1-Butyl-3-methylimidazolium tetrachloroferrate

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1-Butyl-3-methylimidazolium tetrachloroferrate
1-Butyl-3-methylimidazolium tetrachloroferrate.svg
Identifiers
3D model (JSmol)
ECHA InfoCard 100.203.250 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
  • CCCCN1C=C[N+](=C1)C.Cl[Fe-](Cl)(Cl)Cl
Properties
C8H15Cl4FeN2
Molar mass 336.87 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

1-Butyl-3-methylimidazolium tetrachloroferrate is a magnetic ionic liquid. It can be obtained from 1-butyl-3-methylimidazolium chloride and ferric chloride. It has quite low water solubility. [1] [2]

Due to the presence of the high spin FeCl4 anion, the liquid is paramagnetic and a magnetic susceptibility of 40.6 × 10−6 emu g−1 is reported. A simple small neodymium magnet suffices to attract the liquid in a test tube.

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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">Acyl group</span> Chemical group (R–C=O)

In chemistry, an acyl group is a moiety derived by the removal of one or more hydroxyl groups from an oxoacid, including inorganic acids. It contains a double-bonded oxygen atom and an alkyl group. In organic chemistry, the acyl group is usually derived from a carboxylic acid, in which case it has the formula RCO−, where R represents an alkyl group that is linked to the carbon atom of the group by a single bond. Although the term is almost always applied to organic compounds, acyl groups can in principle be derived from other types of acids such as sulfonic acids and phosphonic acids. In the most common arrangement, acyl groups are attached to a larger molecular fragment, in which case the carbon and oxygen atoms are linked by a double bond.

Extractive metallurgy is a branch of metallurgical engineering wherein process and methods of extraction of metals from their natural mineral deposits are studied. The field is a materials science, covering all aspects of the types of ore, washing, concentration, separation, chemical processes and extraction of pure metal and their alloying to suit various applications, sometimes for direct use as a finished product, but more often in a form that requires further working to achieve the given properties to suit the applications.

<span class="mw-page-title-main">Precipitation (chemistry)</span> Chemical process leading to the settling of an insoluble solid from a solution

In an aqueous solution, precipitation is the process of transforming a dissolved substance into an insoluble solid from a super-saturated solution. The solid formed is called the precipitate. In case of an inorganic chemical reaction leading to precipitation, the chemical reagent causing the solid to form is called the precipitant.

<span class="mw-page-title-main">Titanium tetrachloride</span> Inorganic chemical compound

Titanium tetrachloride is the inorganic compound with the formula TiCl4. It is an important intermediate in the production of titanium metal and the pigment titanium dioxide. TiCl4 is a volatile liquid. Upon contact with humid air, it forms thick clouds of titanium dioxide and hydrochloric acid, a reaction that was formerly exploited for use in smoke machines. It is sometimes referred to as "tickle" or "tickle 4" due to the phonetic resemblance of its molecular formula to the word.

<span class="mw-page-title-main">Ionic liquid</span>

An ionic liquid (IL) is a salt in the liquid state. In some contexts, the term has been restricted to salts whose melting point is below a specific temperature, such as 100 °C (212 °F). While ordinary liquids such as water and gasoline are predominantly made of electrically neutral molecules, ionic liquids are largely made of ions. These substances are variously called liquid electrolytes, ionic melts, ionic fluids, fused salts, liquid salts, or ionic glasses.

The Heck reaction is the chemical reaction of an unsaturated halide with an alkene in the presence of a base and a palladium catalyst to form a substituted alkene. It is named after Tsutomu Mizoroki and Richard F. Heck. Heck was awarded the 2010 Nobel Prize in Chemistry, which he shared with Ei-ichi Negishi and Akira Suzuki, for the discovery and development of this reaction. This reaction was the first example of a carbon-carbon bond-forming reaction that followed a Pd(0)/Pd(II) catalytic cycle, the same catalytic cycle that is seen in other Pd(0)-catalyzed cross-coupling reactions. The Heck reaction is a way to substitute alkenes.

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

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<span class="mw-page-title-main">1-Butyl-3-methylimidazolium hexafluorophosphate</span> Chemical compound

1-Butyl-3-methylimidazolium hexafluorophosphate, also known as BMIM-PF6, is a viscous, colourless, hydrophobic and non-water-soluble ionic liquid with a melting point of -8 °C. Together with 1-butyl-3-methylimidazolium tetrafluoroborate, BMIM-BF4, it is one of the most widely studied ionic liquids. It is known to very slowly decompose in the presence of water.

A multiphasic liquid is a mixture consisting of more than two immiscible liquid phases. Biphasic mixtures consisting of two immiscible phases are very common and usually consist of an organic solvent and an aqueous phase.

<span class="mw-page-title-main">Hexafluorophosphate</span> Anion with the chemical formula PF6–

Hexafluorophosphate is an anion with chemical formula of [PF6]. It is an octahedral species that imparts no color to its salts. [PF6] is isoelectronic with sulfur hexafluoride, SF6, and the hexafluorosilicate dianion, [SiF6]2−, and hexafluoroantimonate [SbF6]. In this anion, phosphorus has a valence of 5. Being poorly nucleophilic, hexafluorophosphate is classified as a non-coordinating anion.

<span class="mw-page-title-main">1-Methylimidazole</span> Chemical compound

1-Methylimidazole or N-methylimidazole is an aromatic heterocyclic organic compound with the formula CH3C3H3N2. It is a colourless liquid that is used as a specialty solvent, a base, and as a precursor to some ionic liquids. It is a fundamental nitrogen heterocycle and as such mimics for various nucleoside bases as well as histidine and histamine.

<span class="mw-page-title-main">C4mim</span> Chemical compound

C4mim is a shorthand for the 1-n-butyl-3-methylimidazolium cation; where C4 refers to the butyl group. It is also abbreviated Bmim, and (rarely) Bumim. Salts containing this imidazole cation are ionic liquids. A common example of such is [C4mim][Cl], or 1-n-butyl-3-methylimidazolium chloride. Other examples include BMIM-PF6, [Bmim]BF4 and C4mim-FeCl4, the latter of which is a magnetic ionic liquid.

<span class="mw-page-title-main">1-Ethyl-3-methylimidazolium chloride</span> Chemical compound

1-Ethyl-3-methylimidazolium chloride or [EMIM]Cl is an ionic liquid that can be used in cellulose processing. The cation consists of a five-membered ring with two nitrogen and three carbon atoms, i.e. a derivative of imidazole, with ethyl and methyl groups substituted at the two nitrogen atoms. Its melting point is 77–79 °C.

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

Tetrachloroferrate is the polyatomic ion having chemical formula FeCl−4. The metallate can be formed when ferric chloride abstracts a chloride ion from various other chloride salts. The resulting tetrachloroferrate salts are typically soluble in non-polar solvents. The tetrachloroferrate anion, with iron(III) in the center, has tetrahedral geometry. It is useful as a non-coordinating anion comparable to perchlorate. Several organoammonium salts have been studied for their novel material properties. 1-Butyl-3-methylimidazolium tetrachloroferrate is one of several ionic liquids that are magnetic. Trimethylchloromethyl ammonium tetrachloroferrate is a plastic crystal that can behave as a molecular switch in response to several different types of inputs.

References

  1. Satoshi Hayashi; Hiro-o Hamaguchi (2004). "Discovery of a Magnetic Ionic Liquid [bmim]FeCl4". Chemistry Letters . 33 (18): 1590–1591. doi:10.1246/cl.2004.1590.
  2. Satoshi Hayashi; Satyen Saha; Hiro-o Hamaguchi (2006). "A new class of magnetic fluids: bmim[FeCl4] and nbmim[FeCl4] ionic liquids". IEEE Transactions on Magnetics . 42 (1): 12–14. Bibcode:2006ITM....42...12H. doi:10.1109/TMAG.2005.854875. S2CID   42347833.