1517-72-2

Usage

Uses

1. Used in Organic Synthesis:
1-(1-NAPHTHYL)ETHANOL is used as a key intermediate in the synthesis of various organic compounds, particularly in the pharmaceutical and chemical industries. Its ability to form a wide range of derivatives makes it a valuable building block for the development of new molecules with potential applications in different fields.
2. Used in Preparation of Amine(Imine)diphosphine Fe Complexes:
In the field of catalysis, 1-(1-NAPHTHYL)ETHANOL is used in the preparation of amine(imine)diphosphine Fe complexes. These complexes are essential for the asymmetric transfer hydrogenation of ketones, a crucial reaction in the synthesis of various chiral alcohols and pharmaceuticals. The presence of the naphthyl group in the 1-(1-NAPHTHYL)ETHANOL molecule enhances the catalytic activity and selectivity of the resulting Fe complexes, making it an important component in this process.
3. Used in Pharmaceutical Industry:
1-(1-NAPHTHYL)ETHANOL is also utilized in the development of pharmaceutical compounds, particularly as a starting material for the synthesis of various drugs. Its unique chemical structure allows for the creation of novel drug candidates with potential therapeutic applications.
4. Used in Chemical Industry:
In the chemical industry, 1-(1-NAPHTHYL)ETHANOL is employed as a raw material for the production of various specialty chemicals, such as dyes, pigments, and additives. Its versatility and reactivity make it a valuable component in the synthesis of these products.
5. Used in Flavor and Fragrance Industry:
Due to its pleasant aromatic odor, 1-(1-NAPHTHYL)ETHANOL is used in the flavor and fragrance industry as a component in the creation of various perfumes, colognes, and other scented products. Its ability to impart a unique and long-lasting fragrance makes it a sought-after ingredient in this sector.

InChI:InChI=1/C12H12O/c1-9(13)11-8-4-6-10-5-2-3-7-12(10)11/h2-9,13H,1H3

Upstream product

• 60-29-7 diethyl ether 
• 75-07-0 acetaldehyde 
• 703-55-9 1-naphthylmagnesiumbromide 
• 941-98-0 1'-naphthacetophenone 
• 57573-90-7 acetic acid 1-(1-naphthyl)ethyl ester 
• 917-54-4 methyllithium 
• 66-77-3 1-naphthaldehyde 
• 75-16-1 methylmagnesium bromide 
• 42177-25-3 (R)-1-(naphth-1-yl)ethanol 
• 925-90-6 ethylmagnesium bromide 
• 1127-76-0 1-ethylnapthelene 
• 1197154-81-6 1-[1-(1-naphthyl)ethoxy]-2-pyridone 
• 457634-29-6 trimethyl-(1-naphthalen-1-yl-ethoxy)-silane 
• 7677-24-9 trimethylsilyl cyanide 

Downstream Products

• 136908-26-4 1,1'-(1,1'-oxybis(ethane-1,1-diyl))dinaphthalene 
• 136908-13-9 1-{1-[(2-Chloro-phenyl)-phenyl-methoxy]-ethyl}-naphthalene 
• 136908-25-3 C₂₆H₂₀Cl₂O 
• 42177-25-3 (R)-1-(naphth-1-yl)ethanol 
• 875470-19-2 N-(4-methoxyphenyl)-α-methyl-1-naphthalenemethanamine 
• 880647-73-4 N-(4-methoxy-phenyl)-N-(1-naphthalen-1-yl-ethyl)-hydrazine 
• 880647-72-3 C₁₉H₁₈N₂O₂ 
• 586967-19-3 C₁₆H₁₈O₂ 
• 1325763-06-1 1-(1-naphthyl)ethyl 3-chloro benzoate 
• 232923-59-0 (1R)-1-(naphthalen-1-yl)ethyl 2-methylpropanoate 
• 15914-84-8 (S)-1-(1-Naphthyl)ethanol 
• 16197-94-7 (S)-(-)-1-(naphthalen-1-yl)ethyl acetate 
• 16197-95-8 1-(naphthalen-1-yl)ethyl acetate 
• 941-98-0 1'-naphthacetophenone 

Relevant academic research and scientific papers

Nickel Nanoparticles Supported on CMK-3 with Enhanced Catalytic Performance for Hydrogenation of Carbonyl Compounds

Ordered mesoporous carbon materials are becoming increasingly important in catalysis applications due to their advantageous stability and surface properties. In this paper, we report a replication of the synthesis of mesoporous carbon CMK-3 using SBA-15 as a silica template. Ni/CMK-3 was prepared by incorporating Ni particles formed inside the pores of CMK-3 by impregnation of nickel nitrate and subsequent hydrogen reduction. The prepared Ni/CMK-3 has a large surface area and a very small nickel nanoparticle size (1 nm) with the aim of achieving high performance in catalytic hydrogenation reactions. Moreover, we demonstrate that CMK-3 has a higher stability than that of SBA-15 during the hydrogenation reactions of acetophenone derivatives.

Optical resolution of 1-arylethanols with a condensed aromatic ring by lipase from Pseudomonas aeruginosa.

Enantioselective syntheses of both enantiomers of 1-arylethanols with a condensed aromatic ring have been done through acetylation of the racemic alcohols with vinyl acetate in the presence of a lipase from Pseudomonas aeruginosa (Toyobo, LIP). The lipase LIP showed high enantioselectivity and reactivity for the title compounds, reacted acetates, and remaining alcohols were obtained with high optical purity.

Dendronized poly(Ru-BINAP) complexes: Highly effective and easily recyclable catalysts for asymmetric hydrogenation

A new kind of dendronized polymeric chiral BINAP ligands has been synthesized and applied to the Ru-catalyzed asymmetric hydrogenation of simple aryl ketones and 2-arylacrylic acids. These dendronized poly(Ru-BINAP) catalysts exhibited high catalytic activity and enantioselectivity, very similar to those obtained with the corresponding parent Ru(BINAP) and the Ru(BINAP)-cored dendrimers. It was found that the pendant dendrons had a major impact on the solubility and the catalytic properties of the polymeric ligands. These polymeric catalysts could be easily recovered from the reaction solution by using solvent precipitation, and the reused catalyst showed no loss of activity or enantioselectivity.

Ferrocene-based aminophosphine ligands in the Ru(II)-catalysed asymmetric hydrogenation of ketones: assessment of the relative importance of planar versus carbon-centred chirality

Several ferrocene-based aminophosphine ligands have been prepared and shown to be effective in the Ru(II)-catalysed asymmetric hydrogenation of ketones. The enantioselectivity is mainly determined by the carbon-centred chirality of the ligands but the planar chirality is also important such that (RC,SFc)- or (SC,RFc)- are the matched chiralities.

Lipase-catalysed Enantioselective Synthesis of Naphthyl Trifluoromethyl Carbinols and Their Corresponding Non-Fluorinated Counterparts

Enantioselective synthesis of both enantiomers of β- and α-naphthyl trifluoromethyl carbinols (R)-1a, (S)-1a, (R)-2a, (S)-2a has been achieved through acylation of the corresponding racemic alcohols (RS)-1a and (RS)-2a with vinyl acetate in the presence of lipase PS.The effect of fluorine atoms on the extent and enantioselectivity of the process has been tested by carrying out the same biocatalytic transformation on their non-fluorinated counterparts (RS)-1b and (RS)-2b.The order of reactivity follows the trend (RS)-1b > (RS)-2b ca. (RS)-1a > (RS)-2a.Effect of thehydrophobicity of the solvent in the resolution of (RS)-1a is also presented.

Synthesis and enantiomeric resolution of medetomidine

Medetomidine {4-[l-(2,3-dimethylphenyl)ethyl]-3H-imidazole], 5} is a selective α2-adrenoceptor agonist used in veterinary medicine for its analgesic and sedative properties. It is also an alternative and environmentally acceptable anti-fouling biocide which impedes the settlement of barnacles at nanomolar concentrations and replaces toxic antifouling coatings based on heavy metals. Several syntheses of medetomidine have been reported. The first method for the preparation of 5 and of other related 4-benzylimidazoles was described in a patent starting from 2,3-dimethylbromobenzene as shown in Scheme 1; unfortunately the yields were not reported.

Atropisomeric α-methyl substituted analogues of 4-(dimethylamino)pyridine: Synthesis and evaluation as acyl transfer catalysts

The regioselectivity of α-metalation-methylation of N-BF3 adducts of 4-(dimethylamino)pyridines as a function of β-substitution is examined in attempts to prepare configurationally stable atropisomeric derivatives (I and II) having an α-methyl substituent and a β-biaryl stereogenic axis. The activity of some of these derivatives as catalysts for acyl transfer is examined and the kinetic resolution of 1-(1-naphthyl)ethanol catalysed by α-methyl chiral DMAP (-)-24 is reported. A rationale for the reduced stereoselectivity of this catalyst relative to its non-α-substituted analogue (-)-1 is also proposed.

Design of boron bis-oxazolinate (B-BOXate) complexes: A new class of stable organometallic catalysts

A new class of remarkably stable B-BOXate complexes has been synthesised, isolated and employed as chiral catalysts for asymmetric reduction of variously substituted prochiral ketones.

Design of novel polymer-supported chiral catalyst for asymmetric transfer hydrogenation in water

New polymer-supported chiral sulfonamides containing sulfonated pendant group have been synthesized. Chiral catalyst prepared from the new polymer-support is more effective for asymmetric transfer hydrogenation of aromatic ketones in water compared to tha

Synthesis of Ru-coordinating helical polymer and its utilization as a catalyst for asymmetric hydrogen-transfer reaction

An L-threonine-based helical poly(N-propargylamide)-Ru complex was synthesized, and used as a catalyst for hydrogen-transfer reaction of ketones. The enantiomeric excess (ee) values of the formed alcohols ranged from 12 to 36%. On the other hand, an Ru complex with a low-molecular-weight model ligand gave an alcohol with ee as low as 1.8%. Copyright