36159-76-9

Usage

Uses

Used in Textile Industry:
1-Hydroxy-4-phenylnaphthaline is used as a fluorescent dye and optical brightener to enhance the whiteness and brightness of fabrics, improving their overall appearance and quality.
Used in Manufacturing of Fluorescent and Optical Brightening Agents:
1-Hydroxy-4-phenylnaphthaline serves as a key component in the production of fluorescent and optical brightening agents, which are utilized in various industries for enhancing the visual appeal of products.
Used in Research and Development for Chemical Synthesis:
Due to its unique properties, 1-Hydroxy-4-phenylnaphthaline is employed in research and development for chemical synthesis, allowing scientists to explore new applications and advancements in the field.

Upstream product

• 14576-47-7 2-bromo-4-phenyl-3,4-dihydro-2H-naphthalen-1-one 
• 72774-00-6 1-methoxy-4-phenylnaphthalene 
• 78250-27-8 1-phenyl-4-hydroxy-2-naphthoic acid 
• 87833-80-5 1-amino-4-phenylnaphthalene 
• 111385-41-2 1-hydroxy-4-phenyl-2-naphthoic acid 
• 7498-88-6 4,4-diphenylbut-3-enoic acid 
• 127-09-3 sodium acetate 
• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 
• 91-66-7 N,N-diethylaniline 
• 7746-94-3 5,5-diphenyldihydrofuran-2(3H)-one 
• 78250-37-0 1-Acetoxy-4-phenylnaphthalene 
• 604-44-4 4-chloronaphthalen-1-ol 

Downstream Products

• 73671-07-5 4-phenylnaphthalene-1,2-dione 
• 108639-42-5 Diphenyl-carbamic acid 4-phenyl-naphthalen-1-yl ester 
• 108639-37-8 4-phenyl-1-naphthyl 2'-oxocyclohexyl ether 
• 107801-16-1 Bis-<4-phenyl-naphthalin-(2)>-indigoid 
• 78250-39-2 Dimethyl-[2-(4-phenyl-naphthalen-1-yloxy)-ethyl]-amine 

Relevant academic research and scientific papers

2,2,4,6-Tetraaryl-2H-benzo[h]chromenes: The influence of electronic communication between aryl substituents on their photochromism

A series of photochromic 2,2,4,6-tetraaryl-2H-benzo[h]chromenes have been efficiently synthesised by two complementary strategies employing the condensation of 1,1,3-triarylprop-2-yn-1-ols with 4-substituted 1-naphthols and Suzuki cross-coupling chemistry

Photocatalytic hydrogen evolution of 1-tetralones to α-naphthols by continuous-flow technology

Taking advantage of the synergy between photocatalysis and cobaloxime catalysis, the keto-enol radical cation of 1-tetralones becomes compatible with the transformation of various 1-tetralones into α-naphthols and H2 by virtue of the continuous-flow approach without any sacrificial oxidants under unusually mild conditions.

Rapid, Operationally Simple, and Metal-free NBS Mediated One-pot Synthesis of 1,2-Naphthoquinone from 2-Naphthol

A metal-free, one-pot synthesis of 1,2-naphthoquinone was accomplished from 2-naphthol by utilizing economically cheap NBS under open air conditions. Initial formation of 1,1-dibromonaphthalen-2-one and subsequent transformation afforded the 1,2-naphthoquinone. This oxidation was completed within 30 min and had broad substrate scope. Moreover, this system tolerated heterocyclic systems and was also applicable to 1,3-dicarbonyl systems. This practical approach with short reaction times, a simple workup, and insensitivity to moisture could override the usage of expensive and hazardous oxidizing and metal reagents. (Figure presented.).

Excited state intramolecular proton transfer (ESIPT) from phenol to carbon in selected phenylnaphthols and naphthylphenols

ESIPT and solvent-assisted ESPT in isomeric phenyl naphthols and naphthyl phenols 5-8 were investigated by preparative photolyses in CH 3CN-D2O, fluorescence spectroscopy, LFP, and ab initio calculations. ESIPT takes place only in 5 (D-exchange Φ = 0.3), whereas 6-8 undergo solvent-assisted PT with much lower efficiencies. The efficiency of the ESIPT and solvent-assisted PT is mainly determined by different populations of the reactive conformers in the ground state and the NEER principle. The D-exchange experiments and calculations using RI-CC2/cc-pVDZ show that 5 in S1 deactivates by direct ESIPT from the OH to the naphthalene position 1 through a conical intersection with S0, delivering QM 14 that was detected by LFP (τ = 26 ± 3 ns). ESIPT to position 3 in 5 is possible but it proceeds from a less-populated conformer and involves an energy barrier on S1. In solvent-assisted PT to naphthalene position 4 in 5, zwitterion 17 is formed, which cyclizes to stable naphthofuran photoproducts 9-12. The regiochemistry of the deuteration in solvent-assisted PT was correlated with the NBO charges of the corresponding phenolates/naphtholates 5--8-. Combined experimental and theoretical data indicate that solvent-assisted PT takes place via a sequential mechanism involving first deprotonation of the phenol/naphthol, followed by the protonation by H 2O in the S1 state of phenolate/naphtholate. The site of protonation by H2O is mostly at the naphthalene α-position.

ORGANOMETALLIC COMPLEX FOR ORGANIC LIGHT-EMITTING LAYER AND ORGANIC LIGHT-EMITTING DIODE USING THE SAME

An organometallic complex represented by Formula 1 is provided. An organic light-emitting diode using the organometallic complex exhibits improved current and power efficiency and long lifetime.

Sequential and regioselective Friedel-Crafts reactions of gem-dihalogenocyclopropanecarbonyl chlorides with benzenes for the synthesis of 4-aryl-1-naphthol derivatives

Novel, sequential and regioselective Friedel-Crafts type reactions of (E)-3-aryl-2,2-dihalogenocyclopropanecarbonyl chlorides 1 and 2,2-dichlorocyclopropanecarbonyl chlorides 3 with benzenes produce various 4-aryl-3-halogeno-1-naphthols 2 and 4-aryl-1-naphthols 4, respectively. One of the benzannulations involves the intramolecular cyclization of acid chlorides 1, followed by intermolecular coupling with substituted benzenes to give 4-aryl-3-halogeno-1-naphthols 2. As a demonstration of this annulation, 4-aryl-3-bromo-1-naphthols 2i and 2k are successfully converted into new analogues of 1-aryl-3-hydroxymethyl-4-methoxy-2-naphthoic acid lactones 13, a class of lignan lactones. The other benzannulation involves three series of reactions using acid chlorides 3a-c: (1) the intermolecular Friedel-Crafts acylation of 3 with one benzene molecule giving the intermediary 2,2-dichlorocyclopropyl(phenyl)-methanones 14a-c; (2) the intermolecular trapping of 14a-c with another benzene molecule accompanied by regioselective ring opening; and (3) the final intramolecular cyclization giving 4-phenyl-1-naphthols 4a-c. The use of p-xylene also gives the corresponding 4-(p-xylyl)-1-naphthol 4d. The reactions of alternatively prepared ketones 14 with benzenes gives a variety of 'unsymmetrically' substituted 4-aryl-1-naphthols 4c,e-k under identical conditions. However, the reaction using p-methoxyphenyl ketone analogues 14g does not produce 4-aryl-1-naphthols, but gives 5-aryl-2-(p-methoxyphenyl)-3-methylfurans 16. These annulations proceed straightforwardly (in a one-pot manner) and this variation is due to the highly regioselective cyclopropane ring-openings.

Annelation of aromatic oxo compounds

The silyl enol ether of α-diazoacetoacetate is used for the annelation of aromatic oxo compounds. The method involves condensation with the oxo compound in the presence of TiCl4 followed by rhodium octanoate-catalyzed ring closure to afford fur

Sequential and regioselective Friedel-Crafts reactions of gem-dihalocyclopropanecarbonyl chlorides with benzenes for the synthesis of 4-aryl-1-naphthol derivatives

Two types of novel, sequential and regioselective Friedel-Crafts reactions of gem-dihalocyclopropanecarbonyl chlorides with benzenes proceeded in a one-pot manner; E-3-aryl-2,2-dihalo-cyclopropanecarbonyl chlorides reacted with substituted benzenes to afford 4-aryl-3-halo-1-naphthols, while 2,2-dichlorocyclopropanecarbonyl chlorides were transformed into 4-aryl-1-naphthols in benzene or p-xylene. Both annulations involved alternative and highly regioselective cyclopropane ring-openings.

REACTION OF PHENOLS AND THEIR DERIVATIVES WITH AROMATIC COMPOUNDS IN THE PRESENCE OF ACIDIC AGENTS. XII. MECHANISM OF CONDENSATION OF 1-NAPHTHOL DERIVATIVES WITH AROMATIC COMPOUNDS

The mechanism of the condensation of 1-naphthol and a series of its derivatives with aromatic compounds is examined.It is shown that the C,C-diprotonated forms of 1-naphthols or the analogous mono-C-protonated complexes of the tautomeric keto forms of the

Rhodium Carbenoid Mediated Cyclizations of o-Alkynyl-Substituted α-Diazoacetophenones

o-Alkynyl-substituted α-diazoacetophenones undergo facile cyclization to indenone derivatives upon treatment with catalytic quantities of Rh(II) carboxylates.A variety of structural influences were encountered by varying the nature of the substituent group attached to the alkyne carbon atom.The cyclization reaction involves addition of a rhodium stabilized carbenoid onto the acetylenic ?-bond to generate a vinyl carbenoid.The vinyl carbenoid was found to undergo both CH and CC migration as well as δ-CH insertion into the alkyl backbone.Different catalysts were shown to result in significant variation in the product ratios for these reactions.Treatment of o-(5-(allyloxy)-1-pentynyl)-α-diazoacetophenone with rhodium(II) mandelate afforded 2-(2-propen-1-yl)-2-(1-oxo-1H-indenyl)-2,3,4,5-tetrahydrofuran in high yield.The formation of this compound involves initial formation of a vinyl carbenoid which reacts with the neighboring oxygen atom to give an oxonium ylide which subsequently undergoes a 2,3-sigmatropic rearrangement.When 2-ethynyl-α-diazoacetophenone is used, only products derived from 6-endo closure are observed.Substituted o-alkynyl α-diazoacetophenones give products derived from 5-exo cyclization.The mode of ring closure is controlled by both steric and electronic factors.