He, Li et al. published their research in Innovative Food Science & Emerging Technologies in 2022 | CAS: 111-46-6

2,2′-Oxybis(ethan-1-ol) (cas: 111-46-6) belongs to alcohols. The oxygen atom of the strongly polarized O鈥旽 bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. 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.Related Products of 111-46-6

Isolation and identification of Lactobacillus and yeast species and their effect on the quality of fermented rice cakes was written by He, Li;Chen, Yanhua;Zhang, Haitian;Wang, Hui;Chen, Shujuan;Liu, Shuliang;Liu, Aiping;Li, Qin;Ao, Xiaolin;Liu, Yaowen. And the article was included in Innovative Food Science & Emerging Technologies in 2022.Related Products of 111-46-6 This article mentions the following:

In this study, microbes were isolated from the rice slurry of a fermented rice cake to obtain lactic acid bacteria and yeast species. These species were identified using microbial physiol. and gene sequence analyses. As the growth of the lactic acid bacterial strain R-2b and the yeast J-3a strains were found to be the best, a composite starter comprising these microbes was used for the preparation of fermented rice cakes. Based on single factor and orthogonal experiments, when the proportion of Lactobacillus plantarum, Saccharomyces cerevisiae, and Candida humilis was 1:3:6, the optimal fermentation conditions were addition of sugar and starter amounts of 20% and 6%, resp., a fermentation temperature of 32掳C, and fermentation time of 8 h. The fermented rice cake with this optimum ratio had the most abundant volatile components and qualified physicochem. and microbial indexes. Addnl., the overall quality was better than that of com. available products. In the experiment, the researchers used many compounds, for example, 2,2′-Oxybis(ethan-1-ol) (cas: 111-46-6Related Products of 111-46-6).

2,2′-Oxybis(ethan-1-ol) (cas: 111-46-6) belongs to alcohols. The oxygen atom of the strongly polarized O鈥旽 bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. 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.Related Products of 111-46-6

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Ashkarran, Ali Akbar et al. published their research in Analytica Chimica Acta in 2022 | CAS: 4074-88-8

Diethyleneglycoldiacrylate (cas: 4074-88-8) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. 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.Category: alcohols-buliding-blocks

In situ monitoring of photo-crosslinking reaction of water-soluble bifunctional macromers using magnetic levitation was written by Ashkarran, Ali Akbar;Sharifi, Shahriar;Abrahamsson, Christoffer K.;Mahmoudi, Morteza. And the article was included in Analytica Chimica Acta in 2022.Category: alcohols-buliding-blocks This article mentions the following:

Crosslinking is one of the fundamental phenomena in polymer science, which happens by forming covalent bonds or relatively short sequences of chem. bonds to join 2 polymer chains. Crosslinking and the subsequent volume shrinkage of monomers/macromers result in changes in their corresponding d. which can be measured using d.-based measurement techniques (e.g., dilatometry). Here, the authors demonstrate a method that allows in situ monitoring of photopolymerization of H2O-soluble bifunctional macromers using magnetic levitation (MagLev) system. The authors use a hydrophobic paramagnetic solution to monitor the photopolymerization of H2O-soluble polyethylene glycol diacrylate (PEGDA) as a model of bifunctional macromers using a ring MagLev system. Based on changes in levitation heights (densities) after illumination of blue light, the authors have successfully monitored the double bond conversion of PEGDA 700 macromers at various polymerization conditions. Probably MagLev can should be used as a new and complementary anal. technique for rapid screening of the photopolymerization reactions and measurement of conversions using changes in the levitation height of the macromers. In the experiment, the researchers used many compounds, for example, Diethyleneglycoldiacrylate (cas: 4074-88-8Category: alcohols-buliding-blocks).

Diethyleneglycoldiacrylate (cas: 4074-88-8) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. 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.Category: alcohols-buliding-blocks

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Yu, Jing et al. published their research in Food Chemistry in 2022 | CAS: 3391-86-4

Oct-1-en-3-ol (cas: 3391-86-4) 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. Converting an alcohol to an alkene requires removal of the hydroxyl group and a hydrogen atom on the neighbouring carbon atom. Dehydrations are most commonly carried out by warming the alcohol in the presence of a strong dehydrating acid, such as concentrated sulfuric acid.Application In Synthesis of Oct-1-en-3-ol

Halophilic bacteria as starter cultures: A new strategy to accelerate fermentation and enhance flavor of shrimp paste was written by Yu, Jing;Lu, Kuan;Zi, Jiwei;Yang, Xihong;Zheng, Zuoxing;Xie, Wancui. And the article was included in Food Chemistry in 2022.Application In Synthesis of Oct-1-en-3-ol This article mentions the following:

Retaining the traditional flavor while shortening the fermentation cycle is the current research focus for shrimp paste fermentation technol. The present study investigated the effect of combined use of halophilic bacteria as starters on the sensory and flavor characteristics of rapidly fermented shrimp paste. Sensory evaluation indicated that the starter-inoculated samples had high texture, appearance, and overall quality scores. Headspace gas chromatog.-ion mobility spectrometry/mass spectrometry (HS-GC-IMS/MS) identified 95 volatile compounds, the fingerprint profiles of the starter-inoculated samples were similar to those of the traditional sample. Notably, the content of benzaldehyde, phenylethylaldehyde, and 3-methylbutyraldehyde increased significantly in the starter-inoculated samples (p < 0.05), which may provide an intense malt, caramel, and pleasant odor. Although the content of certain flavor substances in the starter-inoculated samples was lower than those of traditional sample, the use significantly reduced the fermentation time and mimicked the flavor profile of traditional shrimp paste to some extent. In the experiment, the researchers used many compounds, for example, Oct-1-en-3-ol (cas: 3391-86-4Application In Synthesis of Oct-1-en-3-ol).

Oct-1-en-3-ol (cas: 3391-86-4) 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. Converting an alcohol to an alkene requires removal of the hydroxyl group and a hydrogen atom on the neighbouring carbon atom. Dehydrations are most commonly carried out by warming the alcohol in the presence of a strong dehydrating acid, such as concentrated sulfuric acid.Application In Synthesis of Oct-1-en-3-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Dailing, Eric A. et al. published their research in Soft Matter in 2015 | CAS: 109-17-1

((Oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) bis(2-methylacrylate) (cas: 109-17-1) 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.Related Products of 109-17-1

Photopolymerizable nanogels as macromolecular precursors to covalently crosslinked water-based networks was written by Dailing, Eric A.;Setterberg, Whitney K.;Shah, Parag K.;Stansbury, Jeffrey W.. And the article was included in Soft Matter in 2015.Related Products of 109-17-1 This article mentions the following:

We present a strategy for directly and efficiently polymerizing aqueous dispersions of reactive nanogels into covalently crosslinked polymer networks with properties that are determined by the initial chem. and phys. nanogel structure. This technique can extend the range of achievable properties and architectures for networks formed in solution, particularly in water where monomer selection for direct polymerization and the final network properties are quite limited. Nanogels were initially obtained from a solution polymerization of a hydrophilic monomethacrylate and either a hydrophilic PEG-based dimethacrylate or a more hydrophobic urethane dimethacrylate, which produced globular particles with diameters of 10-15 nm with remarkably low polydispersity in some cases. Networks derived from a single type of nanogel or a blend of nanogels with different chemistries when dispersed in water gelled within minutes when exposed to low intensity UV light. Modifying the nanogel structure changes both covalent and non-covalent secondary interactions in the crosslinked networks and reveals critical design criteria for the development of networks from highly internally branched, nanoscale prepolymer precursors. In the experiment, the researchers used many compounds, for example, ((Oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) bis(2-methylacrylate) (cas: 109-17-1Related Products of 109-17-1).

((Oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) bis(2-methylacrylate) (cas: 109-17-1) 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.Related Products of 109-17-1

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Gao, Feng et al. published their research in Macromolecules (Washington, DC, United States) in 2022 | CAS: 2216-51-5

(1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (cas: 2216-51-5) 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.Synthetic Route of C10H20O

Three Different Types of Asymmetric Polymerization of Aryl Isocyanides by Using Simple Rare-Earth Metal Trialkyl Precursors was written by Gao, Feng;Chen, Jupeng;Cao, Qingbin;Li, Qiaozhen;Zheng, Jie;Li, Xiaofang. And the article was included in Macromolecules (Washington, DC, United States) in 2022.Synthetic Route of C10H20O This article mentions the following:

Three different types of asym. polymerization of aryl isocyanides containing helix-sense-selective polymerization of achiral aryl isocyanides with D/L-lactide as the chiral additive, asym. induced polymerization of chiral aryl isocyanides as well as helix-sense-selective copolymerization of chiral and achiral aryl isocyanides with chiral amplification have successfully been implemented by using two kinds of achiral monocation [LnR2(THF)n]+ or dication species [LnR(THF)n]2+in situ generated from two series of simple rare-earth metal trialkyl precursors (LnR3(THF)n, Ln = Sc, Lu, Y; R = -CH2SiMe3, -o-CH2C6H4NMe2; n = 0, 2). As a result, various optically active poly(aryl isocyanide)s having one-handed helical conformations and/or aggregation-induced emission (AIE) nature are prepared A possible coordination mechanism is also proposed. Such a catalytic system affords a new design concept of simple, efficient, and superior rare-earth metal catalysts for asym. polymerization of functional isocyanides. In the experiment, the researchers used many compounds, for example, (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (cas: 2216-51-5Synthetic Route of C10H20O).

(1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (cas: 2216-51-5) 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.Synthetic Route of C10H20O

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Jin, Yuxi et al. published their research in Food Research International in 2022 | CAS: 3391-86-4

Oct-1-en-3-ol (cas: 3391-86-4) 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.COA of Formula: C8H16O

Inhibition of cholesterol biosynthesis promotes the production of 1-octen-3-ol through mevalonic acid was written by Jin, Yuxi;Yuan, Xiaoya;Liu, Jianfeng;Wen, Jie;Cui, Huanxian;Zhao, Guiping. And the article was included in Food Research International in 2022.COA of Formula: C8H16O This article mentions the following:

1-Octen-3-ol makes an important contribution to meat flavor. The goal of this study was to identify the metabolic pathways of 1-octen-3-ol formation in meat. We found 218 metabolites associated with 1-octen-3-ol content in 20 samples of chicken meat, including mevalonic acid (pos. correlation), corticosterone (neg. correlation), and other lipids and lipid-like mols. Among these 218 metabolites, 17 metabolites were differentially expressed in different 1-octen-3-ol content groups. Similarly, 37 genes were not only differentially expressed, but were significantly correlated with 1-octen-3-ol. The regulation of HSP90AA1, PTPN9, and other genes converted more mevalonic acid to 1-octen-3-ol. Meanwhile, mevalonic acid, a key material in the synthesis of cholesterol, caused a decrease in corticosterone content, affecting ZNF414 and KLF15 gene expression. These findings reveal the effect of cholesterol on 1-octen-3-ol content, as well as a pos. regulation of mevalonic acid on the production of 1-octen-3-ol in chicken meat. In the experiment, the researchers used many compounds, for example, Oct-1-en-3-ol (cas: 3391-86-4COA of Formula: C8H16O).

Oct-1-en-3-ol (cas: 3391-86-4) 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.COA of Formula: C8H16O

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Xie, Jin et al. published their research in Bioorganic & Medicinal Chemistry Letters in 2017 | CAS: 2968-93-6

2-(4-(Trifluoromethyl)phenyl)ethanol (cas: 2968-93-6) belongs to alcohols. Under appropriate conditions, inorganic acids also react with alcohols to form esters. To form these esters, a wide variety of specialized reagents and conditions can be used. 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: C9H9F3O

Antiproliferative activity and SARs of caffeic acid esters with mono-substituted phenylethanols moiety was written by Xie, Jin;Yang, Fengzhi;Zhang, Man;Lam, Celine;Qiao, Yixue;Xiao, Jia;Zhang, Dongdong;Ge, Yuxuan;Fu, Lei;Xie, Dongsheng. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2017.COA of Formula: C9H9F3O This article mentions the following:

A series of caffeic acid phenylethyl ester (CAPE) derivatives with mono-substituted phenylethanols moiety were synthesized and evaluated by MTT assay on growth of 4 human cancer cell lines (Hela, DU-145, MCF-7 and ECA-109). The substituent effects on the antiproliferative activity were systematically investigated for the first time. It was found that electron-donating and hydrophobic substituents at 2′-position of phenylethanol moiety could significantly enhance CAPE’s antiproliferative activity. 2′-Propoxyl derivative, as a novel caffeic acid ester, exhibited exquisite potency (IC50 = 0.4 卤 0.02 & 0.6 卤 0.03 渭M against Hela and DU-145 resp.). In the experiment, the researchers used many compounds, for example, 2-(4-(Trifluoromethyl)phenyl)ethanol (cas: 2968-93-6COA of Formula: C9H9F3O).

2-(4-(Trifluoromethyl)phenyl)ethanol (cas: 2968-93-6) belongs to alcohols. Under appropriate conditions, inorganic acids also react with alcohols to form esters. To form these esters, a wide variety of specialized reagents and conditions can be used. 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: C9H9F3O

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Feryel, Amri et al. published their research in Contact Dermatitis in 2022 | CAS: 57-55-6

1,2-Propanediol (cas: 57-55-6) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. 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.Safety of 1,2-Propanediol

Unusual clinical presentation of allergic contact dermatitis to topical minoxidil was written by Feryel, Amri;Mouna, Korbi;Nesrine, Ben Salah;Hichem, Belhadjali;Jameleddine, Zili. And the article was included in Contact Dermatitis in 2022.Safety of 1,2-Propanediol This article mentions the following:

This article illustrates the unusual clin. presentation of allergic contact dermatitis to topical minoxidil. A 23-yr-old man, with no particular medical history, presented with erythema, itch, increased scaling of the scalp and a cervical lymphadenopathy, without any clin. sign of cutaneous infection. A complete ear, nose, throat examination excluded other cause for this cervical lymphadenopathy. The rest of phys. examination was within normal levels. He used 5% topical minoxidil solution (minoxidil 5%, propylene glycol) as a treatment for an AGA, 3 mo ago. He reported that the lesions on the scalp and the cervical lymphadenopathy first appeared some days after beginning the treatment with minoxidil and became aggravated progressively with subsequent applications. Several attempts of treatment reintroduction induced the recurrence of the same lesions on the scalp associated with cervical lymphadenopathy. ACD to minoxidil or conservatives was suspected. Patch testing was performed with minoxidil 5% solution ‘as is’ and propylene glycol. These tests were applied on the back. The readings were performed on day (D) 2 and D3 according to the ICDRG criteria and showed a pos. reaction for minoxidil 5% solution ‘as is’ (++). The patch test to propylene glycol showed no reaction. Eviction of minoxidil induced a long-lasting remission and complete resolution of the lymphadenopathy. No further episodes were noted after 3 mo of follow-up. In the experiment, the researchers used many compounds, for example, 1,2-Propanediol (cas: 57-55-6Safety of 1,2-Propanediol).

1,2-Propanediol (cas: 57-55-6) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. 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.Safety of 1,2-Propanediol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Tang, Shi et al. published their research in Angewandte Chemie, International Edition in 2021 | CAS: 68716-49-4

2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4) 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.COA of Formula: C12H16BBrO2

Radical 1,4-Aryl Migration Enabled Remote Cross-Electrophile Coupling of 伪-Amino-尾-Bromo Acid Esters with Aryl Bromides was written by Tang, Shi;Xu, Zhen-Hua;Liu, Ting;Wang, Shuo-Wen;Yu, Jian;Liu, Jian;Hong, Yu;Chen, Shi-Lu;He, Jin;Li, Jin-Heng. And the article was included in Angewandte Chemie, International Edition in 2021.COA of Formula: C12H16BBrO2 This article mentions the following:

Here an unprecedented, efficient nickel-catalyzed radical relay was reported for the remote cross-electrophile coupling of 尾-bromo-伪-benzylamino acid esters with aryl bromides via 1,4-aryl migration/arylation cascades. 尾-Bromo-伪-benzylamino acid esters were considered as unique mol. scaffolds allowing for aryl migration reactions, which were conceptually novel variants for the radical Truce-Smiles rearrangement. This reaction enabled the formation of two new C(sp3)-C(sp2) bonds using a bench-stable Ni/bipyridine/Zn system featuring a broad substrate scope and excellent diastereoselectivity, which provided an effective platform for the remote aryl group migration and arylation of amino acid esters via redox-neutral C(sp3)-C(sp2) bond cleavage. Mechanistically, this cascade reaction was accomplished by combining two powerful catalytic cycles consisting of a cross-electrophile coupling and radical 1,4-aryl migration through the generation of C(sp3)-centered radical intermediates from the homolysis of C(sp3)-Br bonds and the switching of the transient alkyl radical into a robust 伪-aminoalkyl radical. In the experiment, the researchers used many compounds, for example, 2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4COA of Formula: C12H16BBrO2).

2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4) 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.COA of Formula: C12H16BBrO2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Kovar, Jan et al. published their research in Chemicke Listy pro Vedu a Prumysl in 1958 | CAS: 40571-86-6

Trans-2-(benzylamino)cyclohexanol (cas: 40571-86-6) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. 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.Synthetic Route of C13H19NO

Configuration of nitrogen-containing compounds. VI. Configuration of substituted 2-aminocyclohexanols was written by Kovar, Jan;Blaha, Karel. And the article was included in Chemicke Listy pro Vedu a Prumysl in 1958.Synthetic Route of C13H19NO This article mentions the following:

The rate of solvolysis of N-R-substituted-2-(p-nitrophenyl)-4,5-tetra-methylenoxazolidine (I) obtained by condensing N-R-substituted-2-aminocyclohexanols (II) with p-O2NC6H4CHO was studied in regard to the steric structure of the starting amino alcs. trans-II (R = Me) obtained in 8.5 g. yield by shaking 24 hrs. a mixture of 13.4 g. trans-2-chlorocyclohexanol and 15 ml. solution containing 0.15 mole NH2Me, adding 50 ml. N HCl, extracting undissolved oil with Et2O, alkalizing the aqueous solution with NaOH, extracting with 4:1 CHCl3-Et2O, and evaporating the solvent gave an oily residue, b21 113掳, which crystallized, m. 22-4掳; HCl salt, m. 121掳 (9:1 Me2CO-MeOH). Heating a solution of 4 g. trans-II (R = H) and 3.2 g. PhCH2NH2 in 7 ml. EtOH 8 hrs. to 145-55掳 in a sealed tube, dissolving the crystalline product in 50 ml. H2O, and working up as above gave 2.0 g. trans-II (R = PhCH2) b0.6 125-7掳, m. 73掳 (petr. ether); picrate, m. 134-5掳 (50% EtOH); HCl salt, m. 204-5掳 (Me2CO-EtOH 9:1); trans-N-benzoyl derivative (III) obtained in 77% yield by the usual method gave crystals, m. 116.5-17.5掳 (C6H6-petr. ether). Hydrogenating 27 g. 慰-AcNHC6H4OH over Raney Co in EtOH at 150-60掳 and 100 atm. 12 hrs., filtering off the catalyst, evaporating the solvent in vacuo, and treating the residue with 10 ml. Me2CO gave 5.8 g. crystals of cis-II (R = Ac) (IV), m. 143-4掳. IV (4.7 g.) boiled 2 hrs. with 2.33N HCl and worked up as usual gave 4.3 g. HCl salt of cis-II (R = H), m. 186-6.5掳; free base, m. 73-5掳. cis-II (R = Me) was obtained according to Mousseron, et al. (C.A. 47, 9319a), m. 38-40掳; HCl salt, m. 205-6掳 (1:1 EtOH-Me2CO); picrate, m. 141-2掳 (H2O). cis-II (R = PhCH2) was obtained by heating a solution of III in SOCl2 2.5 hrs. to 60掳, pouring the product into Et2O, and refluxing the undissolved portion 5 hrs. with 10% HCl, or by distilling a solution of 747 mg. cis-II (R = H) and 1.5 g. PhCHO in 25 ml. C6H6 with simultaneous dropwise addition of C6H6, dissolving the residue in Et2O, and boiling 6 hrs. with 1 g. LiAlH4 to give crystalline HCl salt, m. 248-50掳 (1:1 EtOH-Me2CO); free base, m. 67掳 (petr. ether); picrate, m. 157-8掳 (H2O). The following I were obtained by heating slowly to boiling equivalent amounts of II and p-O2NC6H4CHO in PhCl (50 ml. per 10 millimoles with continuous removal of H2O. The products were crystallized from petr. ether or petr. ether-C6H6: cis-I (R = H), m. 73-3.5掳 (yield 93%); cis-I (R = Me), m. 68-9掳 (82%); cis-I (R = PhCH2), m. 59-61掳 (94%); trans-I (R = H), m. 127掳 (65%); trans-I (R = Me), m. 77-8掳 (78%); trans-I (R = PhCH2), m. 97.5-99掳 (50%). Treatment of I with 2,4-(O2N)2C6H3NHNH 2 in EtOH at 24掳 catalyzed with H2SO4 brought about opening of the ring. Its rate was followed by determining gravimetrically the separated 4-O2NC6H4CH:NNHC6H3(NO2)2-2,4. The reaction constants of the cis and trans isomers are, resp.: I (R = H) 9.81 脳 10-3, 4.7 脳 10-2; I (R = Me) 8.12 脳 10-4, 8.0 脳 10-2; I (R = PhCH2) 1.31 脳 10-3, 1 脳 10-1. In the experiment, the researchers used many compounds, for example, Trans-2-(benzylamino)cyclohexanol (cas: 40571-86-6Synthetic Route of C13H19NO).

Trans-2-(benzylamino)cyclohexanol (cas: 40571-86-6) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. 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.Synthetic Route of C13H19NO

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts