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methanium

Methanium is the common name for the protonated methane ion, CH5+. It is one of the simplest hydrocarbon cations and is often cited as a prototype of non-classical, fluxional carbocations. The ion forms when methane is protonated by a strong acid or in high-energy environments such as plasmas, mass spectrometry, or certain astrophysical processes. In the gas phase, CH5+ has been the subject of extensive theoretical work and has also been investigated in matrix isolation experiments where it can be stabilized briefly long enough to be studied spectroscopically.

Its structure is not well described by a single static geometry. Most models describe a five-coordinate carbon

CH5+ is highly reactive and short-lived, and it readily rearranges or dissociates under typical laboratory conditions.

with
rapid
rearrangement
of
hydrogens,
effectively
giving
a
delocalized
bonding
situation
described
as
a
network
among
hydrogens
with
the
central
proton.
This
fluxional
character
means
that,
in
experiments
that
average
over
time,
a
simple,
highly
symmetric
picture
emerges,
even
though
the
instantaneous
structure
is
dynamic.
Its
existence
challenges
classical
valence
concepts
for
hydrocarbons
and
serves
as
an
important
case
study
in
gas-phase
ion
chemistry
and
computational
chemistry,
illustrating
how
bonding
can
differ
from
textbook
intuition
in
small
hydrocarbon
systems.