Dianin's compound

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Dianin's compound
IUPAC name 4-(2,2,4-Trimethyl-4-chromanyl)phenol
Other names 4-p-Hydroxyphenyl-2,2,4-trimethylchroman
Identifiers
CAS number [472-41-3]
PubChem 97788
SMILES CC1(CC(C2=CC=CC=C2O1)(C)C3=CC=C(C=C3)O)C
Properties
Molecular formula C18H20O2
Molar mass 268.35 g/mol
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Dianin's compound (4-p-hydroxyphenyl-2,2,4-trimethylchroman) was invented by Aleksandr Dianin in 1914.[1] This compound is a condensation isomer of bisphenol A and acetone and of special importance in host-guest chemistry because it can form a large variety of clathrates with suitable guest molecules. One example is the clathrate of Dianin's compound with morpholine.[2] Slow evaporation of a solution containing both organic compounds yields crystals. Each asymmetric unit cell making up the crystal contains six chroman molecules of which two are deprotonated and two protonated morpholine molecules. The six chroman molecules are racemate pairs.

[edit] References

  1. ^ A.P. Dianin, J. Russ. Phys. Chem. Soc., 1914, 36, 1310
  2. ^ Gareth O. Lloyd, Martin W. Bredenkamp and Leonard J. Barbour (2005). "Enclathration of morpholinium cations by Dianin's compound: salt formation by partial host-to-guest proton transfer". Chemical Communications 32: 4053–4055. doi:10.1039/b507726e.