Dianin's compound

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
ChemSpider	88264 Y
Jmol-3D images	Image 1 Image 2
SMILES CC1(CC(C2=CC=CC=C2O1)(C)C3=CC=C(C=C3)O)C Oc1ccc(cc1)C2(c3c(OC(C2)(C)C)cccc3)C
InChI InChI=1S/C18H20O2/c1-17(2)12-18(3,13-8-10-14(19)11-9-13)15-6-4-5-7-16(15)20-17/h4-11,19H,12H2,1-3H3 Y Key: KXYDGGNWZUHESZ-UHFFFAOYSA-N Y InChI=1/C18H20O2/c1-17(2)12-18(3,13-8-10-14(19)11-9-13)15-6-4-5-7-16(15)20-17/h4-11,19H,12H2,1-3H3 Key: KXYDGGNWZUHESZ-UHFFFAOYAP
Properties
Molecular formula	C18H20O2
Molar mass	268.35 g/mol
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox 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.

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 (32): 4053–4055. doi:10.1039/b507726e. PMID 16091797. http://www.rsc.org/Publishing/Journals/CC/article.asp?doi=b507726e.