Welcome to LookChem.com Sign In|Join Free

CAS

  • or
4-Hydroxy-3-phenylnaphthalene-1,2-dione, also known as 4-hydroxy-3-phenylbenzopyran-6-one, is an organic compound with the chemical formula C17H11O3. It is a derivative of naphthalene, a heterocyclic aromatic hydrocarbon, and features a hydroxyl group at the 4-position, a phenyl group at the 3-position, and two carbonyl groups at the 1 and 2 positions. 4-hydroxy-3-phenylnaphthalene-1,2-dione is known for its yellow color and is used as a dye, specifically in the production of yellow pigments for various applications, including plastics, paints, and inks. It is also used as an intermediate in the synthesis of other organic compounds. The compound is characterized by its chemical stability and solubility in organic solvents, making it a valuable component in the chemical industry.

1150-59-0 Suppliers

Post Buying Request

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier
  • 1150-59-0 Structure
  • Basic information

    1. Product Name: 4-hydroxy-3-phenylnaphthalene-1,2-dione
    2. Synonyms: 1,2-naphthalenedione, 4-hydroxy-3-phenyl-
    3. CAS NO:1150-59-0
    4. Molecular Formula: C16H10O3
    5. Molecular Weight: 250.2488
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 1150-59-0.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 445.3°C at 760 mmHg
    3. Flash Point: 237.2°C
    4. Appearance: N/A
    5. Density: 1.392g/cm3
    6. Vapor Pressure: 1.04E-08mmHg at 25°C
    7. Refractive Index: 1.693
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: 4-hydroxy-3-phenylnaphthalene-1,2-dione(CAS DataBase Reference)
    11. NIST Chemistry Reference: 4-hydroxy-3-phenylnaphthalene-1,2-dione(1150-59-0)
    12. EPA Substance Registry System: 4-hydroxy-3-phenylnaphthalene-1,2-dione(1150-59-0)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 1150-59-0(Hazardous Substances Data)

1150-59-0 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 1150-59-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,5 and 0 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 1150-59:
(6*1)+(5*1)+(4*5)+(3*0)+(2*5)+(1*9)=50
50 % 10 = 0
So 1150-59-0 is a valid CAS Registry Number.

1150-59-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-hydroxy-3-phenylnaphthalene-1,4-dione

1.2 Other means of identification

Product number -
Other names 3-Phenoxy-2-hydroxypropyl methacryla

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1150-59-0 SDS

1150-59-0Relevant articles and documents

1,4-Naphthoquinones potently inhibiting P2X7 receptor activity

Faria,Oliveira,Salles,Oliveira,von Ranke,Bello,Rodrigues,Castro,Louvis,Martins,Ferreira

, p. 1361 - 1372 (2018)

P2X7 receptor (P2X7R) is an ATP-gated ion-channel with potential therapeutic applications. In this study, we prepared and searched a series of 1,4-naphthoquinones derivatives to evaluate their antagonistic effect on both human and murine P2X7 receptors. W

Suzuki-Miyaura coupling between 3-iodolawsone and arylboronic acids. Synthesis of lapachol analogues with antineoplastic and antileishmanial activities

Gomes, Sara L. S.,Milit?o, Gardenia C. G.,Costa, Arinice M.,Pessoa, Cláudia ó.,Costa-Lotufo, Letícia V.,Cunha, Edézio F.,Torres-Santos, Eduardo C.,Costa, Paulo R. R.,Da Silva, Alcides J. M.

, p. 1573 - 1584 (2017)

A series of 2-hydroxy-3-arylnaphthalene-1,4-diones (3-aryllawsones) were synthesized by Suzuki-Miyaura cross coupling reaction of 3-iodolawsone with arylboronic acids/esters. The hydroxylated resulting products were transformed into their corresponding N,N-diethyl carbamates. The antineoplastic and antileishmanial activities of the compounds were evaluated and compared with lapachol and its carbamate, providing promising results.

Pd(II)-Catalyzed Synthesis of Alkylidene Phthalides via a Decarbonylative Annulation Reaction

Borthakur, Somadrita,Baruah, Swagata,Sarma, Bipul,Gogoi, Sanjib

, p. 2768 - 2771 (2019/04/16)

An unprecedented Pd(II)-catalyzed decarbonylative C-H/C-C activation and annulation reaction, which proceeds via intramolecular cyclization, is reported. This reaction of hydroxynaphthoquinones with disubstituted alkynes provides good yields of substituted alkylidene phthalides, which are the key intermediates for the synthesis of bioactive natural products.

Pd/C-catalyzed dehydrogenation of 2-cinnamoylbenzoic acids to 3-benzylidene-3H-isochroman-1,4-diones

Yang, Dejun,Ji, Xuan,Zhang, Jie,Zhang, Chenyang,Li, Mingfei,Li, Jin,Liu, Renhua

supporting information, p. 7774 - 7777 (2018/07/25)

Pd/C, a widely accepted hydrogenation catalyst, is found to catalytically dehydrogenate 2-cinnamoylbenzoic acids to 3-benzylidene-3-H-isochroman-1,4-diones with H2 as the only byproduct. This synthetic reaction proceeds without oxidants and hydrogen acceptors, thereby representing an atom- and step-efficient approach to a wide range of functionalized 3-benzylidene-3H-isochroman-1,4-diones.

Transition metal mediated selective C vs N arylation of 2-aminonaphthoquinone and its application toward the synthesis of benzocarbazoledione

Ashok, Polu,Ilangovan, Andivelu

supporting information, p. 438 - 441 (2018/01/03)

Selective C vs N-arylation of 2-aminonaphthoquinone was achieved using different transition metal salts and arylboronic acids. Mn(OAc)3·2H2O provided C-arylated product whereas NiCl2·6H2O and Cu(OAc)2

Synthesis, characterization and biological activities of 3-aryl-1,4-naphthoquinones-green palladium-catalysed Suzuki cross coupling

Louvis, Aline Da R.,Silva, Nayane A. A.,Semaan, Felipe S.,Da Silva, Fernando De C.,Saramago, Gabriela,De Souza, Laís C. S. V.,Ferreira, Bruno L. A.,Castro, Helena C.,Salles, Juliana P.,Souza, André L. A.,Faria, Robson X.,Ferreira, Vitor F.,Martins, Daniela De L.

, p. 7643 - 7656 (2016/09/28)

Quinones are important scaffolds that are present in a variety of natural products or synthetic bioactive molecules. Arylation is an important strategy for accomplishing structural modifications, leading to new potential candidates for use as drugs. In the present work, palladium-catalysed, ligandless and phosphine-free Suzuki coupling reactions between 2-hydroxy-3-iodo-1,4-naphthoquinone and boronic acids were employed to prepare several 2-hydroxy-3-aryl-1,4-naphthoquinones in aqueous conditions using microwave irradiation or conventional heating. Because of the biological activities of quinones, which are related to their ability to accept electrons to form semiquinones and hydroquinones, the electrochemical behaviour of the synthesized molecules was investigated. The Osiris and Molinspiration Cheminformatics programs, utilizing in silico analyses, imply that these naphthoquinones are candidates for use as drugs which was reinforced by the outcomes of the in vitro antifungal and trypanocidal activity tests. Our in vitro data indicated a MIC value of 8 μg mL-1 against Candida albicans ATCC 24433 strains, and an EC50 of 0.67 μM with respect to trypanocidal activity against Trypanosoma cruzi epimastigote strains (Y).

Aryl-free radical-mediated oxidative arylation of naphthoquinones using o-iodoxybenzoic acid and phenylhydrazines and its application toward the synthesis of benzocarbazoledione

Patil, Pravin,Nimonkar, Abhay,Akamanchi, Krishnacharya G.

, p. 2331 - 2336 (2014/04/03)

Oxidative arylation of naphthoquinones has been developed through combination of o-iodoxybenzoic acid with arylhydrazines under mild conditions at open atmosphere. Arylated naphthoquinones with different electronic properties were obtained in moderate to good yields. The postulated radical mediated mechanism is supported by radical trapping experiments. Developed protocol for direct arylation of naphthoquinones has been extended toward short, high yielding, and an effective synthesis of antitumor-antibiotic precursor such as benzocarbazoledione.

Discovery and development of an efficient process to atovaquone

Britton, Hugh,Catterick, David,Dwyer, Andrew N.,Gordon, Andrew H.,Leach, Stuart G.,McCormick, Chris,Mountain, Clive E.,Simpson, Alec,Stevens, David R.,Urquhart, Michael W. J.,Wade, Charles E.,Warren, John,Wooster, Nick F.,Zilliox, Audrey

, p. 1607 - 1617 (2013/02/23)

The discovery and development of an efficient and more sustainable manufacturing route to the antipneumocystic agent atovaquone (2-((1R,4R)-4-(4-chlorophenyl)cyclohexyl)-3-hydroxynaphthalene-1,4-dione) 1 is described. The existing commercial route to atovaquone delivers a poor yield of product and uses expensive reagents. The new synthesis commences with readily available phthalic anhydride, which is converted to 1,4-isochromandione 5 and then to atovaquone 1 by reaction with 4-(4-chlorophenyl)cyclohexanecarboxylic acid 3 using key bromination, Rosenmund reduction, and rearrangement chemistries. Downstream processing to atovaquone is both high yielding and robust, and the resulting process has been demonstrated on 200-kg scale. The process is simple, uses cheap raw materials, and is more sustainable in that it avoids lowyielding silver-promoted chemistry and isomerisation procedures. It includes a robust, facile, and highly efficient procedure to 1,4-isochromandione 5, and routes to 4-(4-chlorophenyl)cyclohexanecarboxaldehyde 9 have also been developed, including a Rosenmund method that was demonstrated on pilot-plant scale. Also discussed are the route-derived impurities and processing amendments to control their formation.

Arylation of lawsone through BF3-mediated coupling of its phenyliodonium ylide with activated arenes and aromatic aldehydes

Glinis, Elias,Malamidou-Xenikaki, Elizabeth,Skouros, Haris,Spyroudis, Spyros,Tsanakopoulou, Maria

experimental part, p. 5786 - 5792 (2010/09/09)

Phenyliodonium ylide of lawsone, activated by BF3·Et 2O, reacts with electron-rich arenes to afford the corresponding 2-aryl-3-hydroxy-1,4-naphthoquinones, in a coupling reaction without metal catalysts. The same type of products, in greater variety and higher yields, are obtained from the reaction of the BF3·Et2O- activated ylide with aromatic aldehydes in a synthetically and mechanistically interesting deformylation reaction.

Expedient synthesis of 3-hydroxyisoquinolines and 2-hydroxy-1,4- naphthoquinones via one-pot aryne acyl-alkylation/condensation

Allan, Kevin M.,Hong, Boram D.,Stoltz, Brian M.

supporting information; experimental part, p. 4960 - 4964 (2010/02/15)

A convenient method is disclosed for the synthesis of both 3-hydroxyisoquinolines and 2-hydroxy-1,4-naphthoquinones from β-ketoesters using a one-pot aryne acyl-alkylation/condensation procedure. When performed in conjunction with a one-step method for the synthesis of the β-ketoester substrates, this method provides a new route to these polyaromatic structures in only two steps from commercially available carboxylic acid starting materials. The utility of this approach is demonstrated in the synthesis of the atropisomeric P,N-ligand, QUINAP. The Royal Society of Chemistry 2009.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 1150-59-0