66595-89-9

Usage

Uses

Used in Textile Industry:
1,1'-P-ANISYLIDENEBIS(2-NAPHTHOL) is used as a fluorescent whitening agent to enhance the brightness and whiteness of fabrics, improving their overall appearance and quality.
Used in Photonic and Optoelectronic Applications:
1,1'-P-ANISYLIDENEBIS(2-NAPHTHOL) is utilized as a photoactive compound due to its strong photoluminescence properties, making it suitable for applications in photonic and optoelectronic devices.
Used in Antioxidant Research:
1,1'-P-ANISYLIDENEBIS(2-NAPHTHOL) is investigated for its potential antioxidant properties, which could be beneficial in various industries, including pharmaceuticals and cosmetics, to prevent oxidative damage and extend product shelf life.
Used in Antimicrobial Applications:
1,1'-P-ANISYLIDENEBIS(2-NAPHTHOL) is being studied for its possible antimicrobial properties, which could be applied in healthcare and food preservation to inhibit the growth of harmful microorganisms.
Used in Anticancer Research:
1,1'-P-ANISYLIDENEBIS(2-NAPHTHOL) is being explored for its potential anticancer properties, with the aim of developing new therapeutic agents for the treatment of various types of cancer.
Environmental and Health Concerns:
While 1,1'-P-ANISYLIDENEBIS(2-NAPHTHOL) offers various applications, its use has raised concerns about potential environmental and health hazards. Further research is needed to fully understand its effects and potential risks, ensuring the safe and responsible application of this chemical compound.

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 64-19-7 acetic acid 
• 135-19-3 β-naphthol 

Downstream Products

• 76048-53-8 1'-(4-methoxyphenyl)-spiro{naphthalene-1(2H),2'(1'H)-naphtho[2,1-b]furan}-2-one 
• 37097-18-0 14-(4'-methoxyphenyl)-14H-dibenzo[a,j]xanthene 
• 146307-40-6 1'-(4-methoxyphenyl)-spiro(naphthalene-1(2H),2'(1'H)-naphtho<2,1-b>furan)-2-one 
• 1582797-28-1 1,1′-p-anisylidenbis(2-naphthoxyphthalonitrile) 
• 76048-53-8 1'-(4-methoxyphenyl)-spiro{naphthalene-1(2H),2'(1'H)-naphtho[2,1-b]furan}-2-one 
• 135-19-3 β-naphthol 
• 854751-29-4 bis-(2-methoxy-[1]naphthyl)-(4-methoxy-phenyl)-methane 

Relevant academic research and scientific papers

Novel and potent Lewis acid catalyst: Br2-catalyzed Friedel-Crafts reactions of naphthols with aldehydes

A discovery that the inexpensive Br2 can serve as a potent Lewis acid catalyst for bis(2-hydroxy-1-naphthyl)methanes synthesis is presented. Under the catalysis of Br2 at room temperature, naphthols reacted smoothly with various aldehydes with high efficiency and broad substrate scope. This reaction used to require highly acidic conditions and/or high temperature and/or pressure, and sometimes featured poor yields. Moreover, theoretical calculations suggested that Br2 is a potent Lewis acid to activate the carbonyl group, yet it was not the primary cause for the remarkable activity of Br2 in the current communication.

Investigation of keto-enol tautomers during the synthesis of aryl-bis (2-hydroxy-1-naphthyl)methanes

This study investigated the existence of keto-enol tautomers for the first time during the synthesis of aryl-bis(2-hydroxy-1-naphthyl)methane from 2-naphthol and p-tolualdehyde or 4-chlorobenzaldehyde in methanol using CuSO4.5H2O as catalyst under reflux condition. The exclusive formation of aryl-bis(2-hydroxy-1-naphthyl)methanes was observed in dichloromethane at room temperature in the presence of BF3.OEt2/AcOH as catalyst. The keto products were isolated and characterized by 1H NMR, 13C NMR, COSY and DEPT spectra. [Figure not available: see fulltext.]

Green and diasteroselective oxidative cyclization of bisnaphthols to spirans

Hydrogen peroxide/MoO3, as an efficient and clean oxidizing system was used to afford diasteroselective oxidative cyclization of bisnaphthols to spirans in ethanol at 60 °C with high yields. Bisnaphthols were prepared by the reaction of a series of aldehydes and 2-naphthol in the presence of a catalytic amount of H3[P(Mo3O 10)4].nH2O (HPA) in refluxing dichloromethane.

High-yielding TfOH-catalyzed condensation of phenols with aromatic aldehydes at high pressure. A model synthesis of the benzylidene biphenol key skeleton of blepharismins

An approach to the benzylidene biphenol key component of blepharismins, photoreceptor pigments isolated from Blepharisma japonicum, is reported. This method relies on an efficient TfOH-catalyzed condensation of phenols with aromatic aldehydes in EtOH as a solvent at 3 kbar pressure.

Spirans. Part 12. Stereochemical Control in the Oxidative Cyclisation of Bisnaphthols

Almost all oxidising agents cyclise benzylidene-1,1'-bis-2-naphthol (1a) to the stereoisomers (2a) and (3a) of phenylnaphthofuran-2(1H)-spiro-1'(2'H)-naphthalen-2'-one.A few are stereospecific.Hypobromite and persulphate give (2a), whereas iodine oxyacids and (diacetoxyiodo)benzene are specific for (3a).Radical-type oxidants such as hexacyanoferrate(III) and 2,4-di-t-butyl-6-phenylphenoxyl (4) give mixtures.Horseradish peroxydase behaves like hexacyanoferrate(III).The presence in the benzylidene residue of methoxy, nitro, fluoro, and other groups has little effect upon the isomer ratios, which are believed to be determined mainly by the bulk of the benzylidene group and the limits it imposes upon conformations during the oxidation processes.Oxidation by (diacetoxyiodo)benzene occurs through a cyclic intermediate (9) and gives the less-hindered (3a); oxidation of hypobromite occurs not directly but by exchange through an aryl hypobromite (Scheme) which halogenates its opposite naphthol nucleus and then substitutes the halogen, with inversion, thus leading to the more-hindered isomer (2a).