
The trichloromethyl group is a
functional group
In organic chemistry, a functional group is a substituent or moiety in a molecule that causes the molecule's characteristic chemical reactions. The same functional group will undergo the same or similar chemical reactions regardless of the res ...
that has the
formula –CCl
3. The naming of is group is derived from the
methyl group (which has the formula –CH
3), by replacing each
hydrogen
Hydrogen is the chemical element with the symbol H and atomic number 1. Hydrogen is the lightest element. At standard conditions hydrogen is a gas of diatomic molecules having the formula . It is colorless, odorless, tasteless, non-toxic ...
atom by a
chlorine
Chlorine is a chemical element with the symbol Cl and atomic number 17. The second-lightest of the halogens, it appears between fluorine and bromine in the periodic table and its properties are mostly intermediate between them. Chlorine is ...
atom. Compounds with this group are a subclass of the
organochlorines. Some notable examples of compounds with this group are
trichloromethane H–,
1,1,1-trichloroethane
The organic compound 1,1,1-trichloroethane, also known as methyl chloroform, is a chloroalkane. This colorless, sweet-smelling liquid was once produced industrially in large quantities for use as a solvent. It is regulated by the Montreal Prot ...
–, and
chloral –.
The trichloromethyl group has a significant
electronegativity. For this reason, trichloromethyl-substituted acids, such as
trichloromethanesulfonic acid, are often stronger than the original. For example, the
acidity constant (pK
a) of
trichloroacetic acid – is 0.77, whereas that of
acetic acid
Acetic acid , systematically named ethanoic acid , is an acidic, colourless liquid and organic compound with the chemical formula (also written as , , or ). Vinegar is at least 4% acetic acid by volume, making acetic acid the main componen ...
is 4.76.
By the same principle, the trichloromethyl group generally lowers the basicity of organic compounds, e.g.
trichloroethanol.
See also
*
Trifluoromethyl group
*
Trichloromethoxy
References
{{organohalide-stub
Haloalkyl groups
Functional groups