Category: 120121-01-9

Separation of enantiopure m-substituted 1-phenylethanols in high space-time yield using Bacillus subtilis esterase was written by Zheng, Gao-Wei;Liu, Xu-Yun;Zhang, Zhi-Jun;Tian, Ping;Lin, Guo-Qiang;Xu, Jian-He. And the article was included in RSC Advances in 2013.Recommanded Product: (R)-1-(3-Chlorophenyl)ethanol This article mentions the following:

A recombinant Bacillus subtilis esterase (BsE) expressed in E. coli was found to exhibit excellent enantioselectivity (E was always greater than 100) towards m-substituted 1-phenylethanol acetates in the enantioselective hydrolysis reaction. An explanation for the high enantioselectivity observed towards these substrates was provided by mol. modeling. Moreover, the BsE also showed strong tolerance towards a high concentration of m-substituted 1-phenylethanol acetates (up to 1 M). Based on these excellent catalytic properties of BsE, a kind of m-substituted 1-phenylethanols, (R)-1-(3-chlorophenyl)ethanol, was efficiently synthesized in space-time yield of 920 g per L per day and 97% ee, indicating that the BsE was considered as a potentially ideal and promising biocatalyst for large-scale production of optically active m-substituted 1-phenylethanols. In the experiment, the researchers used many compounds, for example, (R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9Recommanded Product: (R)-1-(3-Chlorophenyl)ethanol).

(R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9) belongs to alcohols. Alcohols are among the most common organic compounds. They are used as sweeteners and in making perfumes, are valuable intermediates in the synthesis of other compounds, and are among the most abundantly produced organic chemicals in industry. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.Recommanded Product: (R)-1-(3-Chlorophenyl)ethanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Chemoenzymatic Deracemization of Secondary Alcohols by using a TEMPO-Iodine-Alcohol Dehydrogenase System was written by Mendez-Sanchez, Daniel;Mangas-Sanchez, Juan;Lavandera, Ivan;Gotor, Vicente;Gotor-Fernandez, Vicente. And the article was included in ChemCatChem in 2015.Computed Properties of C8H9ClO This article mentions the following:

A deracemization system for secondary alcs. was established after the anal. of individual steps and their compatibility in one pot. The chem. oxidation and bioreduction occurred in a sequential manner to yield 1-arylethanols and lineal aliphatic alcs. with excellent conversions and enantiomeric excess values. The oxidation step was performed by using 2,2,6,6-tetramethylpiperidin-1-oxyl and iodine. This chem. process was extremely favored by sonication, which allowed quant. formation of the corresponding ketone intermediates after just 1 h. Simple destruction of iodine in the same pot allowed sequential bioreduction of the ketones by using either Prelog or antiPrelog enzymes, which led to the preparation of the enantiopure alcs. in excellent yields. In the experiment, the researchers used many compounds, for example, (R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9Computed Properties of C8H9ClO).

(R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9) belongs to alcohols. Alcohols are weak acids. The most acidic simple alcohols (methanol and ethanol) are about as acidic as water, and most other alcohols are somewhat less acidic. A multistep synthesis may use Grignard-like reactions to form an alcohol with the desired carbon structure, followed by reactions to convert the hydroxyl group of the alcohol to the desired functionality.Computed Properties of C8H9ClO

Referemce:
Alcohol – Wikipedia,
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The Manganese(I)-Catalyzed Asymmetric Transfer Hydrogenation of Ketones: Disclosing the Macrocylic Privilege was written by Passera, Alessandro;Mezzetti, Antonio. And the article was included in Angewandte Chemie, International Edition in 2020.SDS of cas: 120121-01-9 This article mentions the following:

The bis(carbonyl) manganese(I) complex [Mn(CO)₂(ligand)]Br with a chiral (NH)₂P₂ macrocyclic ligand catalyzes the asym. transfer hydrogenation of polar double bonds with 2-propanol as the hydrogen source. Ketones (43 substrates) are reduced to alcs. in high yields (up to >99%) and with excellent enantioselectivities (90-99% ee). A stereochem. model based on attractive CH-蟺 interactions is proposed. In the experiment, the researchers used many compounds, for example, (R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9SDS of cas: 120121-01-9).

(R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9) belongs to alcohols. A strong base can deprotonate an alcohol to yield an alkoxide ion (R鈥昈鈭?. For example, sodamide (NaNH2), a very strong base, abstracts the hydrogen atom of an alcohol. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.SDS of cas: 120121-01-9

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Alcohol – Wikipedia,
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Efficient asymmetric synthesis of chiral alcohols using high 2-propanol tolerance alcohol dehydrogenase SmADH2 via an environmentally friendly TBCR system was written by Yang, Zeyu;Fu, Hengwei;Ye, Wenjie;Xie, Youyu;Liu, Qinghai;Wang, Hualei;Wei, Dongzhi. And the article was included in Catalysis Science & Technology in 2020.Quality Control of (R)-1-(3-Chlorophenyl)ethanol This article mentions the following:

Alc. dehydrogenases (ADHs) together with the economical substrate-coupled cofactor regeneration system play a pivotal role in the asym. synthesis of chiral alcs.; however, severe challenges concerning the poor tolerance of enzymes to 2-propanol and the adverse effects of the byproduct, acetone, limit its applications, causing this strategy to lapse. Herein, a novel ADH gene smadh2 was identified from Stenotrophomonas maltophilia by traditional genome mining technol. The gene was cloned into Escherichia coli cells and then expressed to yield SmADH2. SmADH2 has a broad substrate spectrum and exhibits excellent tolerance and superb activity to 2-propanol even at 10.5 M (80%, volume/volume) concentration Moreover, a new thermostatic bubble column reactor (TBCR) system is successfully designed to alleviate the inhibition of the byproduct acetone by gas flow and continuously supplement 2-propanol. The organic waste can be simultaneously recovered for the purpose of green synthesis. In the sustainable system, structurally diverse chiral alcs. are synthesized at a high substrate loading (>150 g L^-1) without adding external coenzymes. Among these, about 780 g L^-1 (6 M) Et acetoacetate is completely converted into Et (R)-3-hydroxybutyrate in only 2.5 h with 99.9% ee and 7488 g L^-1 d^-1 space-time yield. Mol. dynamics simulation results shed light on the high catalytic activity toward the substrate. Therefore, the high 2-propanol tolerance SmADH2 with the TBCR system proves to be a potent biocatalytic strategy for the synthesis of chiral alcs. on an industrial scale. In the experiment, the researchers used many compounds, for example, (R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9Quality Control of (R)-1-(3-Chlorophenyl)ethanol).

(R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9) belongs to alcohols. A strong base can deprotonate an alcohol to yield an alkoxide ion (R鈥昈鈭?. For example, sodamide (NaNH2), a very strong base, abstracts the hydrogen atom of an alcohol. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.Quality Control of (R)-1-(3-Chlorophenyl)ethanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Dioxygenase-catalysed oxidation of disubstituted benzene substrates: benzylic monohydroxylation versus aryl cis-dihydroxylation and the meta effect was written by Boyd, Derek R.;Sharma, Narain D.;Bowers, Nigel I.;Dalton, Howard;Garrett, Mark D.;Harrison, John S.;Sheldrake, Gary N.. And the article was included in Organic & Biomolecular Chemistry in 2006.Recommanded Product: (R)-1-(3-Chlorophenyl)ethanol This article mentions the following:

Biotransformations of a series of ortho-, meta- and para-substituted ethylbenzene and propylbenzene substrates have been carried out, using Pseudomonas putida UV4, a source of toluene dioxygenase (TDO). The ortho- and para-substituted alkylbenzene substrates yielded, exclusively, the corresponding enantiopure cis-dihydrodiols of the same absolute configuration. However, the meta isomers, generally, gave benzylic alc. bioproducts, in addition to the cis-dihydrodiols (the meta effect). The benzylic alcs. were of identical (R) absolute configuration but enantiomeric excess values were variable. The similar (2R) absolute configurations of the cis-dihydrodiols are consistent with both the Et and Pr groups having dominant stereodirecting effects over the other substituents. The model used earlier, to predict the regio- and stereo-chem. of cis-dihydrodiol bioproducts derived from substituted benzene substrates has been refined, to take account of non-sym. substituents like Et or Pr groups. The formation of benzylic hydroxylation products, from meta-substituted benzene substrates, without further cis-dihydroxylation to yield triols provides a further example of the meta effect during toluene dioxygenase-catalyzed oxidations In the experiment, the researchers used many compounds, for example, (R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9Recommanded Product: (R)-1-(3-Chlorophenyl)ethanol).

(R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9) belongs to alcohols. Alcohols are weak acids. The most acidic simple alcohols (methanol and ethanol) are about as acidic as water, and most other alcohols are somewhat less acidic. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.Recommanded Product: (R)-1-(3-Chlorophenyl)ethanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Influence of amino acid moiety accessibility on the chiral recognition of cyclodextrin-amino acid mixed selectors in enantioselective gas chromatography was written by Stephany, Olivier;Tisse, Severine;Coadou, Gael;Bouillon, Jean-Philippe;Peulon-Agasse, Valerie;Cardinael, Pascal. And the article was included in Journal of Chromatography A in 2012.Recommanded Product: (R)-1-(3-Chlorophenyl)ethanol This article mentions the following:

Original mixed selectors were synthesized by coupling a single L-valine diamide moiety on permethylated 尾-cyclodextrin. The structures of the new selectors were designed to limit the interactions between the L-valine derivative and cyclodextrin by removing the amino acid moiety from the cyclodextrin cavity by an amide linkage on mono-6-amino permethylated 尾-CD or the insertion of a carboxymethyl group. The accessibility of the amino acid group moiety was thus facilitated. The new mixed selectors exhibited better enantioselectivity than Chirasil-L-Val for half (selector based on mono-6-amino permethylated 尾-CD) or more (selector with the carboxymethyl group) of the 41 amino acid derivatives Mol. modeling confirmed that these results could be attributed to an increase in the distance between the chiral center of the amino acid and the cyclodextrin cavity allowing better access of the amino acid moiety. These new mixed chiral selectors demonstrated a novel enantioselective capability with the successful separation of >90 racemic mixtures among the 105 chiral compounds tested. These mixed selectors exhibited enhanced enantioselectivity in comparison to binary selectors previously described with respect to both enantiomer resolution and the number of separated chiral compounds Also, an improvement of the enantioseparation factors compared to the corresponding parent phases for the amino acid derivatives was observed in many cases. These mixed selectors should therefore be considered some of the most versatile selectors for chiral gas chromatog. In the experiment, the researchers used many compounds, for example, (R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9Recommanded Product: (R)-1-(3-Chlorophenyl)ethanol).

(R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9) belongs to alcohols. Alcohols are among the most common organic compounds. They are used as sweeteners and in making perfumes, are valuable intermediates in the synthesis of other compounds, and are among the most abundantly produced organic chemicals in industry. A multistep synthesis may use Grignard-like reactions to form an alcohol with the desired carbon structure, followed by reactions to convert the hydroxyl group of the alcohol to the desired functionality.Recommanded Product: (R)-1-(3-Chlorophenyl)ethanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

3,3′-Diphosphoryl-1,1′-bi-2-naphthol-Zn(II) Complexes as Conjugate Acid-Base Catalysts for Enantioselective Dialkylzinc Addition to Aldehydes was written by Hatano, Manabu;Miyamoto, Takashi;Ishihara, Kazuaki. And the article was included in Journal of Organic Chemistry in 2006.Recommanded Product: (R)-1-(3-Chlorophenyl)ethanol This article mentions the following:

A highly enantioselective dialkylzinc (R²₂Zn) addition to a series of aromatic, aliphatic, and heteroaromatic aldehydes was developed based on conjugate Lewis acid-Lewis base catalysis. Bifunctional BINOL ligands bearing phosphine oxides [P(:O)R₂], phosphonates [P(:O)(OR)₂], or phosphoramides [P(:O)(NR₂)₂] at the 3,3′-positions were prepared by using a phospho-Fries rearrangement as a key step. The coordination of a NaphO-Zn(II)-R² center as a Lewis acid to a carbonyl group in a substrate and the activation of R²₂Zn(II) with a phosphoryl group (P:O) as a Lewis base in the 3,3′-diphosphoryl-BINOL-Zn(II) catalyst could promote carbon-carbon bond formation with high enantioselectivities (up to >99% ee). Mechanistic studies were performed by X-ray analyses of a free ligand and a tetranuclear Zn(II) cluster, a ³¹P NMR experiment on Zn(II) complexes, an absence of nonlinear effect between the ligand and Et-adduct of benzaldehyde, and stoichiometric reactions with some chiral or achiral Zn(II) complexes to propose a transition-state assembly including monomeric active intermediates. In the experiment, the researchers used many compounds, for example, (R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9Recommanded Product: (R)-1-(3-Chlorophenyl)ethanol).

(R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9) belongs to alcohols. A strong base can deprotonate an alcohol to yield an alkoxide ion (R鈥昈鈭?. For example, sodamide (NaNH2), a very strong base, abstracts the hydrogen atom of an alcohol. Under carefully controlled conditions, simple alcohols can undergo intermolecular dehydration to give ethers. This reaction is effective only with methanol, ethanol, and other simple primary alcohols.Recommanded Product: (R)-1-(3-Chlorophenyl)ethanol

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Alcohol – Wikipedia,
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Efficient chiral synthesis by Saccharomyces cerevisiae spore encapsulation of Candida parapsilosis Glu228Ser/(S)-carbonyl reductase II and Bacillus sp. YX-1 glucose dehydrogenase in organic solvents was written by Rao, Jingxin;Zhang, Rongzhen;Liang, Hongbo;Gao, Xiao-Dong;Nakanishi, Hideki;Xu, Yan. And the article was included in Microbial Cell Factories in 2019.Safety of (R)-1-(3-Chlorophenyl)ethanol This article mentions the following:

Background: Saccharomyces cerevisiae AN120 osw2螖 spores were used as a host with good resistance to unfavorable environment. This work was undertaken to develop a new yeast spore-encapsulation of Candida parapsilosis Glu228Ser/(S)-carbonyl reductase II and Bacillus sp. YX-1 glucose dehydrogenase for efficient chiral synthesis in organic solvents. Results: The spore microencapsulation of E228S/SCR II and GDH in S. cerevisiae AN120 osw2螖 catalyzed (R)-phenylethanol in a good yield with an excellent enantioselectivity (up to 99%) within 4 h. It presented good resistance and catalytic functions under extreme temperature and pH conditions. The encapsulation produced several chiral products with over 70% yield and over 99% enantioselectivity in Et acetate after being recycled for 4-6 times. It increased substrate concentration over threefold and reduced the reaction time two to threefolds compared to the recombinant Escherichia coli containing E228S and glucose dehydrogenase. Conclusions: This work first described sustainable enantioselective synthesis without exogenous cofactors in organic solvents using yeast spore-microencapsulation of coupled alc. dehydrogenases.[Figure not available: see fulltext.]. In the experiment, the researchers used many compounds, for example, (R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9Safety of (R)-1-(3-Chlorophenyl)ethanol).

(R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9) belongs to alcohols. Similar to water, an alcohol can be pictured as having an sp3 hybridized tetrahedral oxygen atom with nonbonding pairs of electrons occupying two of the four sp3 hybrid orbitals. The most common reactions of alcohols can be classified as oxidation, dehydration, substitution, esterification, and reactions of alkoxides.Safety of (R)-1-(3-Chlorophenyl)ethanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Manganese-Catalyzed Asymmetric Hydrosilylation of Aryl Ketones was written by Ma, Xiaochen;Zuo, Ziqing;Liu, Guixia;Huang, Zheng. And the article was included in ACS Omega in 2017.SDS of cas: 120121-01-9 This article mentions the following:

Nonracemic (oxazolinyl)pyridinylimine manganese complexes I (R = i-Pr, Ph₂CH; R¹ = H, Me; R² = PhCH₂, i-Pr, t-Bu) were prepared as catalysts for the enantioselective hydrosilylation of aralkyl ketones. In the presence of I (R = Ph₂CH; R¹ = Me; R² = t-Bu), aralkyl ketones such as 4-R³C₆H₄COMe (R³ = Cl, i-Bu, t-Bu, cyclohexyl, n-Pr, MeO, Br, I, H) with Ph₃SiH and NaBHEt₃ in toluene to yield nonracemic benzylic alcs. such as (R)-4-R³C₆H₄CH(OH)Me (R³ = Cl, i-Bu, t-Bu, cyclohexyl, n-Pr, MeO, Br, I, H) in 48-99% yields and 66:34-96.5:3.5 er. The structure of I路2 CH₂Cl₂ (R = Ph₂CH; R¹ = Me; R² = t-Bu) was determined by X-ray crystallog. In the experiment, the researchers used many compounds, for example, (R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9SDS of cas: 120121-01-9).

(R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. Secondary alcohols are easily oxidized without breaking carbon-carbon bonds only as far as the ketone stage. No further oxidation is seen except under very stringent conditions.SDS of cas: 120121-01-9

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An iron variant of the Noyori hydrogenation catalyst for the asymmetric transfer hydrogenation of ketones was written by Huo, Shangfei;Wang, Qingwei;Zuo, Weiwei. And the article was included in Dalton Transactions in 2020.COA of Formula: C8H9ClO This article mentions the following:

The design of a new iron catalyst for the asym. transfer hydrogenation of ketones R¹C(O)R² [R¹ = Ph, naphthalen-2-yl, 2,3-dihydro-1H-inden-5-yl, etc.; R² = Me, Et, dimethoxymethyl, (dimethylamino)methyl] was reported. This type of iron catalyst combines the structural characteristics of the Noyori hydrogenation catalyst (an axially chiral 2,2′-bis(phosphino)-1,1′-binaphthyl fragment and the metal-ligand bifunctional motif) and an ene(amido) group SA,RP,SS/SA,RP,RR-I (Ar = Ph, 4-methoxyphenyl) that can activate the iron center. After activation by 8 equiv of potassium tert-butoxide, (SA,RP,SS)-I (Ar = Ph (II)) and (SA,RP,SS)-I (Ar = 4-methoxyphenyl) are active but nonenantioselective catalysts for the transfer hydrogenation of acetophenone and 伪,尾-unsaturated aldehydes R³CHO (R³ = 2,6-dimethylhepta-1,5-dien-1-yl, 2-phenylethenyl) are kept at room temperature in isopropanol. A maximum turnover number of 14480 was observed for (SA,RP,SS) (II) in the reduction of acetophenone. The right combination of the stereochem. of the axially chiral 2,2′-bis(phosphino)-1,1′-binaphthyl group and the carbon-centered chiral amine-imine moiety in (SA,RP,RR)-I (Ar = 4-methoxyphenyl) afforded an enantioselective catalyst for the preparation of chiral alcs. R¹/R³CH(R²/H)OH with moderate to good yields and a broad functional group tolerance. In the experiment, the researchers used many compounds, for example, (R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9COA of Formula: C8H9ClO).

(R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.COA of Formula: C8H9ClO

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts