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779-02-2

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779-02-2 Usage

Chemical Properties

yellow to gold crystalline solid

Uses

9-Methylanthracene used as a Intermediates for pharmaceutical and chemical research.

Synthesis Reference(s)

Tetrahedron Letters, 5, p. 867, 1964 DOI: 10.1002/lipi.19640660210

Safety Profile

Questionable carcinogen with experimental tumorigenic data. Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.

Purification Methods

Chromatograph it on silica gel with cyclohexane as eluent and recrystallise it from EtOH [Werst J Am Chem Soc 109 32 1987]. [Beilstein 5 IV 2312.]

Check Digit Verification of cas no

The CAS Registry Mumber 779-02-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 7,7 and 9 respectively; the second part has 2 digits, 0 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 779-02:
(5*7)+(4*7)+(3*9)+(2*0)+(1*2)=92
92 % 10 = 2
So 779-02-2 is a valid CAS Registry Number.
InChI:InChI=1/C15H12/c1-11-14-8-4-2-6-12(14)10-13-7-3-5-9-15(11)13/h2-10H,1H3

779-02-2 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
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  • Alfa Aesar

  • (A15699)  9-Methylanthracene, 99%   

  • 779-02-2

  • 1g

  • 265.0CNY

  • Detail
  • Alfa Aesar

  • (A15699)  9-Methylanthracene, 99%   

  • 779-02-2

  • 5g

  • 589.0CNY

  • Detail
  • Alfa Aesar

  • (A15699)  9-Methylanthracene, 99%   

  • 779-02-2

  • 25g

  • 2369.0CNY

  • Detail
  • Sigma-Aldrich

  • (45793)  9-Methylanthracene  analytical standard

  • 779-02-2

  • 45793-250MG

  • 747.63CNY

  • Detail
  • Aldrich

  • (M29606)  9-Methylanthracene  98%

  • 779-02-2

  • M29606-1G

  • 239.85CNY

  • Detail
  • Aldrich

  • (M29606)  9-Methylanthracene  98%

  • 779-02-2

  • M29606-10G

  • 1,670.76CNY

  • Detail

779-02-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 9-Methylanthracene

1.2 Other means of identification

Product number -
Other names 9-METHYLANTHRACENE

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:779-02-2 SDS

779-02-2Relevant articles and documents

Highly regioselective Diels-Alder reactions of 9-substituted anthracenes and 2-acetamidoacrylate: Synthesis of conformationally constrained α-amino acids

Yang, Bingwei V.,Doweyko, Lidia M.

, p. 2857 - 2860 (2005)

The highly regioselective Diels-Alder reactions of 9-substituted anthracenes and 2-acetamidoacrylate afford a series of novel and conformationally constrained bicyclic bisaryl α-amino acids.

Substituted 9-Anthraldehydes from Dibenzocycloheptanol Epoxides via Acid-Catalyzed Epoxide Opening/Semipinacol Rearrangement

Phumjan, Tanawat,Songthammawat, Poramate,Jongcharoenkamol, Jira,Batsomboon, Paratchata,Ruchirawat, Somsak,Ploypradith, Poonsakdi

, p. 13322 - 13349 (2021/09/13)

Starting from benzaldehyde derivatives, the corresponding dibenzocycloheptenol could be prepared in five steps. Under both substrate (secondary vs tertiary alcohol and the substituents on the aromatic ring(s)) and condition control, the subsequent epoxidation and acid-catalyzed epoxide opening/semipinacol rearrangement/aromatization afforded the corresponding 9-anthraldehydes in good yields, up to 88% over two steps. The presence of the electron-withdrawing group(s) on the aromatic ring(s) suppressed the rate of the epoxidation while the subsequent semipinacol rearrangement step required heating; the presence of the electron-donating group(s), on the other hand, frequently led to the decomposition during the epoxidation. From the mechanistic studies, the semipinacol rearrangement of the epoxide could precede the ionization at the bisbenzylic position, yielding the aldehyde intermediate. The ensuing dehydrative aromatization led to the formation of 9-anthraldehyde. Conversely, nucleophilic addition to the aldehyde and dehydrative aromatization with concomitant loss of formic acid led to anthracene.

Ni-catalyzed reductive decyanation of nitriles with ethanol as the reductant

Wu, Ke,Ling, Yichen,Sun, Nan,Hu, Baoxiang,Shen, Zhenlu,Jin, Liqun,Hu, Xinquan

supporting information, p. 2273 - 2276 (2021/03/09)

A nickel-catalyzed reductive decyanation of aromatic nitriles has been developed, in which the readily available and abundant ethanol was applied as the hydride donor. Various functional groups on the aromatic rings, such as alkoxyl, amino, imino and amide, were compatible in this catalytic protocol. Heteroaryl, benzylic and alkenyl nitriles were also tolerated. Mechanistic investigation indicated that ethanol provided hydride efficientlyviaβ-hydride elimination in this reductive decyanation.

Unraveling relation between nonlinear absorption and structure of push pull ornamented anthracenyl chalcone derivatives

Chari, Rama,Jayabalan, J.,Saha, Amrita,Singh, Asha

, (2020/06/27)

Using green chemical method a series of fifteen systematically substituted 3-(9-substituted anthracen-10-yl)-1-(4-phenyl substituted)prop-2-en-1-one derivatives having high nonlinear absorption coefficient have been synthesized. The nonlinear absorption properties of these compounds were studied using nanosecond pulses at 532 nm wavelength. All 15 derivatives are found to show high nonlinear absorption in the range of 35–640 cm/GW. Among these the derivatives with –NO2 as one of the substitution group show higher nonlinear absorption. The origin of high nonlinear absorption with low linear absorption in the compounds has been attributed to two-step two-photon absorption process. We have shown that the energy bands of these compounds are distributed such that for excitation at 532 nm they have strong nonlinear absorption. These properties of the reported compounds make them a potential candidate for biological imaging and other applications which are based on nonlinear absorption.

Ni-Catalyzed cross-coupling of aryl thioethers with alkyl Grignard reagents via C-S bond cleavage

Zhu, Dan,Shi, Lei

supporting information, p. 9313 - 9316 (2018/08/29)

A Ni-catalyzed cross-coupling of aryl thioethers with alkyl Grignard reagents, accompanied by the cleavage of the C(aryl)-SMe bond, has been presented. This method is distinguished by its mild conditions and moderate functional group tolerance, such as hydroxyl, halogen, and heterocycles, which should provide a straightforward access to the modification of sulfur-containing molecules.

Efficient and selective hydrogenation of C-O bonds with a simple sodium formate catalyzed by nickel

Xi, Xiaoxiang,Chen, Tieqiao,Zhang, Ji-Shu,Han, Li-Biao

, p. 1521 - 1524 (2018/02/19)

A Ni-catalyzed hydrogenation of C-O compounds with sodium formate is developed. Various esters, i.e. aryl, alkenyl, benzyl pivalates, and even the aryl ethers, were efficiently reduced with a loading of nickel catalysts down to 0.5 mol%. Reactive functional groups such as C-C double bonds, carbonyl, CN, MeS and halogen groups are tolerable. This reaction can be used for the modification of complex molecules and carried out at a large scale.

Oxygen Activated, Palladium Nanoparticle Catalyzed, Ultrafast Cross-Coupling of Organolithium Reagents

Heijnen, Dorus,Tosi, Filippo,Vila, Carlos,Stuart, Marc C. A.,Elsinga, Philip H.,Szymanski, Wiktor,Feringa, Ben L.

supporting information, p. 3354 - 3359 (2017/03/17)

The discovery of an ultrafast cross-coupling of alkyl- and aryllithium reagents with a range of aryl bromides is presented. The essential role of molecular oxygen to form the active palladium catalyst was established; palladium nanoparticles that are highly active in cross-coupling reactions with reaction times ranging from 5 s to 5 min are thus generated in situ. High selectivities were observed for a range of heterocycles and functional groups as well as for an expanded scope of organolithium reagents. The applicability of this method was showcased by the synthesis of the [11C]-labeled PET tracer celecoxib.

Interaction of 9-substituted anthracenes with oxidation systems tert-butylhydroperoxide-metal tert-butoxide

Stepovik,Malysheva,Fukin

, p. 1401 - 1411 (2015/08/03)

9-R-Anthracenes (R = Me, Ph) are effective acceptors of peroxyl and metalalkoxyl radicals in the systems tert-butylhydroperoxide-metal tert-butoxide (M = Al, V, Cr; C6H6, 20°C). Isolation of 9-R-9,10-dihydro-9,10-di-tert-butylperoxyanthracenes, 10-R-10-tert-butylperoxy-9-anthrones as major products reliably confirms the formation of tert-butylperoxy radicals and can be used for quantitative assessment of their content.

Bismuth-catalyzed synthesis of anthracenes via cycloisomerization of o-alkynyldiarylmethane

Park, Jungmin,Choi, Hyuck,Lee, Deug-Chan,Lee, Kooyeon

supporting information, p. 7005 - 7007 (2015/11/27)

In this study, anthracenes were efficiently synthesized from o-alkynyldiarylmethane using a novel method that exploits the synergistic effect between Bi(OTf)3 as the catalyst, and trifluoroacetic acid (TFA). Through this reaction, we achieved the rapid and efficient synthesis of anthracenes bearing various functional groups under mild conditions.

PREPARATION METHOD OF ANTHRACENE DERIVATIVES CATALYZED BY BISMUTH SALTS

-

Paragraph 0121; 0122, (2017/01/02)

The present invention relates to a method for preparing an anthracene derivative by using a bismuth catalyst. The invention relates to a method for preparing an anthracene derivative simply and efficiently by using a bismuth catalyst and an acid additive. The preparation method allows obtaining a target material in a short time at a high yield by using a bismuth catalyst and an acid additive. Then, the prepared anthracene derivative may be used in a synthesis of intermediate in fine chemicals including pharmaceuticals and agricultural chemicals, and a synthesis of a variety of polymer materials having optical properties.COPYRIGHT KIPO 2015

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