4398-16-7

Usage

General Description

1-Naphthalenol, 2-(1-phenylethyl)- is a chemical compound with the molecular formula C18H16O. It is also known as β-Naphtholbenzyl ether and is a pale yellow to brown solid at room temperature. This chemical is commonly used as a fragrance and flavoring agent in the production of perfumes, soaps, and other cosmetic products. It is also used in organic synthesis as a building block in the creation of various other compounds. Additionally, it has been investigated for its potential use in pharmaceuticals and as an insecticide. However, its use should be carefully controlled and monitored due to its potentially harmful effects on human health and the environment.

Upstream product

• 123239-49-6 1-methoxy-2-(1-phenylethyl)naphthalene 
• 190189-36-7 1-naphthyl 2-phenylpropanoate 
• 100-42-5 styrene 
• 90-15-3 α-naphthol 
• 123263-84-3 1-methoxy-2-(1-phenyl-1-hydroxyethyl)naphthalene 
• 2216-69-5 1-Methoxynaphthalene 
• 98-85-1 1-Phenylethanol 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 93-96-9 bis(1-phenylethyl)ether 

Relevant academic research and scientific papers

A simple Lewis acid induced reaction of phenols with electrophiles: Synthesis of functionalized 4H-chromenes and ortho-benzylphenols

Lewis acid ZnCl2 promoted cyclization protocol to 4H-chromenes is accomplished, using readily available phenols and acetophenones as starting materials. Interestingly, the process is feasible under the solvent free environment. Synthesis of a variety of 4H-chromenes have been accomplished using this strategy. In addition, this concept is extended to the synthesis of ortho-benzylphenols by treating phenols either with styrenes or secondary benzylic alcohols.

Hydroarylation of alkynes and alkenes through alumina-sulfuric acid catalyzed regioselective C–C bond formation

A highly atom-efficient synthetic protocol for hydroarylation of terminal-aryl alkynes and styrene through the regioselective C–C bond formation via the electrophilic addition of naphthols and substituted phenols has been developed using alumina-sulfuric acid as a heterogeneous supported solid acid catalyst. This methodology shows excellent regioselectivity and affords the desired product in good to excellent yield. The heterogeneous catalyst can also be recycled efficiently without much loss of activity.

HBF4- and AgBF4-Catalyzed ortho-Alkylation of Diarylamines and Phenols

A silver-tetrafluoroborate- or HBF4-catalyzed ortho-alkylation reaction of phenols and diarylamines with styrenes has been explored. A broad substrate scope is presented as well as mechanistic experiments and discussion.

Microwave assisted benzylation of naphthols and 4-hydroxycoumarin under catalyst & solvent free conditions

An expeditious and highly practical, microwave assisted benzylation of naphthols and 4-hydroxycoumarin has been developed under catalyst-free & solvent-free conditions. Alcohols undergo heat induced dehydration to form ethers, which collapse reversibly to form the carbocation which was captured immediately by a suitable nucleophile to furnish the benzylated compounds.

Catalytic Tandem and One-Pot Dehydrogenation-Alkylation and -Insertion Reactions of Saturated Hydrocarbons with Alcohols and Alkenes

The ruthenium-hydride catalyst has been successfully used for the tandem sp3 C-H dehydrogenation-alkylation reaction of saturated hydrocarbon substrates with alcohols to form the alkyl-substituted alkene and arene products. The analogous one-pot dehydrogenation-insertion of saturated ketones with alkenes and dienes directly yielded synthetically useful 2-alkylphenol and benzopyran products in a highly regio- and stereoselective manner without forming any wasteful byproducts. (Chemical Equation Presented).

FT-IR, 1H NMR, 13C NMR and X-ray crystallographic structure determination of 4-nitro-benzenesulfonic acid 2,4-bis-(1-phenyl-ethyl)-naphthalen-1-yl ester

The title compound C32H27NO5S belongs to the monoclinic system, space group P21/c with a = 14.4530(5) ?, b = 13.9185(5) ?, c = 13.5714(4) ?, α = γ = 90°, β = 87.174(3), V = 2726.76(16) ?3, Z = 4, D c = 1.310 g/cm3, F(000) = 1128, R = 0.053 and wR = 0.133, S = 1.03, T = 296 K. In the title compound, the naphthalene unit is planar (r.m.s. deviation = 0.0227 ?). The dihedral angle between the naphthalene unit and nitro-benzenesulfonic acid, 2-phenyl-ethyl and 4-phenyl-ethyl are 49.68(05)°, 82.96(06)°, and 81.94(07)°respectively. The structure is stabilized by intra- and intermolecular C-H...O hydrogen bonds.

Dehydrative C-H alkylation and alkenylation of phenols with alcohols: Expedient synthesis for substituted phenols and benzofurans

A well-defined cationic Ru-H complex catalyzes the dehydrative C-H alkylation reaction of phenols with alcohols to form ortho-substituted phenol products. Benzofuran derivatives are efficiently synthesized from the dehydrative C-H alkenylation and annulation reaction of phenols with 1,2-diols. The catalytic C-H coupling method employs cheaply available phenols and alcohols, exhibits a broad substrate scope, tolerates carbonyl and amine functional groups, and liberates water as the only byproduct.

3D Nanoporous FeAl-KIT-5 with a cage type pore structure: A highly efficient and stable catalyst for hydroarylation of styrene and arylacetylenes

A novel bimetallic nanoporous FeAl-KIT-5 catalyst with a cage type porous structure and a high surface area has been prepared for the hydroarylation of styrene and arylacetylenes to afford 1,1-diarylalkanes and 1,1-diarylalkenes, respectively. The catalyst was found to be highly active, and selective, affording a high yield of substituted alkanes and alkenes. The catalyst also showed much higher activity as compared to those of other nanoporous catalysts such as AlSBA-15, AlKIT-5, and FeKIT-5, and can be reused several times without much loss of its activity.

H-β-zeolite-catalysed hydroarylation of styrenes

The hydroarylation of styrenes with various arene(heteroarene) compounds using H-β-zeolite as a green and recyclable heterogeneous catalyst under mild reaction conditions has been developed. The catalyst showed versatility and high selectivity (up to 100a€‰%) of desired 1,1-diarylalkanes in cyclohexane as solvent under the conditions studied. The catalyst could be reactivated by simple treatment with mineral acid at room temperature for better catalytic activity. Hydroarylation of styrenes with variousarene(heteroarene) compounds using H-β-zeolite as a green, heterogeneous and reusable catalyst under mild conditions is reported.

KHSO4: A highly efficient and reusable heterogeneous catalyst for hydroarylation of styrenes

Hydroarylation of styrenes with arenes/heteroarenes using KHSO4 (10 mol%) as an efficient heterogeneous catalyst is described. High conversion and selectivity (>99%) were observed for hydroarylation of styrenes with 2-naphthol at reflux temperature of 1,2-dichloroethane. Yields were quantitative with all styrenes. Moderate to good conversions and selectivities were achieved with other aromatics and heteroaromatics under the same conditions. Regeneration and reusability of KHSO4 were demonstrated. Addition of a trace amount of water could help to reactivate the KHSO4 through dispersion and to facilitate the hydroarylation reaction. Springer-Verlag 2010.