Dianin's compound (4-''p''-hydroxyphenyl-2,2,4-trimethylchroman) was first prepared by
Aleksandr Dianin
Aleksandr Pavlovich Dianin (; 20 April 1851 – 6 December 1918) was a Russians, Russian chemist from Saint Petersburg. He carried out studies on phenols and discovered a phenol derivative (chemistry), derivative now known as bisphenol A and the ...
in 1914. This compound is a
condensation
Condensation is the change of the state of matter from the gas phase into the liquid phase, and is the reverse of vaporization. The word most often refers to the water cycle. It can also be defined as the change in the state of water vapor ...
isomer
In chemistry, isomers are molecules or polyatomic ions with identical molecular formula – that is, the same number of atoms of each element (chemistry), element – but distinct arrangements of atoms in space. ''Isomerism'' refers to the exi ...
of
bisphenol A
Bisphenol A (BPA) is a chemical compound primarily used in the manufacturing of various plastics. It is a colourless solid which is Solubility, soluble in most common organic solvents, but has very poor solubility in water. BPA is produced on a ...
and
acetone
Acetone (2-propanone or dimethyl ketone) is an organic compound with the chemical formula, formula . It is the simplest and smallest ketone (). It is a colorless, highly Volatile organic compound, volatile, and flammable liquid with a charact ...
and of special importance in
host–guest chemistry
In supramolecular chemistry, host–guest chemistry describes inclusion compound, complexes that are composed of two or more molecules or ions that are held together in unique structural relationships by forces other than those of full covalent bo ...
because it can form a large variety of
clathrate
A clathrate is a chemical substance consisting of a lattice (group), lattice that traps or contains molecules. The word ''clathrate'' is derived from the Latin language, Latin (), meaning 'with bars, Crystal structure, latticed'. Most clathrate ...
s with suitable guest molecules. One example is the clathrate of Dianin's compound with
morpholine
Morpholine is an Organic compound, organic chemical compound having the chemical formula oxygen, O(carbon, Chydrogen, H2CH2)2nitrogen, NH. This heterocycle features both amine and ether functional groups. Because of the amine, morpholine is a bas ...
.
Slow evaporation of a solution containing both
organic compound
Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-co ...
s yields crystals. Each asymmetric
unit cell
In geometry, biology, mineralogy and solid state physics, a unit cell is a repeating unit formed by the vectors spanning the points of a lattice. Despite its suggestive name, the unit cell (unlike a unit vector
In mathematics, a unit vector i ...
making up the crystal contains six chroman molecules of which two are deprotonated and two
protonated morpholine molecules. The six chroman molecules are
racemate
In chemistry, a racemic mixture or racemate () is a mixture that has equal amounts (50:50) of left- and right-handed enantiomers of a chiral molecule or salt. Racemic mixtures are rare in nature, but many compounds are produced industrially as r ...
pairs.
References
{{Reflist
Clathrates
4-Hydroxyphenyl compounds
Russian inventions
Chromanes