Organokrypton chemistry

Last updated

Organokrypton chemistry describes the synthesis and properties of organokrypton compounds, chemical compounds containing a carbon to krypton chemical bond.

Far fewer such compounds are known than organoxenon compounds. The first organokrypton compound, HKrCCH, was reported in 2003 and made by photolytic insertion of a krypton atom into acetylene. [1] Similar work was then done on diacetylene and cyanoacetylene, producing HKrC4H and HKrC3N. [2] All these were made in matrix isolation and are stable up to 40 K. [3] HKrCCF and HCCKrF have also been experimentally produced in matrix isolation. [4]

Dications generated by dissociative electron ionisation of 2,4,6-trimethylpyridine react with krypton to form the organokrypton cations C8H7NKr2+ and C8H8NKr2+. [5] Reaction of acetylene dications with krypton produced HCCKr2+. [6]

Related Research Articles

<span class="mw-page-title-main">Argon</span> Chemical element, symbol Ar and atomic number 18

Argon is a chemical element with the symbol Ar and atomic number 18. It is in group 18 of the periodic table and is a noble gas. Argon is the third-most abundant gas in Earth's atmosphere, at 0.934%. It is more than twice as abundant as water vapor, 23 times as abundant as carbon dioxide, and more than 500 times as abundant as neon. Argon is the most abundant noble gas in Earth's crust, comprising 0.00015% of the crust.

<span class="mw-page-title-main">Acetylene</span> Hydrocarbon compound (HC≡CH)

Acetylene is the chemical compound with the formula C2H2 and structure H−C≡C−H. It is a hydrocarbon and the simplest alkyne. This colorless gas is widely used as a fuel and a chemical building block. It is unstable in its pure form and thus is usually handled as a solution. Pure acetylene is odorless, but commercial grades usually have a marked odor due to impurities such as divinyl sulfide and phosphine.

<span class="mw-page-title-main">Noble gas</span> Group of low-reactive, gaseous chemical elements

The noble gases make up a class of chemical elements with similar properties; under standard conditions, they are all odorless, colorless, monatomic gases with very low chemical reactivity. The six naturally occurring noble gases are helium (He), neon (Ne), argon (Ar), krypton (Kr), xenon (Xe), and the radioactive radon (Rn).

<span class="mw-page-title-main">Xenon</span> Chemical element, symbol Xe and atomic number 54

Xenon is a chemical element with the symbol Xe and atomic number 54. It is a dense, colorless, odorless noble gas found in Earth's atmosphere in trace amounts. Although generally unreactive, it can undergo a few chemical reactions such as the formation of xenon hexafluoroplatinate, the first noble gas compound to be synthesized.

In chemistry, noble gas compounds are chemical compounds that include an element from the noble gases, group 18 of the periodic table. Although the noble gases are generally unreactive elements, many such compounds have been observed, particularly involving the element xenon.

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

Sulfur monoxide is an inorganic compound with formula SO. It is only found as a dilute gas phase. When concentrated or condensed, it converts to S2O2 (disulfur dioxide). It has been detected in space but is rarely encountered intact otherwise.

<span class="mw-page-title-main">Matrix isolation</span> Experimental chemistry technique

Matrix isolation is an experimental technique used in chemistry and physics. It generally involves a material being trapped within an unreactive matrix. A host matrix is a continuous solid phase in which guest particles are embedded. The guest is said to be isolated within the host matrix. Initially the term matrix-isolation was used to describe the placing of a chemical species in any unreactive material, often polymers or resins, but more recently has referred specifically to gases in low-temperature solids. A typical matrix isolation experiment involves a guest sample being diluted in the gas phase with the host material, usually a noble gas or nitrogen. This mixture is then deposited on a window that is cooled to below the melting point of the host gas. The sample may then be studied using various spectroscopic procedures.

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

Argon fluorohydride or argon hydrofluoride is an inorganic compound with the chemical formula HArF. It is a compound of the chemical element argon.

<span class="mw-page-title-main">Krypton</span> Chemical element, symbol Kr and atomic number 36

Krypton is a chemical element with the symbol Kr and atomic number 36. It is a colorless, odorless, tasteless noble gas that occurs in trace amounts in the atmosphere and is often used with other rare gases in fluorescent lamps. Krypton is chemically inert.

Lithium superoxide is an unstable inorganic salt with formula LiO2. A radical compound, it can be produced at low temperature in matrix isolation experiments, or in certain nonpolar, non-protic solvents. Lithium superoxide is also a transient species during the reduction of oxygen in a lithium–air galvanic cell, and serves as a main constraint on possible solvents for such a battery. For this reason, it has been investigated thoroughly using a variety of methods, both theoretical and spectroscopic.

<span class="mw-page-title-main">Oxocarbon</span> Chemical compounds made of only carbon and oxygen

In chemistry, an oxocarbon or oxide of carbon is a chemical compound consisting only of carbon and oxygen. The simplest and most common oxocarbons are carbon monoxide (CO) and carbon dioxide. Many other stable or metastable oxides of carbon are known, but they are rarely encountered, such as carbon suboxide and mellitic anhydride.

A hexafluoride is a chemical compound with the general formula QXnF6, QXnF6m−, or QXnF6m+. Many molecules fit this formula. An important hexafluoride is hexafluorosilicic acid (H2SiF6), which is a byproduct of the mining of phosphate rock. In the nuclear industry, uranium hexafluoride (UF6) is an important intermediate in the purification of this element.

Binary compounds of hydrogen are binary chemical compounds containing just hydrogen and one other chemical element. By convention all binary hydrogen compounds are called hydrides even when the hydrogen atom in it is not an anion. These hydrogen compounds can be grouped into several types.

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

Indium trihydride is an inorganic compound with the chemical formula. It has been observed in matrix isolation and laser ablation experiments. Gas phase stability has been predicted. The infrared spectrum was obtained in the gas phase by laser ablation of indium in presence of hydrogen gas InH3 is of no practical importance.

Mercury(I) hydride is an inorganic compound with the chemical formula HgH. It has not yet been obtained in bulk, hence its bulk properties remain unknown. However, molecular mercury(I) hydrides with the formulae HgH and Hg
2
H
2
have been isolated in solid gas matrices. The molecular hydrides are very unstable toward thermal decomposition. As such the compound is not well characterised, although many of its properties have been calculated via computational chemistry.

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

Hexamethylbenzene, also known as mellitene, is a hydrocarbon with the molecular formula C12H18 and the condensed structural formula C6(CH3)6. It is an aromatic compound and a derivative of benzene, where benzene's six hydrogen atoms have each been replaced by a methyl group. In 1929, Kathleen Lonsdale reported the crystal structure of hexamethylbenzene, demonstrating that the central ring is hexagonal and flat and thereby ending an ongoing debate about the physical parameters of the benzene system. This was a historically significant result, both for the field of X-ray crystallography and for understanding aromaticity.

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

Mercury(II) hydride is an inorganic compound with the chemical formula HgH
2
. It is both thermodynamically and kinetically unstable at ambient temperature, and as such, little is known about its bulk properties. However, it known as a white, crystalline solid, which is kinetically stable at temperatures below −125 °C (−193 °F), which was synthesised for the first time in 1951.

Fluorine forms a great variety of chemical compounds, within which it always adopts an oxidation state of −1. With other atoms, fluorine forms either polar covalent bonds or ionic bonds. Most frequently, covalent bonds involving fluorine atoms are single bonds, although at least two examples of a higher order bond exist. Fluoride may act as a bridging ligand between two metals in some complex molecules. Molecules containing fluorine may also exhibit hydrogen bonding. Fluorine's chemistry includes inorganic compounds formed with hydrogen, metals, nonmetals, and even noble gases; as well as a diverse set of organic compounds. For many elements the highest known oxidation state can be achieved in a fluoride. For some elements this is achieved exclusively in a fluoride, for others exclusively in an oxide; and for still others the highest oxidation states of oxides and fluorides are always equal.

Neon compounds are chemical compounds containing the element neon (Ne) with other molecules or elements from the periodic table. Compounds of the noble gas neon were believed not to exist, but there are now known to be molecular ions containing neon, as well as temporary excited neon-containing molecules called excimers. Several neutral neon molecules have also been predicted to be stable, but are yet to be discovered in nature. Neon has been shown to crystallize with other substances and form clathrates or Van der Waals solids.

Argon compounds, the chemical compounds that contain the element argon, are rarely encountered due to the inertness of the argon atom. However, compounds of argon have been detected in inert gas matrix isolation, cold gases, and plasmas, and molecular ions containing argon have been made and also detected in space. One solid interstitial compound of argon, Ar1C60 is stable at room temperature. Ar1C60 was discovered by the CSIRO.

References

  1. Khriachtchev, Leonid; Tanskanen, Hanna; Cohen, Arik; Gerber, R. Benny; Lundell, Jan; Pettersson, Mika; Kiljunen, Harri; Räsänen, Markku (2003). "A Gate to Organokrypton Chemistry: HKrCCH". Journal of the American Chemical Society. 125 (23): 6876–6877. doi:10.1021/ja0355269. PMID   12783534.
  2. Khriachtchev, Leonid; Räsänen, Markku; Gerber, R. Benny (2009). "Noble-Gas Hydrides: New Chemistry at Low Temperatures". Accounts of Chemical Research. 42 (1): 183–191. doi:10.1021/ar800110q. PMID   18720951.
  3. Bartlett, Neil (2003). "The Noble Gases". Chemical and Engineering News. 81 (36): 32–34. doi:10.1021/cen-v081n036.p032.
  4. Khriachtchev, Leonid; Domanskaya, Alexandra; Lundell, Jan; Akimov, Alexander; Räsänen, Markku; Misochko, Eugenii (2010). "Matrix-Isolation and ab Initio Study of HNgCCF and HCCNgF Molecules (Ng = Ar, Kr, and Xe)". The Journal of Physical Chemistry A. 114 (12): 4181–4187. Bibcode:2010JPCA..114.4181K. doi:10.1021/jp1001622. hdl: 10138/23938 . PMID   20205379.
  5. Zins, Emilie-Laure; Schröder, Detlef (2011). "Influence of the structure of medium-sized aromatic precursors on the reactivity of their dications towards rare gases". International Journal of Mass Spectrometry. 299 (1): 53–58. Bibcode:2011IJMSp.299...53Z. doi:10.1016/j.ijms.2010.09.017.
  6. Ascenzi, Daniela; Tosi, Paolo; Roithová, Jana; Ricketts, Claire L.; Schröder, Detlef; Lockyer, Jessica F.; Parkes, Michael A.; Price, Stephen D. (2008). "Generation of the organo-rare gas dications HCCRg2+ (Rg = Ar and Kr) in the reaction of acetylene dications with rare gases". Physical Chemistry Chemical Physics. 10 (47): 7121–7128. Bibcode:2008PCCP...10.7121A. doi:10.1039/B810398D. PMID   19039346.