Dianin's compound

Dianin's compound
Names
	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 ;
3D model (JSmol)	Interactive image; Interactive image;
ChemSpider	88264 ;
ECHA InfoCard	100.006.775
PubChem CID	97788;
UNII	90766708Z6 ;
CompTox Dashboard (EPA)	DTXSID30883388 ;
	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 Key: KXYDGGNWZUHESZ-UHFFFAOYSA-N ; 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;
	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;
Properties
Chemical formula	C18H20O2
Molar mass	268.35 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

Dianin's compound (4-p-hydroxyphenyl-2,2,4-trimethylchroman) was first prepared 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

Dianin, A. P. (1914). "Condensation of phenol with unsaturated ketones. Condensation of phenol with mesityl oxide". Zhurnal Russkago Fiziko-Khimicheskago Obshchestva (J. Russ. Phys. Chem. Soc.) (in Russian). 36: 1310–1319.
Lloyd, Gareth O.; Bredenkamp, Martin W.; Barbour, Leonard J. (2005). "Enclathration of morpholinium cations by Dianin's compound: Salt formation by partial host-to-guest proton transfer". Chemical Communications. 2005 (32): 4053–4055. doi:10.1039/b507726e. PMID 16091797.

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[1] Dianin, A. P. (1914). "Condensation of phenol with unsaturated ketones. Condensation of phenol with mesityl oxide". Zhurnal Russkago Fiziko-Khimicheskago Obshchestva (J. Russ. Phys. Chem. Soc.) (in Russian). 36: 1310–1319.

[2] Lloyd, Gareth O.; Bredenkamp, Martin W.; Barbour, Leonard J. (2005). "Enclathration of morpholinium cations by Dianin's compound: Salt formation by partial host-to-guest proton transfer". Chemical Communications. 2005 (32): 4053–4055. doi:10.1039/b507726e. PMID 16091797.