Hu, Manyu’s team published research in AAPS PharmSciTech in 2020 | CAS: 23828-92-4

trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol hydrochloride(cas: 23828-92-4) enhances pulmonary surfactant production and stimulates ciliary activity.Electric Literature of C13H19Br2ClN2O It promotes mucus clearance, facilitates expectoration and eases productive cough, allowing patients to breathe.

《Exploring the Potential of Hydrophilic Matrix Combined with Insoluble Film Coating: Preparation and Evaluation of Ambroxol Hydrochloride Extended Release Tabletsã€?was written by Hu, Manyu; Zhu, Zhuangzhi; Wu, Yubo; Meng, Qingqing; Luo, Jing; Wang, Hao. Electric Literature of C13H19Br2ClN2O And the article was included in AAPS PharmSciTech on April 30 ,2020. The article conveys some information:

To explore the potential utility of combination of hydrophilic matrix with membrane-controlled technol., the present study prepared tablets of a water-soluble model drug (ambroxol hydrochloride), through process of direct compression and spray coating. Single-factor experiments were accomplished to optimize the formulation. In vivo pharmacokinetics was then performed to evaluate the necessity and feasibility of further development of this simple process and low-cost approach. Various release rates could be easily obtained by adjusting the viscosity and amount of hypromellose, pore-former ratios in coating dispersions and coating weight gains. Dissolution profiles of coated tablets displayed initial delay, followed by near zero-order kinetics. The pharmacokinetic study of different formulations showed that lag time became longer as the permeability of coating membrane decreased, which was consistent with the in vitro drug release trend. Besides, in vitro/in vivo correlation study indicated that coated tablets exhibited a good correlation between in vitro release and in vivo absorption. The results, therefore, demonstrated that barrier-membrane-coated matrix formulations were extremely promising for further application in industrialization and commercialization. After reading the article, we found that the author used trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol hydrochloride(cas: 23828-92-4Electric Literature of C13H19Br2ClN2O)

trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol hydrochloride(cas: 23828-92-4) enhances pulmonary surfactant production and stimulates ciliary activity.Electric Literature of C13H19Br2ClN2O It promotes mucus clearance, facilitates expectoration and eases productive cough, allowing patients to breathe.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Engler, Hauke’s team published research in ACS Catalysis in 2021 | CAS: 89466-08-0

2-Hydroxyphenylboronic acid(cas: 89466-08-0) belongs to acyl phenylboronic acid. Phenylboronic acid (PBA), a synthetic molecule applied in RNA affinity chromatography, is able to form reversible covalent ester bonds with 1,2- or 1,3-cis-doils on the ribose ringReference of 2-Hydroxyphenylboronic acid

《Olefin Epoxidation Catalyzed by Titanium-Salalen Complexes: Synergistic H2O2 Activation by Dinuclear Ti Sites, Ligand H-Bonding, and π-Acidityã€?was written by Engler, Hauke; Lansing, Markus; Gordon, Christopher P.; Neudoerfl, Joerg-M.; Schaefer, Mathias; Schloerer, Nils E.; Coperet, Christophe; Berkessel, Albrecht. Reference of 2-Hydroxyphenylboronic acidThis research focused ontitanium Salalen Complex catalyst preparation crystal structure Epoxidation DFT; oxidation kinetics titanium Salalen Complex catalyst. The article conveys some information:

Titanium-salalen complexes have recently solved a long-standing problem in homogeneous epoxidation catalysis by enabling the selective catalytic epoxidation of terminal, nonconjugated olefins with hydrogen peroxide. The authors disclose the mechanism of this intriguing catalyst system, based on XRD analyses, kinetic studies, and NMR elucidation of intermediate structures, complemented by DFT computations. Titanium-salalen catalysts are typically prepared/stored as bis-μ-oxo or μ-oxo-μ-peroxo dimers. Under reaction conditions, while the μ-oxo bridged catalyst dimers remain intact, the epoxidation occurs through an octahedral, yet altered, coordination geometry of the homochiral monomeric subunits. This catalytically active coordination mode is accessed by a slow pre-equilibrium, involving uptake of hydrogen peroxide, and subsequent rearrangement of the coordination sphere of the dinuclear complex. This configuration allows a three-pronged electrophilic activation of hydrogen peroxide, which enables oxygen transfer by the joint action of (i) the Lewis acidic titanium center, (ii) H-bond donation by the ligand’s NH, and (iii) π-chalcogen interaction with the ligand’s pentafluorophenyl moieties. This efficient activation of H2O2 by a dinuclear site parallels recent findings on the active sites of the industrial heterogeneous titanium silicalite TS-1 catalyst. The experimental part of the paper was very detailed, including the reaction process of 2-Hydroxyphenylboronic acid(cas: 89466-08-0Reference of 2-Hydroxyphenylboronic acid)

2-Hydroxyphenylboronic acid(cas: 89466-08-0) belongs to acyl phenylboronic acid. Phenylboronic acid (PBA), a synthetic molecule applied in RNA affinity chromatography, is able to form reversible covalent ester bonds with 1,2- or 1,3-cis-doils on the ribose ringReference of 2-Hydroxyphenylboronic acid

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Sviatenko, Olha’s team published research in ChemCatChem in 2019 | CAS: 27489-62-9

trans-4-Aminocyclohexanol(cas: 27489-62-9) belongs to anime. Acylation is one of the most important reactions of primary and secondary amines; a hydrogen atom is replaced by an acyl group (a group derived from an acid, such as RCOOH or RSO3H, by removal of ―OH, such as RC(=O)â€? RS(O)2â€? and so on). Reagents may be acid chlorides (RCOC1, RSO2C1), anhydrides ((RCO)2O), or even esters (RCOORâ€?; the products are amides of the corresponding acids.Recommanded Product: trans-4-Aminocyclohexanol

《One-pot Synthesis of 4-Aminocyclohexanol Isomers by Combining a Keto Reductase and an Amine Transaminaseã€?was written by Sviatenko, Olha; Rios-Lombardia, Nicolas; Moris, Francisco; Gonzalez-Sabin, Javier; Venkata Manideep, Kollipara; Merdivan, Simon; Guenther, Sebastian; Suess, Philipp; Hoehne, Matthias. Recommanded Product: trans-4-AminocyclohexanolThis research focused ontransaminase ketoreductase aminocyclohexanol cascade enantioselective synthesis. The article conveys some information:

The efficient multifunctionalization by one-pot or cascade catalytic systems has developed as an important research field, but is often challenging due to incompatibilities or cross-reactivities of the catalysts leading to side product formation. Herein we report the stereoselective preparation of cis- and trans-4-aminocyclohexanol from the potentially bio-based precursor 1,4-cyclohexanedione. We identified regio- and stereoselective enzymes catalyzing reduction and transamination of the diketone, which can be performed in a one-pot sequential or cascade mode. For this, we identified regioselective keto reductases for the selective mono reduction of the diketone to give 4-hydroxycyclohexanone. The system is modular and by choosing stereocomplementary amine transaminases, both cis- and trans-4-aminocyclohexanol were synthesized with good to excellent diastereomeric ratios. Furthermore, we identified an amine transaminase that produces cis-1,4-cyclohexanediamine with diastereomeric ratios >98 : 2. These examples highlight that the high selectivity of enzymes enable short and stereoselective cascade multifunctionalizations to generate high-value building blocks from renewable starting materials. Introduction. In the experiment, the researchers used many compounds, for example, trans-4-Aminocyclohexanol(cas: 27489-62-9Recommanded Product: trans-4-Aminocyclohexanol)

trans-4-Aminocyclohexanol(cas: 27489-62-9) belongs to anime. Acylation is one of the most important reactions of primary and secondary amines; a hydrogen atom is replaced by an acyl group (a group derived from an acid, such as RCOOH or RSO3H, by removal of ―OH, such as RC(=O)â€? RS(O)2â€? and so on). Reagents may be acid chlorides (RCOC1, RSO2C1), anhydrides ((RCO)2O), or even esters (RCOORâ€?; the products are amides of the corresponding acids.Recommanded Product: trans-4-Aminocyclohexanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Byun, Young Min’s team published research in Polyhedron in 2018 | CAS: 126456-43-7

(1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7) belongs to anime. Many important products require amines as part of their syntheses. Methylamine is utilized in the production of the analgesic meperidine (trade name Demerol) and the photographic developer Metol (trademark), and dimethylamine is used in the synthesis of the antihistamine diphenhydramine (trade name Benadryl), the solvent dimethylformamide (DMF), and the rocket propellant 1,1-dimethylhydrazine. The synthesis of the insect repellent N,N-diethyl-m-toluamide (DEET) incorporates diethylamine while that of the synthetic fibre Kevlar requires aromatic amines.Recommanded Product: (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol

《Titanium complexes containing tridentate [ONO] type Schiff base ligands for the cycloaddition reaction of CO2 to propylene oxideã€?was written by Byun, Young Min; Lee, Ji Min; Ryu, Ji Yeon; Go, Min Jeong; Na, Kyung Su; Kim, Youngjo; Lee, Junseong. Recommanded Product: (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-olThis research focused ontitanium hydroxyindanylaminopentenone complex preparation cycloaddition catalyst; crystal structure titanium hydroxyindanylaminopentenone. The article conveys some information:

New titanium complexes, TiLCl2(THF) and TiL2, containing the tridentate chiral Schiff-base ligand, L, prepared from the condensation reaction of 2,4-pentadione and (1R,2S)-(-)-1-aminoindanol, were synthesized and characterized by various anal. methods including X-ray crystallog. Ligand L acted as a dianionic tridentate ligand and, owing to a chiral center in the aminoindanol part, imparted chirality to its titanium complexes. The newly synthesized titanium complexes and previously reported analogous Ti complexes were used as catalysts in the cycloaddition of CO2 to propylene oxide as the first representatives of titanium complexes with tridentate Schiff base ligands to have been used for this purpose. These complexes provided high selectivity toward cyclic propylene carbonate (>99%) and showed considerable activities with TOF values up to 131 h-1 in comparison with the previously reported catalyst systems. After reading the article, we found that the author used (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7Recommanded Product: (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol)

(1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7) belongs to anime. Many important products require amines as part of their syntheses. Methylamine is utilized in the production of the analgesic meperidine (trade name Demerol) and the photographic developer Metol (trademark), and dimethylamine is used in the synthesis of the antihistamine diphenhydramine (trade name Benadryl), the solvent dimethylformamide (DMF), and the rocket propellant 1,1-dimethylhydrazine. The synthesis of the insect repellent N,N-diethyl-m-toluamide (DEET) incorporates diethylamine while that of the synthetic fibre Kevlar requires aromatic amines.Recommanded Product: (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Li, Xiaowei’s team published research in Organic Letters in 2021 | CAS: 20880-92-6

((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6) is a useful reactant for examining the effectiveness of sulfamate and sulfamide groups for the inhibition of carbonic anhydrase-​II (CA-​II)â€?SDS of cas: 20880-92-6 And it is used as chiral auxiliaries in Michael and Aldol addition reactions.

SDS of cas: 20880-92-6On September 3, 2021 ,《Nickel-Catalyzed Arylation of C(sp3)-O Bonds in Allylic Alkyl Ethers with Organoboron Compoundsã€?was published in Organic Letters. The article was written by Li, Xiaowei; Li, Yuxiu; Zhang, Zhong; Shi, Xiaolin; Liu, Ruihua; Wang, Zemin; Li, Xiangqian; Shi, Dayong. The article contains the following contents:

A nickel-catalyzed cross-coupling of allylic alkyl ethers with organoboron compounds through the cleavage of the inert C(sp3)-O(alkyl) bonds is described. Several types of allylic alkyl ethers can be coupled with various boronic acids or their derivatives to give the corresponding products in good to excellent yields with wide functional group tolerance and excellent regioselectivity. The gram-scale reaction and late-stage modification of biol. active compounds further prove the practicality of this synthetic method. In the experimental materials used by the author, we found ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6SDS of cas: 20880-92-6)

((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6) is a useful reactant for examining the effectiveness of sulfamate and sulfamide groups for the inhibition of carbonic anhydrase-​II (CA-​II)â€?SDS of cas: 20880-92-6 And it is used as chiral auxiliaries in Michael and Aldol addition reactions.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Hua, Zihao’s team published research in Organic Letters in 2003 | CAS: 329735-68-4

(R)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol(cas: 329735-68-4) belongs to phenols. Phenols are more acidic than typical alcohols. The acidity of the hydroxyl group in phenols is commonly intermediate between that of aliphatic alcohols and carboxylic acids (their pKa is usually between 10 and 12).Category: alcohols-buliding-blocks

Category: alcohols-buliding-blocksOn October 16, 2003 ,《Synthesis of New Chiral Monodentate Phosphite Ligands and Their Use in Catalytic Asymmetric Hydrogenationã€?was published in Organic Letters. The article was written by Hua, Zihao; Vassar, Victor C.; Ojima, Iwao. The article contains the following contents:

New monodentate phosphite ligands have been developed from axially chiral biphenols, which show excellent enantioselectivity in the Rh(I)-catalyzed hydrogenation of di-Me itaconate. The new chiral ligand system is suitable to create libraries and possesses fine-tuning capability. Ligands thus prepared included (+)-(11aS)-4,8-bis(1,1-dimethylethyl)-1,2,10,11-tetramethyl-6-phenoxydibenzo[d,f][1,3,2]dioxaphosphepin, (11aS)-1,2,10,11-tetramethyl-6-phenoxydibenzo[d,f][1,3,2]dioxaphosphepin, (+)-(11aS)-4,8-bis(1,1-dimethylethyl)-1,2,10,11-tetramethyl-6-[(2-naphthalenyl)oxy]dibenzo[d,f][1,3,2]dioxaphosphepin, (+)-(11aS)-4,8-bis(1,1-dimethylethyl)-1,2,10,11-tetramethyl-6-[[(1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl]oxy]dibenzo[d,f][1,3,2]dioxaphosphepin, etc. The results came from multiple reactions, including the reaction of (R)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol(cas: 329735-68-4Category: alcohols-buliding-blocks)

(R)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol(cas: 329735-68-4) belongs to phenols. Phenols are more acidic than typical alcohols. The acidity of the hydroxyl group in phenols is commonly intermediate between that of aliphatic alcohols and carboxylic acids (their pKa is usually between 10 and 12).Category: alcohols-buliding-blocks

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Das, Arpan’s team published research in Organometallics in 2019 | CAS: 401797-00-0

2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 401797-00-0) belongs to hydroxy-containing compounds. Hydroxy groups participate in the dehydration reactions that link simple biological molecules into long chains.Recommanded Product: 2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane The joining of a fatty acid to glycerol to form a triacylglycerol removes the −OH from the carboxy end of the fatty acid.

Recommanded Product: 2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneOn September 9, 2019 ,《Nickel-Catalyzed C(sp2)-H Borylation of Arenesã€?was published in Organometallics. The article was written by Das, Arpan; Hota, Pradip Kumar; Mandal, Swadhin K.. The article contains the following contents:

In this study, C(sp2)-H borylation of arenes was accomplished by a nickel catalyst, resulting in good yield. Alkyl and alkoxy arenes were successfully functionalized, affording C(sp2)-H borylated compounds It was unraveled that the well-defined abnormal N-heterocyclic carbene based Ni(II) complex breaks into Ni nanoparticles (Ni-NPs), which act as catalytically active species. A series of controlled reactions under stoichiometric conditions along with spectroscopic studies and single-crystal x-ray crystallog. study helped us to understand the formation of Ni-NPs along with formation of a boron(III) compound during this reaction. After reading the article, we found that the author used 2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 401797-00-0Recommanded Product: 2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 401797-00-0) belongs to hydroxy-containing compounds. Hydroxy groups participate in the dehydration reactions that link simple biological molecules into long chains.Recommanded Product: 2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane The joining of a fatty acid to glycerol to form a triacylglycerol removes the −OH from the carboxy end of the fatty acid.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Gao, Jihui’s team published research in Organic Letters in 2021 | CAS: 329735-68-4

(R)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol(cas: 329735-68-4) belongs to phenols. Phenols are more acidic than typical alcohols.Formula: C24H34O2 The acidity of the hydroxyl group in phenols is commonly intermediate between that of aliphatic alcohols and carboxylic acids (their pKa is usually between 10 and 12).

Gao, Jihui; Ni, Jie; Yu, Rongrong; Cheng, Gui-Juan; Fang, Xianjie published an article on January 15 ,2021. The article was titled 《Ni-Catalyzed Isomerization-Hydrocyanation Tandem Reactions: Access to Linear Nitriles from Aliphatic Internal Olefinsã€? and you may find the article in Organic Letters.Formula: C24H34O2 The information in the text is summarized as follows:

A highly regioselective nickel-based catalyst system for the isomerization/hydrocyanation of aliphatic internal olefins is described. This benign tandem reaction provides facile access to a wide variety of aliphatic nitriles in good yields with excellent regioselectivities. Thanks to Lewis acid-free conditions, the protocol features board functional groups tolerance, including secondary amine and unprotected alc. groups. In addition to this study using (R)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol, there are many other studies that have used (R)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol(cas: 329735-68-4Formula: C24H34O2) was used in this study.

(R)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol(cas: 329735-68-4) belongs to phenols. Phenols are more acidic than typical alcohols.Formula: C24H34O2 The acidity of the hydroxyl group in phenols is commonly intermediate between that of aliphatic alcohols and carboxylic acids (their pKa is usually between 10 and 12).

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Maier, Norbert M.’s team published research in Chirality in 1996 | CAS: 63012-03-3

(3-Chlorophenyl)(phenyl)methanol(cas: 63012-03-3) belongs to hydroxy-containing compounds. Hydroxy groups participate in the dehydration reactions that link simple biological molecules into long chains. The creation of a peptide bond to link two amino acids to make a protein removes the −OH from the carboxy group of one amino acid.Safety of (3-Chlorophenyl)(phenyl)methanol

In 1996,Chirality included an article by Maier, Norbert M.; Uray, Georg. Safety of (3-Chlorophenyl)(phenyl)methanol. The article was titled 《Diphenylethanediamine (DPEDA) as chiral selector: VII. Efficient HPLC resolution of a series of underivatized diarylcarbinols on a chiral stationary phase based on C5-amide-bonded N-3,5-dinitrobenzoyl-DPEDAã€? The information in the text is summarized as follows:

Fast and efficient baseline separation of asym. substituted diarylmethanols and 1,1-diarylethanols was achieved on an endcapped, amide-linked N-3,5-dinitrobenzoylated, (R,R)-1,2-diphenyl-1,2-ethanediamine-derived chiral stationary phase (CSP). Optimal enantioselectivities on this CSP were obtained using 1% 2-propanol in n-heptane as the mobile phase. Enantiorecognition was found to governed by π-basicity and the substitution pattern of the aromatic substituents. In the experiment, the researchers used (3-Chlorophenyl)(phenyl)methanol(cas: 63012-03-3Safety of (3-Chlorophenyl)(phenyl)methanol)

(3-Chlorophenyl)(phenyl)methanol(cas: 63012-03-3) belongs to hydroxy-containing compounds. Hydroxy groups participate in the dehydration reactions that link simple biological molecules into long chains. The creation of a peptide bond to link two amino acids to make a protein removes the −OH from the carboxy group of one amino acid.Safety of (3-Chlorophenyl)(phenyl)methanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Kimoto, Michiko’s team published research in Biopolymers in 2021 | CAS: 57044-25-4

(R)-Oxiran-2-ylmethanol(cas: 57044-25-4) is a chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product.COA of Formula: C3H6O2

Kimoto, Michiko; Soh, Si Hui Gabriella; Tan, Hui Pen; Okamoto, Itaru; Hirao, Ichiro published an article on January 31 ,2021. The article was titled 《Cognate base-pair selectivity of hydrophobic unnatural bases in DNA ligation by T4 DNA ligaseã€? and you may find the article in Biopolymers.COA of Formula: C3H6O2 The information in the text is summarized as follows:

We present cognate base pair selectivity in template-dependent ligation by T4 DNA ligase using a hydrophobic unnatural base pair (UBP), Ds-Pa. T4 DNA ligase efficiently recognizes the Ds-Pa pairing at the conjugation position, and Ds excludes the noncognate pairings with the natural bases. Our results indicate that the hydrophobic base pairing is allowed in enzymic ligation with higher cognate base-pair selectivity, relative to the hydrogen-bond interactions between pairing bases. The efficient ligation using Ds-Pa can be employed in recombinant DNA technol. using genetic alphabet expansion, toward the creation of semi-synthetic organisms containing UBPs. In addition to this study using (R)-Oxiran-2-ylmethanol, there are many other studies that have used (R)-Oxiran-2-ylmethanol(cas: 57044-25-4COA of Formula: C3H6O2) was used in this study.

(R)-Oxiran-2-ylmethanol(cas: 57044-25-4) is a chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product.COA of Formula: C3H6O2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts