Category: 596-38-3

Erabi, Tatsuo published the artcile9-Phenylxanthen-9-ylium and 9-phenylthioxanthen-9-ylium ions: Comparison of o- and p-substitutions in the 9-phenyl group by cyclic voltammetry and visible spectra, Recommanded Product: 9-Phenyl-9H-xanthen-9-ol, the publication is Bulletin of the Chemical Society of Japan (2002), 75(6), 1325-1332, database is CAplus.

9-Arylxanthen-9-ylium and 9-arylthioxanthen-9-ylium perchlorates I [X = O, S; R = Ph, 2,4,6-(MeO)₃C₆H₂, 2,6-(MeO)₂C₆H₃, 2-MeOC₆H₄, 4-MeOC₆H₄, etc.] were prepared by the reactions of the corresponding 9-arylxanthen-9-ols or 9-arylthioxanthen-9-ols II with HClO₄. The LUMO and HOMO levels of I were estimated from the redox potential (E₀) in cyclic voltammetry and λ_max in the UV-visible spectra measured for a 1,2-dichloroethane solution, and were compared with those of 9-aryl-1,8-dimethoxyxanthen-9-ylium ions III. The studies showed that (1) both the LUMO and HOMO levels varied almost in the same order of substituent on the 9-Ph group; (2) the MeO-group on the 9-Ph group was more effective to raise both the HOMO and LUMO levels than the Me-group; (3) the HOMO levels of I were more sensitive than the LUMO levels to the change in the 9-aryl group; (4) p-substitution by MeO- or Me-groups was more effective to raise the HOMO and LUMO levels than o-substitution; (5) the presence of two o-MeO groups was more effective to raise the HOMO and LUMO levels than one o-MeO group; (6) m-bromination of 9-aryl group in I [X = O, S; R = 2,6-(MeO)₂C₆H₃] greatly lowered both LUMO and HOMO levels; (7) both the HOMO and LUMO levels of III [R = Ph, 2,6-(MeO)₂C₆H₃] were higher than those of the resp. I [X = O; R = Ph, 2,6-(MeO)₂C₆H₃]; (8) the LUMO level of I [X = O, R = 2,6-(MeO)₂C₆H₃] was higher than that of III (R = Ph), the isomer.

Bulletin of the Chemical Society of Japan published new progress about 596-38-3. 596-38-3 belongs to alcohols-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Benzene,Alcohol, name is 9-Phenyl-9H-xanthen-9-ol, and the molecular formula is C19H14O2, Recommanded Product: 9-Phenyl-9H-xanthen-9-ol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Nagao, Yukinori published the artcileSyntheses of leuco triphenylmethane derivatives and their UV-VIS spectra, Application of 9-Phenyl-9H-xanthen-9-ol, the publication is Nippon Kagaku Kaishi (1987), 1839-45, database is CAplus.

Leuco triphenylmethane derivatives (I; R = H, Me, OMe, NMe₂; Z = O, S, NMe, NPh) were prepared by the condensation of aromatic ketones with substituted benzenes or by Grignard reactions of aromatic ketones with bromoaryl compounds I turned into colored cations in acidic medium. UV-visible spectra in AcOH and H₂SO₄ were measured and discussed in terms of the effects of substituent R and bridging group Z. A good correlation between λ_max of the xanthene derivatives and the Hammett σ value of the substituents was observed, and the effect of the bridging group on the longest λ_max was that the bathochromic shift increased as the electron-donating ability of the bridging group decreased except for Z = S. The effects of R and Z were very similar to those of substituents on the Y band in triphenylmethane dyes having substituents on 2 rings.

Nippon Kagaku Kaishi published new progress about 596-38-3. 596-38-3 belongs to alcohols-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Benzene,Alcohol, name is 9-Phenyl-9H-xanthen-9-ol, and the molecular formula is C19H14O2, Application of 9-Phenyl-9H-xanthen-9-ol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts