In chemistry, methanium is a complex positive ion with formula (metastable transitional form, a carbon atom covalently bonded to five hydrogen atoms) or (fluxional form, namely a molecule with one carbon atom covalently bonded to three hydrogen atoms and one dihydrogen molecule), bearing a +1 electric charge. It is a superacid and one of the onium ions, indeed the simplest carbonium ion.
It is highly unstable and highly reactive even upon having a complete octet, thus granting its superacidic properties.
Methanium can be produced in the laboratory as a rarefied gas or as a dilute species in superacids. It was prepared for the first time in 1950 and published in 1952 by Victor Talrose and his assistant Anna Konstantinovna Lyubimova. It occurs as an intermediate species in chemical reactions.
The methanium ion is named after methane (), by analogy with the derivation of ammonium ion () from ammonia ().
Fluxional methanium can be visualised as a carbenium ion with a molecule of hydrogen interacting with the empty orbital in a 3-center-2-electron bond. The bonding electron pair in the molecule is shared between the two hydrogen and one carbon atoms making up the 3-center-2-electron bond.
The two hydrogen atoms in the molecule can continuously exchange positions with the three hydrogen atoms in the ion (a conformation change called pseudorotation, specifically the Berry mechanism). The methanium ion is therefore considered a fluxional molecule. The energy barrier for the exchange is quite low and occurs even at very low temperatures.
Infrared spectroscopy has been used to obtain information about the different conformations of the methanium ion. The IR spectrum of plain methane has two C-H bands from symmetric and asymmetric stretching at around 3000 cm−1 and two bands around 1400 cm−1 from symmetrical and asymmetric bending vibrations. In the spectrum of three asymmetric stretching vibrations are present around 2800–3000 cm−1, a rocking vibration at 1300 cm−1, and a bending vibration at 1100 1300 cm−1.
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In chemistry, a carbonium ion is any cation that has a pentacoordinated carbon atom. The name carbonium may also be used for the simplest member of the class, properly called methanium (), where the carbon atom is covalently bonded to five hydrogen atoms. The next simplest carbonium ions after methanium have two carbon atoms. Ethynium, or protonated acetylene , and ethenium are usually classified in other families. The ethanium ion has been studied as an extremely rarefied gas by infrared spectroscopy.
In chemistry, ethanium or protonated ethane is a highly reactive positive ion with formula C2H7+. It can be described as a molecule of ethane (C2H6) with one extra proton (hydrogen nucleus), that gives it a +1 electric charge. Ethanium is one of the simplest carbonium ions (after methanium CH5+). It was first detected as a rarefied gas in 1960 by S. Wexler and N. Jesse. It easily dissociates into ethenium C2H5+ and molecular hydrogen H2. Ethanium was first detected by infrared spectroscopy among the ions produced by electrical discharges in rarefied methane or ethane gas.
In organic chemistry, methenium (also called methylium, carbenium, methyl cation, or protonated methylene) is a cation with the formula CH3+. It can be viewed as a methylene radical (:CH2) with an added proton (H+), or as a methyl radical (•CH3) with one electron removed. It is a carbocation and an enium ion, making it the simplest of the carbenium ions. Experiments and calculations generally agree that the methenium ion is planar, with threefold symmetry. The carbon atom is a prototypical (and exact) example of sp2 hybridization.
During deamination, γ-amino acids can undergo concomitant decarboxylation. Aiming at studying the course of the involved reaction, the following γ-amino acids were synthesized and characterized: (–)-3c-amino-1,2,2-trimethylcyclopentane-1r-carboxylic acid ( ...