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Sodium formate

Sodium formate
Structural formula of sodium formate
Ball-and-stick model of the formate anion
The sodium cation
Names
Systematic IUPAC name
Sodium methanoate
Other names
formic acid, sodium salt, sodium hydrocarbon dioxide
Identifiers
141-53-7 YesY
3D model (Jmol) Interactive image
ChEMBL ChEMBL183491 N
ChemSpider 8517 YesY
ECHA InfoCard 100.004.990
EC Number 205-488-0
E number E237 (preservatives)
PubChem 2723810
UNII 387AD98770 YesY
Properties
HCOONa
Molar mass 68.007 g/mol
Appearance white granules
deliquescent
Density 1.92 g/cm3 (20 °C)
Melting point 253 °C (487 °F; 526 K)
Boiling point decomposes
43.82 g/100 mL (0 °C)
97.2 g/100 mL (20 °C)
160 g/100 mL (100 °C)
Solubility insoluble in ether
soluble in glycerol, alcohol, formic acid
Acidity (pKa) 7.0-8.5 (0.1M)
Thermochemistry
82.7 J/mol K
103.8 J/mol K
-666.5 kJ/mol
-599.9 kJ/mol
Hazards
not listed
NFPA 704
Flammability code 0: Will not burn. E.g., water Health code 1: Exposure would cause irritation but only minor residual injury. E.g., turpentine Reactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogen Special hazards (white): no codeNFPA 704 four-colored diamond
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YesYN ?)
Infobox references

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

For commercial use, sodium formate is produced by absorbing carbon monoxide under pressure in solid sodium hydroxide at 130 °C and 6-8 bar pressure:

Because of the low-cost and large-scale availability of methanoic acid by carbonylation of methanol and hydrolysis of the resulting methyl formate, sodium formate is usually prepared by neutralizing methanoic acid with sodium hydroxide. Sodium formate is also unavoidably formed as a by-product in the final step of the pentaerythritol synthesis and in the crossed Cannizzaro reaction of methanal with the aldol reaction product trimethylol acetaldehyde [3-hydroxy-2,2-bis(hydroxymethyl)propanal].

In the laboratory, sodium formate can be prepared by neutralizing formic acid with sodium carbonate. It can also be obtained by reacting chloroform with an alcoholic solution of sodium hydroxide.

or by reacting sodium hydroxide with chloral hydrate.

The latter method is, in general, preferred to the former because the low aqueous solubility of CHCl3 makes it easier to separate out from the sodium formate solution, by fractional crystallization, than the soluble NaCl would be.

Sodium formate may also be created via the haloform reaction between ethanol and sodium hypochlorite in the presence of a base. This procedure is well documented for the preparation of chloroform.


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