2-Ethylanthraquinone

Base Information

• Chemical Name: 2-Ethylanthraquinone
• CAS No.: 84-51-5
• Molecular Formula: C16H12O2
• Molecular Weight: 236.27
• Hs Code.: 2914.69
• European Community (EC) Number: 201-535-4
• NSC Number: 7216
• UNII: 59YJ81QZKD
• DSSTox Substance ID: DTXSID5044994
• Nikkaji Number: J55.243G
• Wikipedia: 2-Ethylanthraquinone
• Wikidata: Q4596880
• ChEMBL ID: CHEMBL42355
• Mol file: 84-51-5.mol

Synonyms:2-Ethylanthraquinone;84-51-5;2-ethylanthracene-9,10-dione;2-Ethyl anthraquinone;2-Ethyl-9,10-anthraquinone;Anthraquinone, 2-ethyl-;9,10-Anthracenedione, 2-ethyl-;USAF SO-1;2-Ethyl-anthraquinone;beta-Ethylanthraquinone;EINECS 201-535-4;59YJ81QZKD;2-Ethylanthra-9,10-quinone;2-ETHYL-9,10-ANTHRACENEDIONE;BRN 1969873;DTXSID5044994;AI3-17614;NSC7216;NSC 7216;9, 2-ethyl-;MFCD00001237;UNII-59YJ81QZKD;EC 201-535-4;NSC-7216;4-07-00-02583 (Beilstein Handbook Reference);AC1Q6JAR;ACMC-209pv3;AC1L1N9S;2-ethylanthraquinon;2-Ethylanthraquinone, 97%;DSSTox_CID_24994;SCHEMBL36840;MLS000584203;CHEMBL42355;2-Ethylanthraquinone, >=97%;DTXCID3024994;.BETA.-ETHYLANTHRAQUINONE;2-Ethylanthra-9,10-quinone #;SJEBAWHUJDUKQK-UHFFFAOYSA-;HMS2615I06;BCP28247;Tox21_301694;WLN: L C666 BV IVJ E2;STK396693;AKOS001579536;CS-W010319;CAS-84-51-5;NCGC00245819-01;NCGC00256285-01;AS-14259;LS-20329;SMR000203366;2-ethyl-9,10-dihydroanthracene-9,10-dione;E0063;EU-0034302;FT-0612225;E82987;A840826;Q4596880;W-109047;2-Ethylanthraquinone, certified reference material, TraceCERT(R);(2-benzoyl-4-carbamimidoyl-phenyl) 4-guanidinobenzoate;methanesulfonic acid;2-ethylanthraquinone;9,10-anthracenedione, 2-ethyl-;anthraquinone, 2-ethyl-;2-ethyl-9,10-anthraquinone;2-ethylanthraquinone 9,10-anthracenedione, 2-ethyl- 2-ethylanthracene-9,10-dione anthraquinone, 2-ethyl- 2-ethyl-9,10-anthraquinone

Chemical Property of 2-Ethylanthraquinone

Chemical Property:

• Appearance/Colour: white or yellowish crystals or powder
• Vapor Pressure: 4.14E-07mmHg at 25°C
• Melting Point: 108-111 °C(lit.)
• Refractive Index: 1.629
• Boiling Point: 415.4 °C at 760 mmHg
• Flash Point: 155.4 °C
• PSA: 34.14000
• Density: 1.231 g/cm³
• LogP: 3.02440
• Storage Temp.: Store below +30°C.
• Solubility.: 0.00025g/l
• Water Solubility.: Insoluble in water.
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 236.083729621
• Heavy Atom Count: 18
• Complexity: 360

Purity/Quality:

99% ^*data from raw suppliers

2-Ethyl-anthraquinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,N
• Statements: 22-36/37/38-50/53-48/22
• Safety Statements: 24/25-36-26-61-60-37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Dyes -> Anthraquinone Dyes
• Canonical SMILES: CCC1=CC2=C(C=C1)C(=O)C3=CC=CC=C3C2=O
• Description: 2-Ethylanthraquinone is an organic compound that is a derivative of anthraquinone. It is commonly used in the industrial production of hydrogen peroxide (H2O2) due to its high selectivity. Another major application is the production of dyes2. It can also be used as a photo-initiator of crosslinking or degradation of polyethylene3.
• Uses: Synthesis, especially of hydrogen peroxide. 2-Ethylanthraquinone can be used as a photoinitiator of crosslinking or degradation of polyethylene. It is used to produce hydrogen peroxide by hydrogenation with the help of Pd/polyaniline as the catalysts.

Technology Process of 2-Ethylanthraquinone

There total 17 articles about 2-Ethylanthraquinone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

2-ethyl-9,10-dimethoxy-anthracene (26708-04-3) → 2-ethylanthraquinone (84-51-5)

Guidance literature:

With N-Bromosuccinimide; sulfuric acid; In tetrahydrofuran; water; at 20 ℃; for 0.25h;

DOI:10.1021/ol006952r

Reference yield: 98.0%

2-ethyl-9,10-dihydroanthracene (62167-65-1) → 2-ethylanthraquinone (84-51-5)

Guidance literature:

With dinitrogen monoxide; Ru(5,10,15,20-tetramesitylporphyrin)(O)2; In benzene; at 200 ℃; under 7600 Torr;

DOI:10.1246/cl.2002.582

Reference yield: 95.5%

2-(4’-ethylbenzoyl)benzoic acid (1151-14-0) → 2-ethylanthraquinone (84-51-5)

Guidance literature:

With sulfuric acid; at 50 - 120 ℃; for 0.5h; Temperature;

upstream raw materials:

phthalic anhydride

ethylbenzene

2-ethylanthracene

2-ethyl-10H-9-anthranone

Downstream raw materials:

6-ethyl-1,2,3,4-tetrahydroanthracene-9,10-dione

2-ethyl-1-nitro-9,10-anthraquinone

9,10-Bis-acetylcarbamoyloxy-2-aethyl-anthracen

2-Ethyl-9,10-di-(trans-styryl)-anthracen

Refernces

A new class of blockers of the voltage-gated potassium channel Kv1.3 via modification of the 4- or 7-position of khellinone

10.1021/jm050839v

The research focuses on the development of a new class of blockers for the voltage-gated potassium channel Kv1.3, a target for treating autoimmune diseases by selectively suppressing effector memory T cells. The study involves the synthesis and testing of khellinone derivatives, which are selectively alkylated at the 4- or 7-position via the phenolic OH group. The experiments include multiple parallel synthesis to create a library of khellinone derivatives with various substituents at the 4- and 7-positions. The synthesized compounds are then tested for their ability to inhibit Kv1.3 using whole-cell patch-clamp experiments on L929 cells stably expressing Kv1.3. The reactants used in the synthesis include khellinone, khellin, various alkyl or benzyl halides, and other reagents. The analyses involve determining the EC50 values, cytotoxicity, and the effect on human T cell proliferation. The study also explores the structure-activity relationships (SAR) of the synthesized compounds and compares their potency, selectivity, and mechanisms of blockade.

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