Tetrahedral C-H Bonds

Download as docx, pdf, or txt
Download as docx, pdf, or txt
You are on page 1of 2

METHANE

Methane is a chemical compound with the chemical formula CH4. It is a group-14 hydride and the

simplest alkane, and is the main constituent of natural gas. The relative abundance of methane on

Earth makes it an attractive fuel, although capturing and storing it poses challenges due to its

gaseous state under normal conditions for temperature and pressure.

Methane is a tetrahedral molecule with four equivalent C–H bonds. Its electronic structure is

described by four bonding molecular orbitals (MOs) resulting from the overlap of the valence

orbitals on C and H. The lowest energy MO is the result of the overlap of the 2s orbital on carbon

with the in-phase combination of the 1s orbitals on the four hydrogen atoms. Above this energy

level is a triply degenerate set of MOs that involve overlap of the 2p orbitals on carbon with various

linear combinations of the 1s orbitals on hydrogen. The resulting "three-over-one" bonding scheme

is consistent with photoelectron spectroscopic measurements. Under normal conditions of

temperature and pressure, methane is a colorless, odorless gas, lighter than air. The unpleasant and

easily recognizable odor of natural gas used in homes is due to odorant additives, such as tert-

butylthiol, which are used for safety. The methane has a boiling point of -161 ° C at a pressure of

one atmosphere. Methane is slightly soluble in water (below 1%), but soluble in alcohol and ether.

It burns with almost light flame, with high heat release (8560 kcal / m3). The mixture of methane

and oxygen (or methane and air) explodes in the presence of sparks. This explains why explosive

care occurs in coal mines.

The primary chemical reactions of methane are combustion and halogenation. In general, methane
reactions are difficult to control.
1. Combustion
Methane's heat of combustions is 55.5 MJ/kg. Combustion of methane is a multiple step reaction
summarized as follows:

CH4 + 2 O2 → CO2 + 2 H2O (ΔH = −891 kJ/mol, at standard conditions)

2. Methane radical reactions


Given appropriate conditions, methane reacts with halogen radicals as follows:
X• + CH4 → HX + CH3•
CH3• + X2 → CH3X + X•
where X is a halogen: fluorine (F), chlorine (Cl), bromine (Br), or iodine (I). This mechanism for this
process is called free radical halogenation. It is initiated when UV light or some other radica
initiator (like peroxides) produces a halogen atom. A two-step chain reaction ensues in which the
halogen atom abstracts a hydrogen atom from a methane molecule, resulting in the formation of
a hydrogen halide molecule and a methyl radical (CH3•). The methyl radical then reacts with a
molecule of the halogen to form a molecule of the halomethane, with a new halogen atom as
byproduct.Similar reactions can occur on the halogenated product, leading to replacement of
additional hydrogen atoms by halogen atoms with dihalomethane, trihalomethane, and
ultimately, tetrahalomethane structures, depending upon reaction conditions and the halogen-to-
methane ratio.
Uses: Methane is used in industrial chemical processes and may be transported as a refrigerated
liquid (liquefied natural gas, or LNG). While leaks from a refrigerated liquid container are initially
heavier than air due to the increased density of the cold gas, the gas at ambient temperature is
lighter than air. Gas pipelines distribute large amounts of natural gas, of which methane is the
principal component.

You might also like