt compound formed from acetic acid and a base

An acetate is a salt formed by the combination of acetic acid with a base. "Acetate" also describes the conjugate base or ion typically found in aqueous solution and written with the chemical formula C
2
H
3
O
2
. The neutral molecules formed by the combination of the acetate ion and a positive ion are also commonly called "acetates". The simplest of these is hydrogen acetate with corresponding salts, esters, and the polyatomic anion CH
3
CO
2
, or CH
3
COO
.

<span class="mw-page-title-main">Potassium hydroxide</span> Inorganic compound (KOH)

Potassium hydroxide is an inorganic compound with the formula KOH, and is commonly called caustic potash.

<span class="mw-page-title-main">Sodium percarbonate</span> Chemical compound

Sodium percarbonate is a chemical substance with formula Na
2
H
3
CO
6
. It is an adduct of sodium carbonate and hydrogen peroxide whose formula is more properly written as 2 Na
2
CO
3
 · 3 H
2
O
2
. It is a colorless, crystalline, hygroscopic and water-soluble solid. It is sometimes abbreviated as SPC. It contains 32.5% by weight of hydrogen peroxide.

<span class="mw-page-title-main">Sodium sulfate</span> Chemical compound with formula Na2SO4

Sodium sulfate (also known as sodium sulphate or sulfate of soda) is the inorganic compound with formula Na2SO4 as well as several related hydrates. All forms are white solids that are highly soluble in water. With an annual production of 6 million tonnes, the decahydrate is a major commodity chemical product. It is mainly used as a filler in the manufacture of powdered home laundry detergents and in the Kraft process of paper pulping for making highly alkaline sulfides.

<span class="mw-page-title-main">Acetic anhydride</span> Chemical compound

Acetic anhydride, or ethanoic anhydride, is the chemical compound with the formula (CH3CO)2O. Commonly abbreviated Ac2O, it is the simplest isolable anhydride of a carboxylic acid and is widely used as a reagent in organic synthesis. It is a colorless liquid that smells strongly of acetic acid, which is formed by its reaction with moisture in the air.

<span class="mw-page-title-main">Sodium acetate</span> Chemical compound

Sodium acetate, CH3COONa, also abbreviated NaOAc, is the sodium salt of acetic acid. This colorless deliquescent salt has a wide range of uses.

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Tin(II) chloride, also known as stannous chloride, is a white crystalline solid with the formula SnCl2. It forms a stable dihydrate, but aqueous solutions tend to undergo hydrolysis, particularly if hot. SnCl2 is widely used as a reducing agent (in acid solution), and in electrolytic baths for tin-plating. Tin(II) chloride should not be confused with the other chloride of tin; tin(IV) chloride or stannic chloride (SnCl4).

A salt metathesis reaction, sometimes called a double displacement reaction, is a chemical process involving the exchange of bonds between two reacting chemical species which results in the creation of products with similar or identical bonding affiliations. This reaction is represented by the general scheme:

Peracetic acid (also known as peroxyacetic acid, or PAA) is an organic compound with the formula CH3CO3H. This peroxy acid is a colorless liquid with a characteristic acrid odor reminiscent of acetic acid. It can be highly corrosive.

<span class="mw-page-title-main">Sodium formate</span> Chemical compound

Sodium formate, HCOONa, is the sodium salt of formic acid, HCOOH. It usually appears as a white deliquescent powder.

Calcium magnesium acetate (CMA) is a deicer and can be used as an alternative to road salt. It is approximately as corrosive as normal tap water, and in varying concentrations can be effective in stopping road ice from forming down to around −27.5 °C (−17.5 °F) (its eutectic temperature). CMA can also be used as an H2S capture agent.

<span class="mw-page-title-main">Cobalt(II) acetate</span> Chemical compound

Cobalt(II) acetate is the cobalt salt of acetic acid. It is commonly found as the tetrahydrate Co(CH3CO2)2·4 H2O, abbreviated Co(OAc)2·4 H2O. It is used as a catalyst.

<span class="mw-page-title-main">Magnesium acetate</span> Chemical compound

Anhydrous magnesium acetate has the chemical formula Mg(C2H3O2)2 and in its hydrated form, magnesium acetate tetrahydrate, it has the chemical formula Mg(CH3COO)2 • 4H2O. In this compound magnesium has an oxidation state of 2+. Magnesium acetate is the magnesium salt of acetic acid. It is deliquescent and upon heating, it decomposes to form magnesium oxide. Magnesium acetate is commonly used as a source of magnesium in biological reactions.

Aluminium triacetate, formally named aluminium acetate, is a chemical compound with composition Al(CH
3
CO
2
)
3
. Under standard conditions it appears as a white, water-soluble solid that decomposes on heating at around 200 °C. The triacetate hydrolyses to a mixture of basic hydroxide / acetate salts, and multiple species co-exist in chemical equilibrium, particularly in aqueous solutions of the acetate ion; the name aluminium acetate is commonly used for this mixed system.

<span class="mw-page-title-main">(Diacetoxyiodo)benzene</span> Chemical compound

(Diacetoxyiodo)benzene, also known as phenyliodine(III) diacetate (PIDA) is a hypervalent iodine chemical with the formula C
6
H
5
I(OCOCH
3
)
2
. It is used as an oxidizing agent in organic chemistry.

<span class="mw-page-title-main">Sodium hydrogenoxalate</span> Partly deprotonated oxalic acid

Sodium hydrogenoxalate is salt of formula NaHC
2
O
4
, consisting of sodium cations Na+
and hydrogenoxalate anions HC
2
O
4
or -. The anion can be described as the result of removing one hydrogen ion H+
from oxalic acid H
2
C
2
O
4
, or adding one to the oxalate anion C
2
O2−
4
.

References

  1. 1 2 3 4 PubChem. "Sodium diacetate". PubChem. Retrieved 2019-10-24.
  2. Barrow, Michael J.; Currie, Murdoch; Muir, Kenneth W.; Speakman, J. Clare; White, David N, J. "Crystal structures of some acid salts of monobasic acids. XVII. Structure of sodium hydrogen diacetate, redetermined by neutron diffraction" Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry 1975, pp. 15-18. doi : 10.1039/P29750000015
  3. Peter J. Taormina "Implications of Salt and Sodium Reduction on Microbial Food Safety" in Critical Reviews in Food Science and Nutrition, 2010, vol. 50, 209-227. doi : 10.1080/10408391003626207