Month: December 2022

Zyakun, A. M. published the artcileApplication of High-Performance Liquid Chromatography/High Resolution Mass Spectrometry to the Investigation of the Biodegradation and Transformation of Phenanthrene by a Plasmid Bearing Rhizosphere Bacteria Pseudomonas aureofaciens, SDS of cas: 86-48-6, the publication is Journal of Analytical Chemistry (2019), 74(13), 1355-1361, database is CAplus.

Mass spectrometry identified metabolites and estimated the efficiency of phenanthrene biodegradation and transformation by the rhizospheric bacteria, Pseudomonas aureofaciens BS1393. P. aureofaciens strains BS1393(pOV17) and BS1393(NPL-41) with various naphthalene biodegradation plasmids were used. Strain BS1393(pOV17) contained the pOV17 wild-type naphthalene biodegradation plasmid which determined naphthalene oxidation Krebs cycle metabolites. Strain BS1393(NPL-41) contained the mutant plasmid, NPL-41, governing the initial stages of naphthalene oxidation to salicylic acid. Phenanthrene biodegradation limiting stages in bacteria with various plasmids was identified according to intermediates accumulation. When bacteria were grown on phenanthrene, main metabolites were: 2-hydroxy-2H-benzo[h]chromene-2-carboxylic acid/trans-4-(1-hydroxynaph-2-yl)-2-oxobut-3-enoic acid; 1-hydroxy-2-naphthoic acid; and salicylic acid. For strain BS1393(pOV17), 2-hydroxy-2H-benzo[h]chromene-2-carboxylic acid/trans-4-(1-hydroxynaph-2-yl)-2-oxobut-3-enoic acid was observed during 1-14 days of cultivation. For strain BS1393(NPL-41), an insignificant amount of this metabolite was observed after only 14 days. Availability of 1-hydroxy-2-naphthoic acid in the growth of both strains showed the limited rate of its further decarboxylation. Salicylic acid as final biodegradation product was obsd for BS1393(NPL-41) growth. For strain BS1393(pOV17), this metabolite was not observed, indicating phenanthrene complete oxidation

Journal of Analytical Chemistry published new progress about 86-48-6. 86-48-6 belongs to alcohols-buliding-blocks, auxiliary class Organic Pigment,Natural product, name is 1-Hydroxy-2-naphthoic acid, and the molecular formula is C6H8O6, SDS of cas: 86-48-6.

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

Borkowski, Olivier published the artcileLarge scale active-learning-guided exploration for in vitro protein production optimization, Computed Properties of 122-20-3, the publication is Nature Communications (2020), 11(1), 1872, database is CAplus and MEDLINE.

Abstract: Lysate-based cell-free systems have become a major platform to study gene expression but batch-to-batch variation makes protein production difficult to predict. Here we describe an active learning approach to explore a combinatorial space of ~4,000,000 cell-free buffer compositions, maximizing protein production and identifying critical parameters involved in cell-free productivity. We also provide a one-step-method to achieve high quality predictions for protein production using minimal exptl. effort regardless of the lysate quality.

Nature Communications published new progress about 122-20-3. 122-20-3 belongs to alcohols-buliding-blocks, auxiliary class Organic Pigment, name is Triisopropanolamine, and the molecular formula is C9H21NO3, Computed Properties of 122-20-3.

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

Boivin, Patrick published the artcileImmobilization of perfluoroalkylated enzymes in a biologically active state onto Perflex support, Recommanded Product: Bis(2,5-dioxopyrrolidin-1-yl) O,O’-ethane-1,2-diyl disuccinate, the publication is Biotechnology and Applied Biochemistry (1991), 14(2), 155-69, database is CAplus and MEDLINE.

Perflex was introduced as a new fluorocarbon-based technol. for protein immobilization. Due to the hydrophobic character of the support, however, significant loss of enzymic activity may occur upon immobilization of certain enzymes, which appears to be due to a large conformational change of the protein (inversion). Pretreatment of the Perflex support with a neutral fluorosurfactant lessened the surface hydrophobicity, thus decreasing the hydrophobic interaction between the support and the protein. Modification of enzymes with a high number of fluorocarbon residues, which forms a hydrophobic envelope around the protein, also appeared to prevent enzyme inactivation upon immobilization on Perflex support. Moreover, preactivation of the support with either perfluorooctylpropylisocyanate or reactive poly(fluoroalkyl)sugar reagents greatly improved the enzyme particle activity by increasing the amount of immobilized enzyme. Fluorosurfactant treatment of the support activated with perfluorooctylpropylisocyanate improved the retention of activity for sensitive enzymes such as chymotrypsin and increased the wet ability and ease of handling of the Perflex particles.

Biotechnology and Applied Biochemistry published new progress about 70539-42-3. 70539-42-3 belongs to alcohols-buliding-blocks, auxiliary class pyrrolidine,Ester,Amide,Inhibitor,Inhibitor, name is Bis(2,5-dioxopyrrolidin-1-yl) O,O’-ethane-1,2-diyl disuccinate, and the molecular formula is C18H20N2O12, Recommanded Product: Bis(2,5-dioxopyrrolidin-1-yl) O,O’-ethane-1,2-diyl disuccinate.

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

Fuchise, Keita published the artcileOrganocatalytic ring-opening polymerization of cyclotrisiloxanes using silanols as initiators for the precise synthesis of asymmetric linear polysiloxanes, Synthetic Route of 597-52-4, the publication is Polymer Chemistry (2020), 11(48), 7625-7636, database is CAplus.

The organo-catalytic controlled/living ring-opening polymerization (ROP) of cyclotrisiloxanes such as hexamethylcyclotrisiloxane (D3) and 1,3,5-trimethyl-1,3,5-trivinylcyclotrisiloxane (V3) using silanol initiators and guanidine catalysts produced various asym. linear poly(dimethylsiloxane) (PDMS) and poly[methyl(vinyl)siloxane] (PMVS) compounds with controlled number-average molar mass (Mn), narrow molar-mass dispersity, and well-defined terminal structures. An extensive range of solvents and catalysts were tested in order to optimize the conditions for the ROP of D3 and V3 as well as to minimize undesired side-reactions, particularly the condensation of two Si-OH groups. 1,3-Trimethylene-2-n-propylguanidine (TMnPG) and 1,3-trimethylene-2-ethylguanidine (TMEG) were identified as the most appropriate catalysts for the ROP of D3 and V3. Asym. linear polysiloxanes that contain either a functional group on one terminus, i.e., hemi-telechelic polysiloxanes, or two different functional groups on each terminus, i.e., heterotelechelic polysiloxanes, were conveniently obtained from choosing a suitable combination of a functionalized silanol initiator and a functionalized chlorosilane end-capping agent. The controlled synthesis of a PDMS/PMVS diblock copolymer was also achieved by consecutive copolymerizations of D3 and V3. These polymerizations are considered to proceed via the initiator/chain-end activation mechanism, and intensive removal of water from the starting materials is necessary to control the polymerizations

Polymer Chemistry published new progress about 597-52-4. 597-52-4 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic Chain, name is Triethylsilanol, and the molecular formula is C6H16OSi, Synthetic Route of 597-52-4.

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

Ido, Yohei published the artcileA Reactor System Using Electrospray in the Liquid Phase and Its Application in Selective Cyclosiloxane Synthesis, Quality Control of 597-52-4, the publication is Industrial & Engineering Chemistry Research (2017), 56(16), 4878-4882, database is CAplus.

Electrospraying is an electrochem. technique in which fine droplets are generated in the balance of electrostatic repulsion and surface tension. In this paper, we applied electrospray in the liquid phase in a new reactor system in which pos. and neg. charged fine droplets collided with each other between two electrospray nozzles submerged in a solvent. When the hydrolysis of alkylchlorosilanes was carried out using this reactor, not only did the reaction rates increase, but also, the product distribution changed: the kinetically favored cyclotrimer was predominantly formed over the thermodynamically favored cyclotetramer. The yield of cyclotrimer increased with an increase in the voltage between the needles. Since the droplet size decreases with an increase in the applied voltage, the result suggests that the formed cyclotrimer could diffuse into the solvent before it was converted to the thermodynamically favored cyclotetramer.

Industrial & Engineering Chemistry Research published new progress about 597-52-4. 597-52-4 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic Chain, name is Triethylsilanol, and the molecular formula is C6H16OSi, Quality Control of 597-52-4.

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

Wu, Shih-Wei published the artcilePilot production of a sensitive ELISA kit and an immunochromatographic strip for rapid detecting citrinin in fermented rice, Category: alcohols-buliding-blocks, the publication is RSC Advances (2022), 12(31), 19981-19989, database is CAplus and MEDLINE.

Citrinin (CTN) is a mycotoxin primarily produced by Monascus species. Excess consumption of CTN may lead to nephrotoxicity and hepatotoxicity. A pilot study for com. production of competitive direct ELISA (cdELISA) kit and an immunochromatog. strip (immunostrip) for screening CTN in red yeast rice is established in this study. The coating antibody and the CTN-horse radish peroxidase (HRP) concentrations were optimized to increase the sensitivity and specificity of cdELISA kit. The conjugation methods/ratios of CTN to HRP as well as the long-term stability of kit components were also evaluated. The IC50 and detection limit of the ELISA kit were determined to be 4.1 and 0.2 ng mL-1, resp. Anal. of 20 red yeast rice samples using ELISA kits revealed the contamination levels of CTN from 64 to 29 404 ng g-1. The on-site rapid detection of CTN with the immunostrip showed that CTN levels in seven samples exceeded the regulatory limit of 5 ppm. Addnl., the coefficient correlation between the results of HPLC and ELISA kits of 20 samples was 0.96. Sensitive and convenient tools at com. levels for detection of CTN contamination in food are established herein to protect the health of the public.

RSC Advances published new progress about 86-48-6. 86-48-6 belongs to alcohols-buliding-blocks, auxiliary class Organic Pigment,Natural product, name is 1-Hydroxy-2-naphthoic acid, and the molecular formula is C8H11BO2, Category: alcohols-buliding-blocks.

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

Lang, Andreas published the artcileContribution to the chemistry of boron. Part 237. Bis(benzo-1,3,2-dioxaborolyl) oxide and 2-(2-hydroxyphenoxy)benzo-1,3,2-dioxaborole. Precursors for the synthesis of catecholborane (benzo-1,3,2-dioxaborole), Quality Control of 25240-59-9, the publication is Zeitschrift fuer Anorganische und Allgemeine Chemie (1997), 623(6), 901-907, database is CAplus.

The title compounds were prepared from B(OH)₃ with catechol with different stoichiometries and were characterized by NMR and x-ray structure anal. Bis(benzo-1,3,2-dioxaborolyl) oxide (I) has C₂ point group symmetry with a wide B-O-B bond angle (135.9°) in contrast to 2-(2-hydroxyphenoxy)benzo-1,3,2-dioxaborole which shows an almost planar mol. structure. These mols. form infinite chains in the solid state. 2-Hydroxy-1,3,2-dioxaborole crystallizes as a OH…O bridged dimer. Compound I proved to be a good starting material for the preparation of catecholborane.

Zeitschrift fuer Anorganische und Allgemeine Chemie published new progress about 25240-59-9. 25240-59-9 belongs to alcohols-buliding-blocks, auxiliary class Boronic acid and ester,Boronic Acids,Boronate Esters, name is 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, and the molecular formula is C6H13BO3, Quality Control of 25240-59-9.

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

Gajic, Mihajlo published the artcileRepurposing of 8-Hydroxyquinoline-Based Butyrylcholinesterase and Cathepsin B Ligands as Potent Nonpeptidic Deoxyribonuclease I Inhibitors, Formula: C11H8O3, the publication is ChemMedChem (2022), 17(5), e202100694, database is CAplus and MEDLINE.

A library of 31 butyrylcholinesterase (BChE) and cathepsin B (CatB) inhibitors was screened in vitro for inhibition of DNase I (DNase I). Compounds 22, 8 and 7 are among the most potent synthetic non-peptide DNase I inhibitors reported to date. Three 8-hydroxyquinoline analogs inhibited both DNase I and BChE with IC50 values below 35 μM and 50 nM, resp., while two nitroxoline derivatives inhibited DNase I and Cat B endopeptidase activity with IC50 values below 60 and 20 μM. Selected derivatives were screened for various co-target binding affinities at dopamine D2 and D3, histamine H3 and H4 receptors and inhibition of 5-lipoxygenase. Compound 8 bound to the H3 receptor and is highlighted as the most promising multifunctional ligand with a favorable pharmacokinetic profile and one of the most potent non-peptide DNase I inhibitors. The present study demonstrates that 8-hydroxyquinoline is a structural fragment critical for DNase I inhibition in the presented series of compounds

ChemMedChem published new progress about 86-48-6. 86-48-6 belongs to alcohols-buliding-blocks, auxiliary class Organic Pigment,Natural product, name is 1-Hydroxy-2-naphthoic acid, and the molecular formula is C11H8O3, Formula: C11H8O3.

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

Rosenkranz, Herbert S. published the artcileStructural basis of the genotoxicity of nitrosatable phenols and derivatives present in smoked food products, Application In Synthesis of 1139-46-4, the publication is Mutation Research, Fundamental and Molecular Mechanisms of Mutagenesis (1990), 230(1), 9-27, database is CAplus and MEDLINE.

The CASE (artificial intelligence-based structure-activity anal.) methodol. for studying structure-activity relationships was applied to investigating the basis of the genotoxicity of phenols and derivatives following exposure to nitrous acid. The structural features identified include availability of positions para or ortho to the hydroxyl groups, that one meta position must remain unoccupied and one ortho or para position must be unsubstituted as well. The analyses revealed that genotoxicity is dependent upon the ease of formation of the active phenyldiazonium intermediate and is influenced only secondarily by the nature of the genotoxicant or its ease of entry into the cell. With this data base, CASE predicts the genotoxicity, following nitrosation, of a number of agents, including serotonin, acetaminophen, and of some naturally-occurring pesticides present in edible plants.

Mutation Research, Fundamental and Molecular Mechanisms of Mutagenesis published new progress about 1139-46-4. 1139-46-4 belongs to alcohols-buliding-blocks, auxiliary class Benzene,Phenol, name is 4-(2,4,4-Trimethylpentan-2-yl)benzene-1,2-diol, and the molecular formula is C14H22O2, Application In Synthesis of 1139-46-4.

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

Ungnade, Herbert E. published the artcileCondensations of aromatic aldehydes and aryl carbinols with aluminum chloride and aromatic systems, Quality Control of 596-38-3, the publication is Journal of the American Chemical Society (1953), 3333-6, database is CAplus.

The reaction of aryl carbinols and aromatic aldehydes with aromatic hydrocarbons and excess AlCl₃ has been extended to include substituted benzyl alcs. as donors and mesitylene, Ph₂, and Ph₂O as acceptor mols. An unexpected reaction occurred in Ph₂O with formation of 9-phenylxanthydrol (I) from BzH, PhCH₂OH, or Ph₂CHOH. The formation of I in these reactions is unique since the oxygenated compounds apparently undergo condensation at the normally unreactive o-positions of the Ph₂O rather than cleavage. BzH (30 g.) added during 0.5 h. with stirring to 20 g. Ph₂ and 79 g. AlCl₃ at 60°, the mixture stirred 3.5 h. at 60°, decomposed, and steam-distilled, the nonvolatile fraction (32.39 g.) distilled in vacuo, and the distillate (6.02 g., 28%), b_0.001 170-210°, crystallized 3 times from ligroine gave diphenylanthracene (II), m. 202-3°, λ_maximum 230 mμ (log ε 4.65), 257.5 (4.97), 277.5 (5.09), 332.5 (3.67), 347.5 (3.91), 365 (4.01), 385 (3.89). II (1 g.) in 14 cc. glacial AcOH refluxed gently over a low flame and treated slowly during 0.5 h. with 4.0 g. CrO₃ in 4 cc. H₂O and 16 cc. AcOH, the solution cooled, diluted with 200 cc. H₂O, and filtered, and the crude green solid washed with H₂O, dilute aqueous NaOH, and again H₂O, and recrystallized from 95% EtOH and dried in vacuo at 100° gave 1.02 g. (93.5%) diphenylanthraquinone, yellow needles, m. 270-1°. BzH (25 g.) added during 0.5 h. to 67 g. AlCl₃ in 60 cc. mesitylene, the mixture stirred 3.5 h. at 60°, decomposed and steam-distilled, the distillate taken up in C₆H₆, washed with saturated aqueous NaHSO₃ [the insoluble adduct gave 7.86 g. (31%) BzH (oxime, m. 32-3°)], and the C₆H₆ solution rectified yielded 1.0 g. (2%) xylenes, b₅₉₈ 140-50°, n_D²³ 1.4970, λ_maximum^EtOH 266 mμ (log ε 2.40), 8.7 g. (17%) trimethylbenzenes, b₆₀₀ 150-60°, n_D²³ 1.5005, λ_maximum^EtOH 266 mμ (log ε 2.40) [gave nitrated 2,4,6-(O₂N)₃C₆Me₃, m. 230-2°], and 2.6 g. (4%) C₆H₂Me₄, b₆₀₀ 180-5°, n_D²³ 1.5105, λ_maximum 269 mμ (log ε 2.57); a portion (12.86 g.) of the nonvolatile residue (22.50 g.) refluxed with ligroine (b. 70-90°), the solution filtered from 2.74 g. insoluble material, the solution adsorbed on Al₂O₃, and the resulting 3 bands (blue fluorescing under UV light) eluted with ligroine gave 7.34 g. (45.7%) oily solid, m. 132-8°, which gave, after repeated recrystallization from ligroine, tetramethylanthracene, m. 148-8.7°, λ_maximum 338 mμ (log ε 3.45), 350 (3.66), 366 (3.78), 386 (3.68). BzH (25 g.), 67 g. AlCl₃, and 75 cc. Ph₂O treated in the usual manner, the steam distillate extracted with Et₂O, the extract washed with H₂O, dried, and distilled gave 1.2% unreacted BzH (b₁₉ 96-8°) and 44.3% recovered Ph₂O [identified as (p-H₂NSO₂C₆H₄)₂, m. 157-8°]; the semi-solid residue from the steam distillation taken into C₆H₆, washed, dried, and distilled gave 32.2 g. distillate; a 2.18-g. portion in C₆H₆ gave 4 distinct bands on Al₂O₃; the bulk of the product was contained in 3 bands which were eluted with C₆H₆ and gave 0.12 g. red viscous oil, 1.48 g. red-brown oil, and 0.46 g. I crystalline solid, m. 149-54° (from ligroine); distillation of the residue (9.55 g.) gave 4.15 g. red oil, b_0.001 190-210°, which solidified on standing to yield 3.02 g. I, m. 156-7° (from C₆H₆-ligroine); on distillation in vacuo of larger quantities of the residue, pyrolysis and reduction occurred to yield PhOH and 9-phenylxanthene. Similar results were obtained with PhCH₂OH and Ph₂CHOH as starting materials, the over-all yields of I being from BzH 15.5%, from PhCH₂OH 15%, and from Ph₂CHOH 27%. I, m. 157-8°, was also obtained in 76% yield from xanthone and PhMgBr. I dissolved with green-yellow color and fluorescence in concentrated H₂SO₄; it gave derivatives with semicarbazide (m. 206-7°), NH₂OH (m. 194-5°), and PhNHNH₂ (m. 127-8°); it was recovered unchanged from its reaction mixture with MeMgI, and with acylating and oxidizing agents under ordinary conditions; pyrolyzed at 282° it gave PhOH. I was reduced to 9-phenylxanthene (III), m. 142-3° (from ligroine), by a Clemmensen reduction (91.3%), by a Schmidt reaction (96.6%), and by refluxing with alc. HCl (87.7%); insoluble in concentrated H₂SO₄, gave oxidized with KMnO₄ in aqueous Me₂CO, I, m. 155-6° (from ligroine). Xanthone (IV) (5 g.) in dry C₆H₆ added to 0.025 mol PhCH₂MgCl in dry Et₂O, the complex decomposed with ice and aqueous NH₄Cl, and the resulting yellow oil triturated with petr. ether, recrystallized from ligroine, or chromatographed on Al₂O₃ yielded 89% crystalline benzalxanthene (V), yellow needles, m. 110-11°, yellow with green fluorescence in cold concentrated H₂SO₄. The reduction of 2.65 g. V with HI and Ac₂O cleaved at the 9,10 double bond to give 0.11 g. IV, m. 158-60° (recrystallized m. 173-4°), and 0.74 g. 9-benzylxanthene (VI), m. 69-70°. p-PhOC₆H₄Bz (VII), m. 69.2-9.4°, was prepared by the method of Kipper [Ber. 38, 2490(1905)]; soluble with yellow color in cold concentrated H₂SO₄; unchanged under the conditions of the cyclodehydration procedure of Bradsher (C.A. 34, 6265.4); cleaved by fusion with NaOH at 350° to give BzOH, Ph₂O, and traces of PhOH and p-HOC₆H₄Bz; and showed strong IR absorption at 6.05 and 8.02, and 10 addnl. bands common to PhBz and Ph₂O. VII (2.0 g.) in 100 cc. 95% EtOH hydrogenated at 30 mm. pressure with 3 g. Raney Ni and 1 drop 50% aqueous KOH as catalyst, the mixture filtered, the solvent removed, and the residue crystallized from petr. ether gave 1.70 g. (85%) p-PhOC₆H₄CH(OH)Ph (VIII), m. 75.8-6.9°. VII (20 g.) added to amalgamated Zn (from 100 g. Zn and 10 g. HgCl₂) and 100 cc. concentrated HCl, the mixture refluxed 12 h. while 3 fresh 50-cc. portions concentrated HCl were added, the product extracted with C₆H₆, the extract washed neutral, dried, and evaporated, the residue (19.67 g.) sublimed from a mol. still at 0.001 mm., and the colorless distillate (9.34 g.) resublimed to give 8.61 g. colorless liquid which solidified on standing to give p-PhOC₆H₄CH₂Ph (IX), m. 41-2°; the 2nd fraction from the mol. distillation, a viscous oil, which set to a glassy solid in the side arm, is believed to be the corresponding pinacol p-MeOC₆H₄CH₂OH (33 g.) added during 1 h. to 75 g. AlCl₃ in 160 cc. C₆H₆, and the mixture worked up as usual gave unreacted C₆H₆, b₆₀₆ 72-5°, n_D²⁵ 1.4952, 11.8 g. PhOMe, b₁₉ 75-8°, n_D²³ 1.5147 [redistilled 8.4 g. (43%), b₆₀₆ 144°, n_D²² 1.5157, identified as 2,4-(O₂N)₂C₆H₃OMe, m. 84-5°], and 3.2 g. anthracene (X), b₁₉ 155-60°, colorless plates, m. 212-13°; an addnl. amount X, m. 210-11°, was obtained by decolorizing the still residue with Nuchar and recrystallizing To establish the composition of the binary mixture X-H₂O, 1.0 g. pure X was steam-distilled at 97°/603 mm. to furnish 0.49 g. X in 5 l. distillate during 1 h.; the binary mixture contained thus 0.0098% X. X (1 g.) and 10 g. PhOMe steam-distilled at 98°/605 mm. yielded 5 l. distillate in 1 h. containing 0.30 g. X. 3,4-(MeO)₂C₆H₃CH₂OH (0.148 mol) gave with 0.297 mol AlCl₃, and 150 cc. thiophene-free C₆H₆, by the general procedure, 1.34 g. guaiacol (phenylurethane, m. 134°) and 1.03 g. X, m. 211-12°. To 0.20 mol o-HOC₆H₄CH₂OH and 150 cc. C₆H₆ was added 0.40 mol AlCl₃ in small portions, and the mixture worked up as usual to give 0.61 g. PhOH and 2.47 g. X. To 10 g. LiAlH₄ in 180 cc. dry Et₂O was added with stirring 34.50 g. o-PhCH₂C₆H₄CO₂H, m. 110-11°, in 100 cc. Et₂O at such a rate as to keep the mixture refluxing gently, the mixture stirred 0.5 h. and decomposed cautiously with cooling with 100 cc. H₂O, and then with 10% aqueous H₂SO₄, and the Et₂O layer washed with 10% aqueous Na₂CO₃, dried, and evaporated to give 20.47 g. (64.5%) o-PhCH₂C₆H₄CH₂OH (XI), b_0.001 130-2°. XI (10 g.) in 50 cc. C₆H₆ gave with 20 g. AlCl₃, by the general procedure, 5.00 g. X, m. 212-14° (sublimed at 160-200°/1-2 mm.). XI (10 g.) treated in exactly analogous manner with 75 cc. PhMe and 0.15 mol AlCl₃ yielded 11.08 g. non-volatile residue which gave 4.76 g. dimethylanthracene, m. 215-17° (from ligroine); the volatile fraction contained 4.02 g. (47.8%) Ph₂CH₂, b. 260-2° (identified as BzPh, m. 47-8°). The UV absorption maximum in mμ and in parentheses the log ε values in 95% EtOH are listed for: Ph₂O 225 shoulder (4.01), 271 (3.31); p-PhOC₆H₄Me, 225 (4.06), 278 (3.30); 3,4-Me₂C₆H₃OPh, 226 shoulder (4.05), 278 (3.32); VIII, 233 (4.18), 265 (3.27); IX 228 shoulder (4.21), 271 (3.47); VII, 286 (4.24); xanthene, 247 (3.88), 283 (3.36); III, 250 (3.91) 284 (3.47); VI, 243 (3.94), 283 (3.50), 338 (2.37); V, 252 shoulder (4.10), 284 (3.89), 341 (4.08); xanthydrol, 239 (4.17), 290 (3.59), 336 (2.69); I, 244 (4.10), 290 (3.61); 1-(9-phenylxanthyl)-semicarbazide, 245 (4.11), 290 (3.69); IV, 260 (4.11), 288 (3.66), 336 (3.85). The UV absorption spectra of I and III are recorded in Document 3953 ADI Auxiliary Publications Project, Photoduplication Service, Library of Congress, Washington, D.C.

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 C14H20BClO2, Quality Control of 596-38-3.

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