In
chemistry
Chemistry is the scientific study of the properties and behavior of matter. It is a physical science within the natural sciences that studies the chemical elements that make up matter and chemical compound, compounds made of atoms, molecules a ...
, an adduct (; alternatively, a contraction of "addition product") is a product of a
direct addition of two or more distinct
molecule
A molecule is a group of two or more atoms that are held together by Force, attractive forces known as chemical bonds; depending on context, the term may or may not include ions that satisfy this criterion. In quantum physics, organic chemi ...
s, resulting in a single
reaction product containing all atoms of all components. The resultant is considered a distinct
molecular species. Examples include the addition of
sodium bisulfite to an
aldehyde to give a
sulfonate. It can be considered as a single product resulting from the direct combination of different molecules which comprises all atoms of the reactant molecules.
Adducts often form between
Lewis acids and
Lewis bases. A good example is the formation of adducts between the Lewis acid
borane and the oxygen atom in the Lewis bases,
tetrahydrofuran
Tetrahydrofuran (THF), or oxolane, is an organic compound with the formula (CH2)4O. The compound is classified as heterocyclic compound, specifically a cyclic ether. It is a colorless, water- miscible organic liquid with low viscosity. It is ...
(THF): or
diethyl ether
Diethyl ether, or simply ether, is an organic compound with the chemical formula , sometimes abbreviated as . It is a colourless, highly Volatility (chemistry), volatile, sweet-smelling ("ethereal odour"), extremely flammable liquid. It belongs ...
: . Many Lewis acids and Lewis bases reacting in the gas phase or in non-aqueous solvents to form adducts have been examined in the
ECW model.
Trimethylborane,
trimethyltin chloride and
bis(hexafluoroacetylacetonato)copper(II) are examples of Lewis acids that form adducts which exhibit
steric effects
Steric effects arise from the spatial arrangement of atoms. When atoms come close together there is generally a rise in the energy of the molecule. Steric effects are nonbonding interactions that influence the shape (conformational isomerism, co ...
. For example: trimethyltin chloride, when reacting with diethyl ether, exhibits steric repulsion between the
methyl groups on the tin and the ethyl groups on oxygen. But when the Lewis base is tetrahydrofuran, steric repulsion is reduced. The
ECW model can provide a measure of these steric effects.
Compounds or mixtures that cannot form an adduct because of
steric hindrance are called
frustrated Lewis pairs.
Adducts are not necessarily molecular in nature. A good example from
solid-state chemistry is the adducts of
ethylene
Ethylene (IUPAC name: ethene) is a hydrocarbon which has the formula or . It is a colourless, flammable gas with a faint "sweet and musky" odour when pure. It is the simplest alkene (a hydrocarbon with carbon–carbon bond, carbon–carbon doub ...
or
carbon monoxide
Carbon monoxide (chemical formula CO) is a poisonous, flammable gas that is colorless, odorless, tasteless, and slightly less dense than air. Carbon monoxide consists of one carbon atom and one oxygen atom connected by a triple bond. It is the si ...
of . The latter is a solid with an extended
lattice structure. Upon formation of the adduct, a new extended phase is formed in which the gas molecules are incorporated (inserted) as
ligand
In coordination chemistry, a ligand is an ion or molecule with a functional group that binds to a central metal atom to form a coordination complex. The bonding with the metal generally involves formal donation of one or more of the ligand's el ...
s of the copper atoms within the structure. This reaction can also be considered a reaction between a base and a Lewis acid where the copper atom plays the electron-receiving role and the
pi electrons of the gas molecule play the electron-donating role.
Adduct ions
An adduct
ion is formed from a precursor ion and contains all of the constituent atoms of that ion as well as additional atoms or molecules.
Adduct ions are often formed in a
mass spectrometer ion source.
See also
*
Adductomics
*
DNA adduct
References
{{Reflist
Chemical reactions
Solid-state chemistry
General chemistry