Category: 596-38-3

Nishimura, Takahiro published the artcileRhodium-catalyzed aryl transfer from trisubstituted aryl methanols to α,β-unsaturated carbonyl compounds, Recommanded Product: 9-Phenyl-9H-xanthen-9-ol, the publication is Angewandte Chemie, International Edition (2007), 46(26), 4937-4939, database is CAplus and MEDLINE.

The rhodium-catalyzed arylation of α,β-unsaturated carbonyl compounds with 9-aryl-10-benzyl-9,10-dihydroacridin-9-ols as arylating reagents proceeds efficiently via β-aryl elimination of the rhodium alkoxide intermediates, to give the 1,4-addition products in high yields. E.g., reaction of MeCOCH:CHC₅H₁₁ with 9-phenyl-10-benzyl-9,10-dihydroacridin-9-ol gave 96% MeCOCH₂CHPhC₅H₁₁.

Angewandte Chemie, International Edition 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

Hori, Mikio published the artcileReactivities of heteroaromatic cations containing a group VIB element in nucleophilic reactions. Reactions of 9-phenyl-xanthylium, -thioxanthylium, and -selenoxanthylium salts with amines, sodium phenolate, and sodium benzenethiolate, Synthetic Route of 596-38-3, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1988), 2271-6, database is CAplus.

Addition of amines RH (R = morpholino, piperidino, NEt₂, 4-MeNHC₆H₄, 4-Me₂NC₆H₄) to 9-phenylchalcogenoxanthylium perchlorates I (X = O, S) gave the expected addition products II (X = O, S; R = same) in 91-98% yields. Addition of PhNH₂ or PhONa to I (X = O, S, Se) gave mixtures of I (X = O, S, Se; R = NHPh, OPh, 4-H₂NC₆H₄, 4-HOC₆H₄) and 1:2 addition products III (X¹ = NH, O). II (R = NHPh) underwent Hofmann-Martius rearrangement to II (R = 4-H₂NC₆H₄). III (X¹ = O) underwent cleavage with HCl to give II (R = OH) and II (R = 4-HOC₆H₄). Addition of PhSNa to I (X = O, S, Se) gave only II (R = SPh).

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) 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, Synthetic Route of 596-38-3.

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

Barton, Benita published the artciletrans-N,N’-Bis(9-phenyl-9-xanthenyl)cyclohexane-1,2-diamine and its thioxanthenyl derivative as potential host compounds for the separation of anilines through host-guest chemistry principles, COA of Formula: C19H14O2, the publication is Journal of Inclusion Phenomena and Macrocyclic Chemistry (2020), 97(3-4), 159-174, database is CAplus.

In this work, we investigate the potential of separating mixtures of the guest solvents aniline (ANI), N-methylaniline (NMA) and N,N-dimethylaniline (DMA) by means of host-guest chem. principles employing two novel host compounds, namely trans-N,N’-bis(9-phenyl-9-xanthenyl)cyclohexane-1,2-diamine (1,2-DAX) and trans-N,N’-bis(9-phenyl-9-thioxanthenyl)cyclohexane-1,2-diamine (1,2-DAT). These aniline solvents may exist in such mixtures since NMA and DMA are often prepared from ANI by alkylation methods, and reaction yields are seldom quant. Owing to their similar b.ps., ranging from 184 to 196°C, the more usual distillation techniques for their separation are challenging. After recrystallization experiments of the two host compounds from various combinations of these anilines, it was revealed that host-guest chem. certainly has the potential to serve as an alternative separation strategy for such mixtures Equimolar ANI/DMA solutions proved most successful, where both 1,2-DAX and 1,2-DAT showed near-quant. selectivity for DMA (90%). Both single crystal diffraction and thermal analyses were employed in order to understand the preferential behavior displayed by each host compound

Journal of Inclusion Phenomena and Macrocyclic Chemistry 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, COA of Formula: C19H14O2.

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

Barton, Benita published the artcileSynthesis and assessment of compounds trans-N,N’-bis(9-phenyl-9-xanthenyl)cyclohexane-1,4-diamine and trans-N,N’-bis(9-phenyl-9-thioxanthenyl)cyclohexane-1,4-diamine as hosts for potential xylene and ethylbenzene guests, Application of 9-Phenyl-9H-xanthen-9-ol, the publication is Journal of Inclusion Phenomena and Macrocyclic Chemistry (2019), 93(3-4), 333-346, database is CAplus.

In this work, two novel compounds, trans-N,N’-bis(9-phenyl-9-xanthenyl)cyclohexane-1,4-diamine 1 and trans-N,N’-bis(9-phenyl-9-thioxanthenyl)cyclohexane-1,4-diamine 2, were designed and successfully synthesized in our laboratories, and assessed for their host potential in the presence of potential xylene (Xy) isomer and ethylbenzene (EB) guests. Host 1 successfully formed complexes with all four of o-Xy, m-Xy, p-Xy and EB, while 2 only clathrated p-Xy and EB. Equimolar guest/guest competition experiments showed that hosts 1 and 2 possess very similar selectivities for these guests [p-Xy (73.9%) > EB (13.0%) > m-Xy (8.1%) > o-Xy (5.0%) and p-Xy (71.3%) > EB (20.2%) > m-Xy (6.0%) > o-Xy (2.5%) for 1 and 2, resp.]. Single crystal diffraction analyses revealed striking geometry changes for the sulfur host analog: while the tricyclic fused ring system of the oxygen host remained planar when guest was absent or present, this fused system of the sulfur analog experienced a dramatic geometry change from buckled (in the absence of guest) to planar (in guest presence). This observation explained the selectivity similarities of both hosts in the presence of these guests. Addnl., the relative thermal stabilities of the four complexes with host 1 were assessed by employing thermal analyses, and the results of these correlated exactly with the selectivity order, since the onset temperature of the guest release processes (Ton) was in the order p-Xy (88.0 °C) > EB (70.9 °C) > m-Xy (59.7 °C) > o-Xy (46.2 °C). Ton values also explained the significant preference of host 2 for p-Xy (115.5 °C) relative to EB (76.6 °C), resp.

Journal of Inclusion Phenomena and Macrocyclic Chemistry 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

Albagli, A. published the artcileRate of ionization of some aromatic hydrocarbons in ethanolic dimethyl sulfoxide, COA of Formula: C19H14O2, the publication is Canadian Journal of Chemistry (1974), 52(7), 1059-61, database is CAplus.

The rates of detritiation of triphenylmethane, 9-phenylxanthene, fluorene, 9-ethylfluorene, 9-phenylfluorene, and 2,3-benzofluorene are measured in ethanolic Me2SO containing NaOEt. When the logarithm of the ionization rate is plotted against the logarithm of the ionization rate of Me2SO a straight line of near-to-unit slope is obtained in each case. There are significant differences, however, between relative ionization rates and equilibrium acidities.

Canadian Journal of Chemistry 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, COA of Formula: C19H14O2.

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

Kato, Yuichi published the artcileDeoxygenation of tertiary and secondary alcohols with sodium borohydride, trimethylsilyl chloride, and potassium iodide in acetonitrile, Name: 9-Phenyl-9H-xanthen-9-ol, the publication is Tetrahedron Letters (2021), 153519, database is CAplus.

In this study, a deoxygenation method was developed for tertiary and secondary alcs., ROH [R = triphenylmethyl, 9-phenyl-9H-xanthen-9-yl, bis(4-methoxyphenyl)(thiophen-2-yl)methyl, etc.] using trimethylsilane and trimethylsilyl iodide generated in situ from sodium borohydride and trimethylsilyl chloride, and trimethylsilyl chloride and potassium iodide, resp. In this method, tertiary and secondary alcs., which provided stable carbocations, were converted into the corresponding alkanes RH. This paper also presents the optimization of the reaction conditions, the reaction mechanism, as well as the scope and limitations of the method.

Tetrahedron Letters 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, Name: 9-Phenyl-9H-xanthen-9-ol.

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

Zhao, Pinjing published the artcileDirect Observation of β-Aryl Eliminations from Rh(I) Alkoxides, Quality Control of 596-38-3, the publication is Journal of the American Chemical Society (2006), 128(10), 3124-3125, database is CAplus and MEDLINE.

Rhodium(I) tris-phosphine triaryl alkoxides undergo β-Ph elimination, affording phenylrhodium complexes and diaryl ketones. Ligand substitution of [(PEt₃)₂Rh[N(SiMe₃)₂]] with ROH in the presence of PEt₃ afforded either [(PEt₃)₂RhOR] (2a,c; R = CPh₃, 9-phenyl-9-xanthenyl) or [(PEt₃)₃RhOR] [3b–e; R = CMePh₂, 9-phenyl-9-xanthenyl, 9-phenyl-9H-fluoren-9-yl, CMe₂(CF₃)]. Reaction of 2a with an excess of PEt₃ gave [(PEt₃)₃RhPh] and Ph₂CO; Ph β-elimination from 3b–d gave similarly [(PEt₃)₃RhPh] and acetophenone, xanthone and 9-fluorenone, resp. Kinetic results are most consistent with irreversible β-Ph elimination from a bisphosphine-ligated rhodium alkoxide complex. Such bisphosphine complexes result from ligand dissociation from the tris-phosphine complexes and were isolated in some cases. The bisphosphine complexes are stabilized by Rh-Ph interactions, as evidenced by an x-ray structure of 2a, and this structure with a metal-aryl interaction likely illustrates the pathway for C-C bond cleavage.

Journal of the American Chemical Society 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 C6H13N3O2, Quality Control of 596-38-3.

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

Zhou, Chen published the artcileA Sc(OTf)₃ catalyzed dehydrogenative reaction of electron-rich (hetero)aryl nucleophiles with 9-aryl-fluoren-9-ols, Safety of 9-Phenyl-9H-xanthen-9-ol, the publication is Organic & Biomolecular Chemistry (2019), 17(44), 9615-9619, database is CAplus and MEDLINE.

A highly efficient dehydrogenative reaction of a series of (hetero)aryl nucleophiles with 9-aryl-fluoren-9-ols was realized by using only 2 mol% of Sc(OTf)₃ as a catalyst. The corresponding 9,9-diarylfluorenes I [R¹ = Me, Ph, 4-ClC₆H₄, etc.; R² = H, Br; R³ = 1H-indol-3-yl, benzofuran-2-yl, 2-methyl-1H-indol-3-yl, etc.] were obtained in up to 99% yield. The protocol exhibited high selectivity, mild reaction conditions and good substrate compatibility. This protocol was further highlighted by its applications in the construction of potential electroluminescent materials.

Organic & Biomolecular Chemistry 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 C10H14O, Safety of 9-Phenyl-9H-xanthen-9-ol.

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

Zhao, Pinjing published the artcileInsertions of Ketones and Nitriles into Organorhodium(I) Complexes and β-Hydrocarbyl Eliminations from Rhodium(I) Alkoxo and Iminyl Complexes, Formula: C19H14O2, the publication is Organometallics (2008), 27(18), 4749-4757, database is CAplus.

Tris(triethylphosphine)-ligated organorhodium(I) complexes were prepared, and their reactions with electron-poor arylnitriles and diaryl ketones were studied. [(PEt₃)₃Rh(Ar)] (Ar = Ph (1a) or o-anisyl (1e)) reacted with an excess of electron-poor arylnitriles Ar’CN (Ar’ = p-CF₃C₆H₄ or 3,5-bis(CF₃)C₆H₃) to form Rh(I) iminyl complexes {(PEt₃)₃Rh[N:C(Ar)(Ar’)]} (2h–j). In contrast, 3,5-(CF₃)₂C₆H₃CN did not insert into the M-C bond of the arylrhodium(I) complexes [(PEt₃)₃Rh(Ar)] (Ar = p-CF₃C₆H₄ (1f) or 3,5-(CF₃)₂C₆H₃ (1g)), containing more electron-poor aryl groups. The kinetic data for nitrile insertions were most consistent with a pathway involving initial ligand dissociation, followed by a classic migratory insertion. Some iminyl complexes decomposed at higher temperatures via β-aryl eliminations with selective migration of the more electron-poor aryl Group 3,5-(CF₃)₂C₆H₃ to form 1g and the corresponding nitriles. Migratory aptitudes of various aryl groups were assessed by studying β-aryl eliminations from a variety of iminyl complexes. Kinetic data for these β-aryl eliminations were most consistent with initial phosphine dissociation and C-C bond cleavage of the resulting 14-electron intermediate. Insertions of diaryl ketones Ar(Ar’)C:O (Ar = 3,5-(CF₃)₂C₆H₃, Ar’ = Ph or 3,5-(CF₃)₂C₆H₃) into 1a also occurred, although the resulting Rh(I) alkoxides {(PEt₃)₂Rh[OC(Ph)(Ar)(Ar’)]} (3f–g) were not stable under the reaction conditions and could not be directly identified. Instead, a mixture of {(PEt₃)₃Rh[3,5-(CF₃)₂C₆H₃]} (1g) and the ketone Ph(Ar’)C:O (Ar’ = Ph or 3,5-(CF₃)₂C₆H₃) were detected as the major products, indicating that decomposition of alkoxides 3f–g occurred by β-elimination of the more electron-poor aryl group. Independent preparation of 3f–g and studies on their thermal decomposition with added PEt₃ confirmed that selective β-aryl elimination occurs to generate aryl complex 1g and the corresponding ketones. Analogous β-aryl eliminations from bis-phosphine Rh(I) alkoxo complexes 3a–e and trisphosphine Rh(I) alkoxo complexes 4b–e were also studied, and the kinetic results were most consistent with irreversible β-Ph elimination from bis(phosphine) alkoxo complexes. Insertion of 3,5-(CF₃)₂C₆H₃CN into an alkylrhodium(I) complex [(PEt₃)₃Rh(Me)] did not occur; however, the electron-poor ketone Ar₂C:O (Ar = 3,5-(CF₃)₂C₆H₃) inserted into 1h, as judged by the detection of the corresponding alc. HOC(Me)[3,5-(CF₃)₂C₆H₃]₂ as the major organic product after quenching with Et₃N·HCl. Vinylrhodium(I) complex [(PEt₃)₃Rh(CH:CH₂)] also reacted with ketones Ar₂C:O (Ar = 3,5-(CF₃)₂C₆H₃) to form a Rh(I) alkoxo complex (PEt₃)₂Rh{OC(CH:CH₂)[3,5-(CF₃)₂C₆H₃]₂} (3h), which was stabilized by the intramol. coordination of the vinyl moiety to the Rh center. The alkynylrhodium(I) complex [(PEt₃)₃Rh(CCPh)] (1j) did not react with ketones or nitriles. Instead, the propargylic alkoxides {(PEt₃)₂Rh[OC(R)₂(CCPh)]} (R = Me or Ph) that would have resulted from insertion react rapidly in the presence of added PEt₃ to form the alkynyl complex 1j and the corresponding ketones via β-alkynyl eliminations. The crystal and mol. structures of [(PEt₃)₃Rh(2-MeOC₆H₄)] and [(PEt₃)₂Rh(OCPh₃)] were determined by x-ray crystallog.

Organometallics 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 C6H13N3O2, Formula: C19H14O2.

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

Ru, Xiangli published the artcileSynthesis and characterization of new coenzyme NADH model compound, Name: 9-Phenyl-9H-xanthen-9-ol, the publication is Henan Shifan Daxue Xuebao, Ziran Kexueban (2013), 41(3), 103-104, 129, database is CAplus.

BNAH and 9-Ph xanthene(9-PhXnH) are new nicotinamide coenzyme NADH model compounds, and they have been becoming more and more important in green synthesis of drugs. In this paper, the coenzyme NADH model compounds of BNAH and 9-Ph xanthene were synthesized with nicotinamide and 9-Ph xanthene ethanol as raw materials, and by 1H NMR, elemental anal., UV and other anal. methods, n BNAH and 9-Ph xanthene were characterized. This synthetic route had easily available raw materials, mild reaction conditions, simple operation, high yield, high product purity.

Henan Shifan Daxue Xuebao, Ziran Kexueban 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, Name: 9-Phenyl-9H-xanthen-9-ol.

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