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Gallium(I) Iodide
Gallium monoiodide is an inorganic gallium compound with the formula GaI or Ga4I4. It is a pale green solid and mixed valent gallium compound, which can contain gallium in the 0, +1, +2, and +3 oxidation states. It is used as a pathway for many gallium-based products. Unlike the Gallium halides, gallium(I) halides first crystallographically characterized, gallium monoiodide has a more facile synthesis allowing a synthetic route to many low-valent gallium compounds. Synthesis In 1990, Malcolm Green (chemist), Malcolm Green synthesized gallium monoiodide by the Sonication, ultrasonication of liquid gallium metal with iodine in toluene yielding a pale green powder referred to as gallium monoiodide. The chemical composition of gallium monoiodide was not determined until the early to mid-2010s despite its simple synthesis. In 2012, the pale green gallium monoiodide was determined to be a combination of gallium metal and gallium(I,III) iodide, having the chemical composition [Ga0]2[Ga+] ...
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Gallium
Gallium is a chemical element; it has Chemical symbol, symbol Ga and atomic number 31. Discovered by the French chemist Paul-Émile Lecoq de Boisbaudran in 1875, elemental gallium is a soft, silvery metal at standard temperature and pressure. In its liquid state, it becomes silvery white. If enough force is applied, solid gallium may fracture conchoidal fracture, conchoidally. Since its discovery in 1875, gallium has widely been used to make alloys with low melting points. It is also used in semiconductors, as a dopant in semiconductor substrates. The melting point of gallium, , is used as a temperature reference point. Gallium alloys are used in thermometers as a non-toxic and environmentally friendly alternative to Mercury (element), mercury, and can withstand higher temperatures than mercury. A melting point of , well below the freezing point of water, is claimed for the alloy galinstan (62–⁠95% gallium, 5–⁠22% indium, and 0–⁠16% tin by weight), but that may be t ...
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Phosphines
Organophosphines are organophosphorus compounds with the formula PR''n''H3−''n'', where R is an organic substituent. These compounds can be classified according to the value of ''n'': primary phosphines (''n'' = 1), secondary phosphines (''n'' = 2), tertiary phosphines (''n'' = 3). All adopt pyramidal structures. Organophosphines are generally colorless, lipophilic liquids or solids. The parent of the organophosphines is phosphine (PH3). Annette Schier and Hubert Schmidbaur"P-Donor Ligands" in Encyclopedia of Inorganic Chemistry 2006, Wiley-VCH, Weinheim. 1° vs 2° vs 3° phosphines Organophophines are classified according to the number of organic substituents. Primary phosphines Primary (1°) phosphines, with the formula RPH2, in principle are derived by alkylation of phosphine. Some simple alkyl derivatives such as methylphosphine (CH3PH2) can be prepared by alkylation of phosphine in the presence of base: : (M = Li, Na, K) A more common syn ...
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Carbon–carbon Bond
A carbon–carbon bond is a covalent bond between two carbon atoms. The most common form is the single bond: a bond composed of two electrons, one from each of the two atoms. The carbon–carbon single bond is a sigma bond and is formed between one hybridized orbital from each of the carbon atoms. In ethane, the orbitals are sp3- hybridized orbitals, but single bonds formed between carbon atoms with other hybridizations do occur (e.g. sp2 to sp2). In fact, the carbon atoms in the single bond need not be of the same hybridization. Carbon atoms can also form double bonds in compounds called alkenes or triple bonds in compounds called alkynes. A double bond is formed with an sp2-hybridized orbital and a p-orbital that is not involved in the hybridization. A triple bond is formed with an sp-hybridized orbital and two p-orbitals from each atom. The use of the p-orbitals forms a pi bond. Chains and branching Carbon is one of the few elements that can form long chains of its own atoms, a ...
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Bipyridine
Bipyridines are a family of organic compounds with the formula (C5H4N)2, consisting of two pyridyl (C5H4N) rings. Pyridine is an aromatic nitrogen-containing heterocycle. The bipyridines are all colourless solids, which are soluble in organic solvents and slightly soluble in water. Bipyridines, especially the 4,4' isomer, are mainly of significance in pesticides. Six isomers of bipyridine exist, but two are prominent. 2,2′-bipyridine, also known as bipyridyl, dipyridyl, and dipyridine, is a popular ligand in coordination chemistry 2,2′-Bipyridine 2,2′-Bipyridine (2,2′-bipy) is a chelating ligand that forms complexes with most transition metal ions that are of broad academic interest. Many of these complexes have distinctive optical properties, and some are of interest for analysis. Its complexes are used in studies of electron and energy transfer, supramolecular, and materials chemistry, and catalysis. 2,2′-Bipyridine is used in the manufacture of diquat. 4, ...
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NacNac
NacNac is a class of anionic bidentate ligands. 1,3-Diketimines are often referred to as "HNacNac", a modification of the abbreviation Hacetylacetone, acac used for 1,3-diketones. These species can exist as a mixture of tautomers. Preparation of ligands and complexes Acetylacetone and related 1,3-diketones Condensation reaction, condense with primary alkyl- or arylamines resulting in replacement of the carbonyl oxygen atoms with NR groups, where R = aryl, alkyl. To prepare 1,3-diketimines from Steric effects, bulky amines, e.g. 2,4,6-Trimethylaniline, 2,4,6-trimethylanilines, prolonged reaction times are required. 2,6-Diisopropylaniline is a common bulky building block. Deprotonation of HNacNac compounds affords anionic bidentate ligands that form a variety of coordination complexes. Some derivatives with large Side chain, R groups can be used to stabilize low valent p-block, main group and transition metal complexes. Unlike the situation for the acetylacetonates, the steric pro ...
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Potassium
Potassium is a chemical element; it has Symbol (chemistry), symbol K (from Neo-Latin ) and atomic number19. It is a silvery white metal that is soft enough to easily cut with a knife. Potassium metal reacts rapidly with atmospheric oxygen to form flaky white potassium peroxide in only seconds of exposure. It was first isolated from potash, the ashes of plants, from which its name derives. In the periodic table, potassium is one of the alkali metals, all of which have a single valence electron in the outer electron shell, which is easily removed to create cation, an ion with a positive charge (which combines with anions to form salts). In nature, potassium occurs only in ionic salts. Elemental potassium reacts vigorously with water, generating sufficient heat to ignite hydrogen emitted in the reaction, and burning with a lilac-flame color, colored flame. It is found dissolved in seawater (which is 0.04% potassium by weight), and occurs in many minerals such as orthoclase, a ...
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Diimine
Diimines are organic compounds containing two imine (RCH=NR') groups. Common derivatives are 1,2-diimines and 1,3-diimines. These compounds are used as ligands, but they are also precursors to other organic compounds. Preparation Diimines are prepared by condensation reactions where a dialdehyde or diketone is treated with amine and water is eliminated. Many are derived from the condensation of 1,2-diketones and dialdehydes with amines, often anilines. The dialdehyde glyoxal is an especially common precursor. Similar methods are used to prepare Schiff bases and oximes. 1,2-Diimines The 1,2-diimines are also called α-diimines and 1,4-diazabutadienes. An example is glyoxal-bis(mesitylimine), a yellow solid that is synthesized by condensation of 2,4,6-trimethylaniline and glyoxal. 2,2'-Bipyridine is a 1,2-diimine. 1,2-Diketimines are “ non-innocent ligands”, akin to the dithiolenes. : 1,3-Diimines For example, acetylacetone (2,4-pentanedione) and a primary ...
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Isopropyl
In organic chemistry, a propyl group is a three-carbon alkyl substituent with chemical formula for the linear form. This substituent form is obtained by removing one hydrogen atom attached to the terminal carbon of propane. A propyl substituent is often represented in organic chemistry with the symbol Pr (not to be confused with the element praseodymium). An isomeric form of propyl is obtained by moving the point of attachment from a terminal carbon atom to the central carbon atom, named isopropyl or 1-methylethyl. To maintain four substituents on each carbon atom, one hydrogen atom has to be moved from the middle carbon atom to the carbon atom which served as attachment point in the ''n''-propyl variant, written as . Linear propyl is sometimes termed normal and hence written with a prefix ''n''- (i.e., ''n-''propyl), as the absence of the prefix ''n''- does not indicate which attachment point is chosen, i.e. absence of prefix does not automatically exclude the possibility of ...
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Persistent Carbene
A persistent carbene (also known as stable carbene) is an organic molecule whose natural resonance structure has a carbon atom with octet rule, incomplete octet (a carbene), but does not exhibit the tremendous instability typically associated with such moieties. The best-known examples and by far largest subgroup are the ''N''-heterocyclic carbenes (NHC) (sometimes called Arduengo carbenes), in which nitrogen atoms flank the formal carbene. Modern theoretical analysis suggests that the term "persistent carbene" is in fact a misnomer. Persistent carbenes do not in fact have a carbene electronic structure in their ground state, but instead an ylide stabilized by Aromaticity, aromatic resonance or steric shielding. Excitation to a carbene structure then accounts for the carbene-like dimerization that some persistent carbenes undergo over the course of days. Persistent carbenes in general, and Arduengo carbenes in particular, are popular ligands in organometallic chemistry. Histor ...
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Triphenylstibine
Triphenylstibine is the chemical compound with the formula Sb(C6H5)3, which is often abbreviated SbPh3, This colourless solid is a common organoantimony(III) compound. It serves as a ligand in coordination chemistry and as a reagent in organic synthesis. Like the related molecules triphenylamine, triphenylphosphine and triphenylarsine, SbPh3 is pyramidal with a propeller-like arrangement of the phenyl groups. The Sb-C distances average 2.14-2.17 Å and the C-Sb-C angles are 95°. Synthesis and reactions Triphenylstibine was first reported in 1886, being prepared from antimony trichloride and chlorobenzene: :6 Na + 3 C6H5Cl + SbCl3 → (C6H5)3Sb + 6 NaCl In an alternative method, phenylmagnesium bromide is treated with SbCl3. Upon treatment with antimony trichloride, triphenylstibine undergoes a redistribution reaction: : Stiboranes can be synthesised from triphenylstibine by halogenation: : As confirmed by X-ray crystallography X-ray crystallography is the experiment ...
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Disproportionation
In chemistry, disproportionation, sometimes called dismutation, is a redox reaction in which one compound of intermediate oxidation state converts to two compounds, one of higher and one of lower oxidation state. The reverse of disproportionation, such as when a compound in an intermediate oxidation state is formed from precursors of lower and higher oxidation states, is called ''comproportionation'', also known as ''symproportionation''. More generally, the term can be applied to any desymmetrizing reaction where two molecules of one type react to give one each of two different types: : This expanded definition is not limited to redox reactions, but also includes some molecular autoionization reactions, such as the self-ionization of water. In contrast, some authors use the term ''redistribution'' to refer to reactions of this type (in either direction) when only ligand exchange but no redox is involved and distinguish such processes from disproportionation and comproportionati ...
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