Category: 10602-04-7

Iona, Roberto; Bassetti, Mauro published the artcile< Dimerization of Aromatic Terminal Alkynes Featuring Hydrophilic Functional Groups under Ruthenium and Acid Promoted Catalysis. Competitive Alkyne Hydration upon Substituent Effect>, Formula: C9H8O, the main research area is dimeric diarylenyne stereoselective preparation; aryl terminal alkyne hydrophilic functional group dimerization ruthenium catalyst.

The self-coupling (hydroalkynylation) process of aromatic terminal alkynes RC6H4CCH to give dimeric 1,4-diaryl-1-en-3-yne products (trans-RC6H4CCCH=CHC6H4R) is catalyzed by the complex [{RuCl(μ-Cl)(η6-p-cymene)}2] with sodium acetate co-catalyst dissolved in neat acetic acid, the reaction proceeding with high trans-stereoselectivity under mild conditions (r.t.) even for substrates with protic or polar substituent groups (e. g. R = 3-OH, 4-CH2OH, 4-NHAc, -CHO, 4-tetra-O-acetyl-β-D-glucopyranoside). In presence of strongly electron donating arene substituents, NMe2 and NH2, the triple bond is activated toward exclusive triple bond hydration by reaction with acetic acid at room temperature also in absence of the ruthenium catalyst.

ChemistrySelect published new progress about Alkenynes Role: SPN (Synthetic Preparation), PREP (Preparation). 10602-04-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C9H8O, Formula: C9H8O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Hu, Jingcheng; Zeng, Li; Hu, Jiayu; Ma, Rui; Liu, Xue; Jiao, Ying; He, Haoyu; Chen, Siyu; Xu, Zhexi; Wang, Hongfei; Lei, Aiwen published the artcile< Electrochemical Difunctionalization of Terminal Alkynes: Access to 1,4-Dicarbonyl Compounds>, Name: (4-Ethynylphenyl)methanol, the main research area is dicarbonyl compound preparation; terminal alkyne ketoester electrochem difunctionalization.

Herein, a feasible electrosynthesis method to access 1,4-dicarbonyl compounds such as I [R = Ph, 4-MeC6H4, 2-thienyl, etc.; R1 = Me, OMe, OEt, Oi-Pr; R2 = Me; R3 = Me; R2R3 = (CH2)3, (CH2)4, (CH2)5] had been developed from simple alkynes and 1,3-dicarbonyl compounds When the undivided cell was combined with the constant current mode, aryl alkynes containing numerous medicinal motifs with 1,3-dicarbonyl esters or ketones reacted smoothly. External oxidant and catalyst-free conditions conformed to the requirements of green synthesis.

Organic Letters published new progress about Alkynes, α- Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 10602-04-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C9H8O, Name: (4-Ethynylphenyl)methanol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Takojima, Kaoru; Saito, Tatsuya; Vevert, Cedric; Ladelta, Viko; Bilalis, Panayiotis; Watanabe, Jun; Hatanaka, Shintaro; Konno, Takashi; Yamamoto, Takuya; Tajima, Kenji; Hadjichristidis, Nikos; Isono, Takuya; Satoh, Toshifumi published the artcile< Facile synthesis of poly(trimethylene carbonate) by alkali metal carboxylate-catalyzed ring-opening polymerization>, Product Details of C9H8O, the main research area is trimethylene carbonate ROP alkali metal acetate catalyst green chem.

Abstract: Alkali metal carboxylates, including sodium acetate, sodium benzoate, and sodium sorbate, which are all readily available and widely used as food additives, were found to promote the ring-opening polymerization (ROP) of trimethylene carbonate (TMC) to produce poly(trimethylene carbonate) (PTMC). The sodium acetate-catalyzed ROP of TMC proceeded in the presence of an alc. initiator under solvent-free conditions at 70 °C, even at very low catalyst loadings of 0.01-0.0001 mol%. The controlled nature of this ROP system enabled the synthesis of PTMCs with predicted mol. weights ranging from 2400 to 11 700 g mol-1 and narrow dispersities (∼1.23). Importantly, ROP is initiated by an alc. initiator, allowing PTMC production with desired functional groups, such as azido, alkyne, and methacrylate groups, at the α-chain end. Furthermore, the poly(L-lactic acid)-b-PTMC-b-poly(L-lactic acid) triblock copolymer, a biodegradable thermoplastic elastomer, was successfully synthesized in one pot via the sodium acetate-catalyzed ring-opening block copolymerization of TMC and L-lactide with a 1,3-propanediol initiator.

Polymer Journal (Tokyo, Japan) published new progress about Biodegradable materials. 10602-04-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C9H8O, Product Details of C9H8O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Liu, Xu-Teng; Han, Xue-Yu; Wu, Yue; Sun, Ying-Ying; Gao, Li; Huang, Zhuo; Zhang, Qing-Wei published the artcile< Ni-Catalyzed Asymmetric Hydrophosphination of Unactivated Alkynes>, Category: alcohols-buliding-blocks, the main research area is nickel catalyzed asym regioselective enantioselective hydrophosphination unactivated alkyne; phosphorus stereogenic tertiary phosphine preparation reaction; crystal mol structure alkenyl phosphine borane sulfide ruthenium platinum.

The practical synthesis of P-stereogenic tertiary phosphines, which have wide applications in asym. catalysis, materials, and pharmaceutical chem., represents a significant challenge. A regio- and enantioselective hydrophosphination using cheap and ubiquitous alkynes catalyzed by a nickel complex was designed, in which the toxic and air-sensitive secondary phosphines were prepared in situ from bench-stable secondary phosphine oxides. This methodol. has been demonstrated with unprecedented substrate scope and functional group compatibility to afford electronically and structurally diversified P(III) compounds The products could be easily converted into various precursors of bidentate ligands and organocatalysts, as well as a variety of transition-metal complexes containing both P- and metal-stereogenic centers.

Journal of the American Chemical Society published new progress about Alkynes Role: RCT (Reactant), RACT (Reactant or Reagent) (unactivated). 10602-04-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C9H8O, Category: alcohols-buliding-blocks.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Jiao, Meng-Jie; Hu, Qiang; Hu, Xiu-Qin; Xu, Peng-Fei published the artcile< Visible-Light-Promoted Multistep Tandem Reaction of Vinyl Azides toward the Formation of 1-Tetralones>, Application of C9H8O, the main research area is tetralone preparation green chem; vinyl azide alkyl bromide tandem cyclization reaction photocatalyst.

A visible-light-driven multistep tandem reaction between vinyl azides 2-R-3-R1-4-R2-C6H2C(=CH2)N3 (R = H, Cl, Me; R1 = H, Me; R2 = H, Br, CN, Ph, etc.) and alkyl bromides R3CH(R4)C((C(O)OCH2CH3)2)Br (R3 = H, prop-1-yn-1-yl, Ph, naphthalen-1-yl, etc.; R4 = H, Me; R3R4 = -(CH2)4-) has been developed leading to the formation of tetralone skeletons I (R5 = H, Me) under mild conditions, which can be easily scaled up to the gram scale. Various 1-tetralone derivatives I are synthesized and transformed into desired products in good to high yields.

Journal of Organic Chemistry published new progress about Azides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (vinyl). 10602-04-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C9H8O, Application of C9H8O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Iona, Roberto; Bassetti, Mauro published the artcile< Dimerization of Aromatic Terminal Alkynes Featuring Hydrophilic Functional Groups under Ruthenium and Acid Promoted Catalysis. Competitive Alkyne Hydration upon Substituent Effect>, Formula: C9H8O, the main research area is dimeric diarylenyne stereoselective preparation; aryl terminal alkyne hydrophilic functional group dimerization ruthenium catalyst.

The self-coupling (hydroalkynylation) process of aromatic terminal alkynes RC6H4CCH to give dimeric 1,4-diaryl-1-en-3-yne products (trans-RC6H4CCCH=CHC6H4R) is catalyzed by the complex [{RuCl(μ-Cl)(η6-p-cymene)}2] with sodium acetate co-catalyst dissolved in neat acetic acid, the reaction proceeding with high trans-stereoselectivity under mild conditions (r.t.) even for substrates with protic or polar substituent groups (e. g. R = 3-OH, 4-CH2OH, 4-NHAc, -CHO, 4-tetra-O-acetyl-β-D-glucopyranoside). In presence of strongly electron donating arene substituents, NMe2 and NH2, the triple bond is activated toward exclusive triple bond hydration by reaction with acetic acid at room temperature also in absence of the ruthenium catalyst.

ChemistrySelect published new progress about Alkenynes Role: SPN (Synthetic Preparation), PREP (Preparation). 10602-04-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C9H8O, Formula: C9H8O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Hu, Jingcheng; Zeng, Li; Hu, Jiayu; Ma, Rui; Liu, Xue; Jiao, Ying; He, Haoyu; Chen, Siyu; Xu, Zhexi; Wang, Hongfei; Lei, Aiwen published the artcile< Electrochemical Difunctionalization of Terminal Alkynes: Access to 1,4-Dicarbonyl Compounds>, Name: (4-Ethynylphenyl)methanol, the main research area is dicarbonyl compound preparation; terminal alkyne ketoester electrochem difunctionalization.

Herein, a feasible electrosynthesis method to access 1,4-dicarbonyl compounds such as I [R = Ph, 4-MeC6H4, 2-thienyl, etc.; R1 = Me, OMe, OEt, Oi-Pr; R2 = Me; R3 = Me; R2R3 = (CH2)3, (CH2)4, (CH2)5] had been developed from simple alkynes and 1,3-dicarbonyl compounds When the undivided cell was combined with the constant current mode, aryl alkynes containing numerous medicinal motifs with 1,3-dicarbonyl esters or ketones reacted smoothly. External oxidant and catalyst-free conditions conformed to the requirements of green synthesis.

Organic Letters published new progress about Alkynes, α- Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 10602-04-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C9H8O, Name: (4-Ethynylphenyl)methanol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Takojima, Kaoru; Saito, Tatsuya; Vevert, Cedric; Ladelta, Viko; Bilalis, Panayiotis; Watanabe, Jun; Hatanaka, Shintaro; Konno, Takashi; Yamamoto, Takuya; Tajima, Kenji; Hadjichristidis, Nikos; Isono, Takuya; Satoh, Toshifumi published the artcile< Facile synthesis of poly(trimethylene carbonate) by alkali metal carboxylate-catalyzed ring-opening polymerization>, Product Details of C9H8O, the main research area is trimethylene carbonate ROP alkali metal acetate catalyst green chem.

Abstract: Alkali metal carboxylates, including sodium acetate, sodium benzoate, and sodium sorbate, which are all readily available and widely used as food additives, were found to promote the ring-opening polymerization (ROP) of trimethylene carbonate (TMC) to produce poly(trimethylene carbonate) (PTMC). The sodium acetate-catalyzed ROP of TMC proceeded in the presence of an alc. initiator under solvent-free conditions at 70 °C, even at very low catalyst loadings of 0.01-0.0001 mol%. The controlled nature of this ROP system enabled the synthesis of PTMCs with predicted mol. weights ranging from 2400 to 11 700 g mol-1 and narrow dispersities (∼1.23). Importantly, ROP is initiated by an alc. initiator, allowing PTMC production with desired functional groups, such as azido, alkyne, and methacrylate groups, at the α-chain end. Furthermore, the poly(L-lactic acid)-b-PTMC-b-poly(L-lactic acid) triblock copolymer, a biodegradable thermoplastic elastomer, was successfully synthesized in one pot via the sodium acetate-catalyzed ring-opening block copolymerization of TMC and L-lactide with a 1,3-propanediol initiator.

Polymer Journal (Tokyo, Japan) published new progress about Biodegradable materials. 10602-04-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C9H8O, Product Details of C9H8O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Liu, Xu-Teng; Han, Xue-Yu; Wu, Yue; Sun, Ying-Ying; Gao, Li; Huang, Zhuo; Zhang, Qing-Wei published the artcile< Ni-Catalyzed Asymmetric Hydrophosphination of Unactivated Alkynes>, Category: alcohols-buliding-blocks, the main research area is nickel catalyzed asym regioselective enantioselective hydrophosphination unactivated alkyne; phosphorus stereogenic tertiary phosphine preparation reaction; crystal mol structure alkenyl phosphine borane sulfide ruthenium platinum.

The practical synthesis of P-stereogenic tertiary phosphines, which have wide applications in asym. catalysis, materials, and pharmaceutical chem., represents a significant challenge. A regio- and enantioselective hydrophosphination using cheap and ubiquitous alkynes catalyzed by a nickel complex was designed, in which the toxic and air-sensitive secondary phosphines were prepared in situ from bench-stable secondary phosphine oxides. This methodol. has been demonstrated with unprecedented substrate scope and functional group compatibility to afford electronically and structurally diversified P(III) compounds The products could be easily converted into various precursors of bidentate ligands and organocatalysts, as well as a variety of transition-metal complexes containing both P- and metal-stereogenic centers.

Journal of the American Chemical Society published new progress about Alkynes Role: RCT (Reactant), RACT (Reactant or Reagent) (unactivated). 10602-04-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C9H8O, Category: alcohols-buliding-blocks.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 10602-04-7, (4-Ethynylphenyl)methanol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Safety of (4-Ethynylphenyl)methanol, blongs to alcohols-buliding-blocks compound. Safety of (4-Ethynylphenyl)methanol

(4-((4-isopropoxy-3-methylphenyl)ethynyl)phenyl)methanolA solution of (4-ethynylphenyl)methanol (CAS 10602-04-7) (250 mgs, 1.9 mmol) in THF was treated with copper (I) iodide (7.2 mgs, 0.04 mmol) and then purged with Argon for 5 minutes. 4-iodo-1-isopropoxy-2-methylbenzene (CAS 877603-52-6) (579 mgs, 2.0 mmol), was then added followed by dichlorobis-(triphenylphosphine) palladium(II) (13.4 mgs, 0.019 mmol).The resultant mixture was heated at 80° C. overnight.The reaction mixture was filtered and the filtrate was evaporated to give the crude product.The crude product was purified on a column (MPLC) using hexane:ethyl acetate and gave Intermediate 4 (450 mgs, 76percent yield).1H-NMR (CDCl3, 300 MHz) delta=7.62 (s, 1H), 7.51 (d, J=8.1 Hz, 2H), 7.41 (d, J=8.1 Hz, 2H), 7.18-7.24 (m, 1H), 6.840 (d, J=9.6 Hz, 1H), 5.39 (s, 2H), 4.54-4.60 (m, 1H), 2.12 (s, 3H), 1.31 (s, 3H), 1.27 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10602-04-7, (4-Ethynylphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; ALLERGAN, INC.; US2012/129906; (2012); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts