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Dianin's compound

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.

Dianin's compound
Names
IUPAC name
4-(2,2,4-Trimethyl-4-chromanyl)phenol
Other names
4-p-Hydroxyphenyl-2,2,4-trimethylchroman
Identifiers
  • 472-41-3 Y
3D model (JSmol)
  • Interactive image
  • Interactive image
ChemSpider
  • 88264 Y
ECHA InfoCard 100.006.775
  • 97788
UNII
  • 90766708Z6 Y
  • DTXSID30883388
  • 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
  • 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
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).
Y verify (what is YN ?)

References edit

  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.

dianin, compound, hydroxyphenyl, trimethylchroman, first, prepared, aleksandr, dianin, 1914, this, compound, condensation, isomer, bisphenol, acetone, special, importance, host, guest, chemistry, because, form, large, variety, clathrates, with, suitable, guest. 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 Dianin s compound NamesIUPAC name 4 2 2 4 Trimethyl 4 chromanyl phenolOther names 4 p Hydroxyphenyl 2 2 4 trimethylchromanIdentifiersCAS Number 472 41 3 Y3D model JSmol Interactive imageInteractive imageChemSpider 88264 YECHA InfoCard 100 006 775PubChem CID 97788UNII 90766708Z6 YCompTox Dashboard EPA DTXSID30883388InChI 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 YKey KXYDGGNWZUHESZ UHFFFAOYSA N YInChI 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 3H3Key KXYDGGNWZUHESZ UHFFFAOYAPSMILES CC1 CC C2 CC CC C2O1 C C3 CC C C C3 O COc1ccc cc1 C2 c3c OC C2 C C cccc3 CPropertiesChemical formula C18H20O2Molar mass 268 35 g molExcept where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Y verify what is Y N Infobox referencesReferences edit 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 Retrieved from https en wikipedia org w index php title Dianin 27s compound amp oldid 1095831037, wikipedia, wiki, book, books, library,

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