Nickel formate

Last updated
Nickel formate
2.svg Formate-anion.svg Ni2+.svg
Names
IUPAC name
nickel(2+) diformate
Systematic IUPAC name
nickel formate
Other names
nickel diformate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.020.093 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 222-101-0, 239-946-6
PubChem CID
UNII
UN number 3077
  • InChI=1S/2CH2O2.Ni/c2*2-1-3;/h2*1H,(H,2,3);/q;;+2/p-2
    Key: HZPNKQREYVVATQ-UHFFFAOYSA-L
  • C(=O)[O-].C(=O)[O-].[Ni+2]
Properties
C2H2NiO4
Molar mass 148.73 [2]
AppearanceGreen Solid [2] [3]
Odor odourless
Density 2.154 g/cm3 [2]
Melting point 130–140°C [2]
Boiling point 180–200°C (decomposition) [2]
Slightly soluble in cold water [2]
Solubility insoluble in organic solvents [4]
soluble in acids [3]
Structure
monoclinic
Hazards
GHS labelling: [2]
GHS-pictogram-silhouette.svg GHS-pictogram-exclam.svg GHS-pictogram-pollu.svg
Danger
H317, H334, H341, H350i, H360D, H372, H410
P260, P285, P302+P352, P321, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Nickel formate is the nickel salt of formic acid with the chemical formula Ni(HCOO)2.

Contents

Synthesis and structure

Nickel formate can be obtained by reacting nickel(II) acetate or nickel(II) hydroxide [3] with formic acid. [5]

Ni(OH)2 + 2HCOOH → Ni(HCOO)2 + 2 H2O

Nickel formate can also be synthesized by the reaction of sodium formate with nickel (II) sulphate. [3]

Characteristics

As a dihydrate, nickel formate is a green, odorless, non-flammable solid that is sparingly soluble in water. [2] The compound has a monoclinic crystal structure. [3] The anhydride forms on careful heating at 130–140 °C. [6] When heated in a vacuum to 300 °C, pure nickel is formed: [5]

Ni(HCO2)2(H2O)2 → Ni + 2 CO2 + 2 H2O + H2

Such fine powders are useful as hydrogenation catalysts. [7]

Use

Nickel formate is used in the production of nickel and other nickel compounds such as nickel catalysts. [4]

Related Research Articles

<span class="mw-page-title-main">Formic acid</span> Simplest carboxylic acid (HCOOH)

Formic acid, systematically named methanoic acid, is the simplest carboxylic acid, and has the chemical formula HCOOH and structure H−C(=O)−O−H. It is an important intermediate in chemical synthesis and occurs naturally, most notably in some ants. Esters, salts and the anion derived from formic acid are called formates. Industrially, formic acid is produced from methanol.

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

Nickel carbonyl (IUPAC name: tetracarbonylnickel) is a nickel(0) organometallic compound with the formula Ni(CO)4. This colorless liquid is the principal carbonyl of nickel. It is an intermediate in the Mond process for producing very high-purity nickel and a reagent in organometallic chemistry, although the Mond Process has fallen out of common usage due to the health hazards in working with the compound. Nickel carbonyl is one of the most dangerous substances yet encountered in nickel chemistry due to its very high toxicity, compounded with high volatility and rapid skin absorption.

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

Formamide is an amide derived from formic acid. It is a colorless liquid which is miscible with water and has an ammonia-like odor. It is chemical feedstock for the manufacture of sulfa drugs and other pharmaceuticals, herbicides and pesticides, and in the manufacture of hydrocyanic acid. It has been used as a softener for paper and fiber. It is a solvent for many ionic compounds. It has also been used as a solvent for resins and plasticizers. Some astrobiologists suggest that it may be an alternative to water as the main solvent in other forms of life.

Dimethylformamide is an organic compound with the formula (CH3)2NC(O)H. Commonly abbreviated as DMF (although this initialism is sometimes used for dimethylfuran, or dimethyl fumarate), this colourless liquid is miscible with water and the majority of organic liquids. DMF is a common solvent for chemical reactions. Dimethylformamide is odorless, but technical-grade or degraded samples often have a fishy smell due to impurity of dimethylamine. Dimethylamine degradation impurities can be removed by sparging samples with an inert gas such as argon or by sonicating the samples under reduced pressure. As its name indicates, it is structurally related to formamide, having two methyl groups in the place of the two hydrogens. DMF is a polar (hydrophilic) aprotic solvent with a high boiling point. It facilitates reactions that follow polar mechanisms, such as SN2 reactions.

<span class="mw-page-title-main">Formate</span> Salt or ester of formic acid

Formate is the conjugate base of formic acid. Formate is an anion or its derivatives such as ester of formic acid. The salts and esters are generally colorless.

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

Nickel(II) chloride (or just nickel chloride) is the chemical compound NiCl2. The anhydrous salt is yellow, but the more familiar hydrate NiCl2·6H2O is green. Nickel(II) chloride, in various forms, is the most important source of nickel for chemical synthesis. The nickel chlorides are deliquescent, absorbing moisture from the air to form a solution. Nickel salts have been shown to be carcinogenic to the lungs and nasal passages in cases of long-term inhalation exposure.

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

Raney nickel, also called spongy nickel, is a fine-grained solid composed mostly of nickel derived from a nickel–aluminium alloy. Several grades are known, of which most are gray solids. Some are pyrophoric, but most are used as air-stable slurries. Raney nickel is used as a reagent and as a catalyst in organic chemistry. It was developed in 1926 by American engineer Murray Raney for the hydrogenation of vegetable oils. Raney is a registered trademark of W. R. Grace and Company. Other major producers are Evonik and Johnson Matthey.

Hypophosphorous acid (HPA), or phosphinic acid, is a phosphorus oxyacid and a powerful reducing agent with molecular formula H3PO2. It is a colorless low-melting compound, which is soluble in water, dioxane and alcohols. The formula for this acid is generally written H3PO2, but a more descriptive presentation is HOP(O)H2, which highlights its monoprotic character. Salts derived from this acid are called hypophosphites.

<span class="mw-page-title-main">Metal carbonyl</span> Coordination complexes of transition metals with carbon monoxide ligands

Metal carbonyls are coordination complexes of transition metals with carbon monoxide ligands. Metal carbonyls are useful in organic synthesis and as catalysts or catalyst precursors in homogeneous catalysis, such as hydroformylation and Reppe chemistry. In the Mond process, nickel tetracarbonyl is used to produce pure nickel. In organometallic chemistry, metal carbonyls serve as precursors for the preparation of other organometallic complexes.

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

Nickel(II) iodide is an inorganic compound with the formula NiI2. This paramagnetic black solid dissolves readily in water to give bluish-green solutions, from which crystallizes the aquo complex [Ni(H2O)6]I2 (image above). This bluish-green colour is typical of hydrated nickel(II) compounds. Nickel iodides find some applications in homogeneous catalysis.

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

Nickel(II) oxide is the chemical compound with the formula NiO. It is the principal oxide of nickel. It is classified as a basic metal oxide. Several million kilograms are produced annually of varying quality, mainly as an intermediate in the production of nickel alloys. The mineralogical form of NiO, bunsenite, is very rare. Other nickel(III) oxides have been claimed, for example: Ni
2
O
3
and NiO
2
, but they have yet to be proven by X-ray crystallography.

<span class="mw-page-title-main">Organonickel chemistry</span>

Organonickel chemistry is a branch of organometallic chemistry that deals with organic compounds featuring nickel-carbon bonds. They are used as a catalyst, as a building block in organic chemistry and in chemical vapor deposition. Organonickel compounds are also short-lived intermediates in organic reactions. The first organonickel compound was nickel tetracarbonyl Ni(CO)4, reported in 1890 and quickly applied in the Mond process for nickel purification. Organonickel complexes are prominent in numerous industrial processes including carbonylations, hydrocyanation, and the Shell higher olefin process.

Carbonylation refers to reactions that introduce carbon monoxide into organic and inorganic substrates. Carbon monoxide is abundantly available and conveniently reactive, so it is widely used as a reactant in industrial chemistry. The term carbonylation also refers to oxidation of protein side chains.

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

Manganese(II) oxide is an inorganic compound with chemical formula MnO. It forms green crystals. The compound is produced on a large scale as a component of fertilizers and food additives.

Organoplatinum chemistry is the chemistry of organometallic compounds containing a carbon to platinum chemical bond, and the study of platinum as a catalyst in organic reactions. Organoplatinum compounds exist in oxidation state 0 to IV, with oxidation state II most abundant. The general order in bond strength is Pt-C (sp) > Pt-O > Pt-N > Pt-C (sp3). Organoplatinum and organopalladium chemistry are similar, but organoplatinum compounds are more stable and therefore less useful as catalysts.

Metal carbon dioxide complexes are coordination complexes that contain carbon dioxide ligands. Aside from the fundamental interest in the coordination chemistry of simple molecules, studies in this field are motivated by the possibility that transition metals might catalyze useful transformations of CO2. This research is relevant both to organic synthesis and to the production of "solar fuels" that would avoid the use of petroleum-based fuels.

Nickel boride is the common name of materials composed chiefly of the elements nickel and boron that are widely used as catalysts in organic chemistry. Their approximate chemical composition is Ni2.5B, and they are often incorrectly denoted "Ni
2
B
" in organic chemistry publications.

Nickel compounds are chemical compounds containing the element nickel which is a member of the group 10 of the periodic table. Most compounds in the group have an oxidation state of +2. Nickel is classified as a transition metal with nickel(II) having much chemical behaviour in common with iron(II) and cobalt(II). Many salts of nickel(II) are isomorphous with salts of magnesium due to the ionic radii of the cations being almost the same. Nickel forms many coordination complexes. Nickel tetracarbonyl was the first pure metal carbonyl produced, and is unusual in its volatility. Metalloproteins containing nickel are found in biological systems.

The nickel organic acid salts are organic acid salts of nickel. In many of these the ionised organic acid acts as a ligand.

<span class="mw-page-title-main">Nickel(II) perchlorate</span> Compound of nickel

Nickel(II) perchlorate is a inorganic compound with the chemical formula of Ni(ClO4)2, and it is a strong oxidizing agent. Its colours are different depending on water. For example, the hydrate forms cyan crystals, the pentahydrate forms green crystals, but the hexahydrate (Ni(ClO4)2·6H2O) forms blue crystals.

References

  1. "Nickel formate".
  2. 1 2 3 4 5 6 7 8 Record of Nickeldiformat in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 2016-07-23.
  3. 1 2 3 4 5 NLM Hazardous Substances Data Bank entry for [ ]
  4. 1 2 Milne, G. W. A. (2005). Gardner's Commercially Important Chemicals Synonyms, Trade Names, and Properties. John Wiley & Sons. p. 738. ISBN   0-471-73661-9.
  5. 1 2 Kotz, John; Treichel, Paul; Townsend, John (2009). Chemistry and Chemical Reactivity, Enhanced Edition. Cengage Learning. p. 335. ISBN   978-0-495-39029-9.
  6. Falbe, Jürgen; Regitz, Manfred (2014). RÖMPP Lexikon Chemie, 10. Auflage, 1996-1999 Band 4: M - Pk. Georg Thieme Verlag. p. 2238. ISBN   978-3-13-200031-5.
  7. Werner Reutemann and Heinz Kieczka "Formic Acid" in Ullmann's Encyclopedia of Industrial Chemistry 2002, Wiley-VCH, Weinheim. doi : 10.1002/14356007.a12_013