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2498-66-0

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2498-66-0 Usage

Description

1,2-Benzanthraquinone, also known as Benz[a]anthracene-7,12-dione, is a polycyclic aromatic hydrocarbon (PAH) characterized by its yellow to green powder appearance. It is a compound that can be found in the emission soot resulting from the combustion of biomass fuels, making it an urban air contaminant. Additionally, it is recognized as a potential mutagen and carcinogen due to its harmful effects on human health.

Uses

Used in Environmental Monitoring and Research:
1,2-Benzanthraquinone is used as a marker for [identifying the presence of air pollution] in [urban areas affected by biomass fuel combustion]. Its detection in the environment helps to assess the level of air pollution and the potential health risks associated with it.
Used in Toxicology Studies:
1,2-Benzanthraquinone is used as a research compound for [studying its mutagenic and carcinogenic properties] in [laboratory settings]. Understanding its effects on biological systems can contribute to the development of strategies for mitigating its harmful impacts on human health and the environment.
Used in Air Quality Regulation and Policy Making:
1,2-Benzanthraquinone is used as a reference substance for [establishing air quality standards and regulations] in [urban areas with significant biomass fuel usage]. Its inclusion in these guidelines aids in the implementation of measures to reduce air pollution and protect public health.

Synthesis Reference(s)

The Journal of Organic Chemistry, 42, p. 3465, 1977 DOI: 10.1021/jo00442a002

Purification Methods

Crystallise the dione from MeOH (charcoal). toluene, toluene/hexane, Me2CO, or AcOH. Alternatively purify it by sublimation in vacuo, or by zone refining. [Beilstein 7 H 826, 7 I 440, 7 II 760, 7 III 4278, 7 IV 2644.]

Check Digit Verification of cas no

The CAS Registry Mumber 2498-66-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,4,9 and 8 respectively; the second part has 2 digits, 6 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 2498-66:
(6*2)+(5*4)+(4*9)+(3*8)+(2*6)+(1*6)=110
110 % 10 = 0
So 2498-66-0 is a valid CAS Registry Number.
InChI:InChI=1/C18H10O2/c19-17-13-7-3-4-8-14(13)18(20)16-12-6-2-1-5-11(12)9-10-15(16)17/h1-10H

2498-66-0 Well-known Company Product Price

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  • Detail
  • Alfa Aesar

  • (A16593)  Benz[a]anthracene-7,12-dione, 97%   

  • 2498-66-0

  • 5g

  • 529.0CNY

  • Detail
  • Alfa Aesar

  • (A16593)  Benz[a]anthracene-7,12-dione, 97%   

  • 2498-66-0

  • 25g

  • 2118.0CNY

  • Detail

2498-66-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,2-BENZANTHRAQUINONE

1.2 Other means of identification

Product number -
Other names Tetraphene-7,12-dione

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:2498-66-0 SDS

2498-66-0Relevant articles and documents

-

Oda,Tamura

, p. 263,265, 266 (1937)

-

-

Bailey et al.

, p. 1027 (1968)

-

-

Groggins,Newton

, p. 157,159 (1930)

-

-

Eitel,Fialla

, p. 112,114, 118 (1948)

-

-

Mueller

, p. 327 (1948)

-

Catalytic c-c cleavage/alkyne-carbonyl metathesis sequence of cyclobutanones

Gao, Jiqiang,Liu, Chunhui,Li, Zhongjuan,Liang, Haotian,Ao, Yuhui,Zhao, Jinbo,Wang, Yuchao,Wu, Yuanqi,Liu, Yu

supporting information, p. 3993 - 3999 (2020/06/08)

A ring-opening/alkyne-carbonyl metathesis sequence of alkyne-tethered cyclobutanones catalyzed by AgSbF6 is realized for the first time to furnish multisubstituted naphthyl ketones under mild conditions. A range of substrates decorated with various substituents at different positions were all well accommodated. Preliminary mechanistic studies show that silver salt acted as a Lewis acid to facilitate both C-C cleavage of the cyclobutanone moiety and the subsequent metathesis between C═O and CC bonds.

Regiospecific oxidation of polycyclic aromatic phenols to quinones by hypervalent iodine reagents

Wu, Anhui,Duan, Yazhen,Xu, Daiwang,Penning, Trevor M.,Harvey, Ronald G.

experimental part, p. 2111 - 2118 (2010/04/26)

The hypervalent iodine reagents o-iodoxybenzoic acid (IBX) and bis(trifluoro-acetoxy)iodobenzene (BTI) are shown to be general reagents for regio-controlled oxidation of polycyclic aromatic phenols (PAPs) to specific isomers (ortho, para, or remote) of polycyclic aromatic quinones (PAQs). The oxidations of a series of PAPs with IBX take place under mild conditions to furnish the corresponding ortho-PAQs. In contrast, oxidations of the same series of PAPs with BTI exhibit variable regiospecificity, affording para-PAQs where structurally feasible and ortho-PAQs or remote PAQ isomers in other cases. The structures of the specific PAQ isomers formed are predictable on the basis of the inherent regioselectivities of the hypervalent iodine reagents in combination with the structural requirements of the phenol precursors. IBX and BTI are recommended as the preferred reagents for regio-controlled oxidation of PAPs to PAQs.

The synthesis of angularly fused polyaromatic compounds by using a light-assisted, base-mediated cyclization reaction

Pathak, Rakhi,Vandayar, Kantharuby,Van Otterlo, Willem A. L.,Michael, Joseph P.,Fernandes, Manuel A.,De Koning, Charles B.

, p. 3504 - 3509 (2007/10/03)

The synthesis of substituted polyaromatic compounds that contain at least four benzene rings fused together in an angular fashion is described. Suzuki coupling of 1-bromo-3,4-dihydronaphthalene-2-carbaldehyde with a number of aromatic boronic acids affords products such as 1-(1,4-dimethoxy-3-methyl-2-naphthyl)-3,4-dihydronaphthalene-2-carbaldehyde. Exposure of these dihydronaphthalenes to potassium tert-butoxide and DMF at 80°C yields polyaromatic compounds such as 9,14-dimethoxynaphtho[1,2-a]anthracene.

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