9-Acetylanthracene

Base Information

• Chemical Name: 9-Acetylanthracene
• CAS No.: 784-04-3
• Molecular Formula: C16H12O
• Molecular Weight: 220.271
• Hs Code.: 29143900
• European Community (EC) Number: 212-315-2
• NSC Number: 13246,1143
• UNII: ML7NJ26MBP
• DSSTox Substance ID: DTXSID90229061
• Nikkaji Number: J79.951C
• Wikidata: Q63398191
• Mol file: 784-04-3.mol

Synonyms:9-Acetylanthracene;784-04-3;1-(anthracen-9-yl)ethanone;9-Acetoanthracene;1-anthracen-9-ylethanone;Ethanone, 1-(9-anthracenyl)-;9-Anthryl methyl ketone;1-(9-Anthryl)ethanone;Ketone, 9-anthryl methyl;9-Acetyl anthracene;9-Acetylanthrancene;NSC-1143;EINECS 212-315-2;MFCD00001259;NSC-13246;9-acetylantracene;9-acetyl-anthracene;ML7NJ26MBP;9-Acetylanthracene, 98%;1-anthracen-9-yl-ethanone;1-(9-Anthryl)ethanone #;SCHEMBL67303;NXXNVJDXUHMAHU-UHFFFAOYSA-;1-(anthracen-9-yl)ethan-1-one;AMY2861;DTXSID90229061;NSC1143;CS-M0024;NSC 1143;NSC13246;BBL002989;NSC 13246;STK398381;AKOS003349144;NCGC00341936-01;AC-30023;CS-13418;SY109412;FT-0621609;AB01334834-02;A850267;Q63398191;F0001-2066

Chemical Property of 9-Acetylanthracene

Chemical Property:

• Appearance/Colour: yellow to yellow-brown crystalline powder
• Vapor Pressure: 8.47E-07mmHg at 25°C
• Melting Point: 75-76 °C(lit.)
• Refractive Index: 1.685
• Boiling Point: 405.9°C at 760 mmHg
• Flash Point: 180.7°C
• PSA: 17.07000
• Density: 1.164g/cm³
• LogP: 4.19560
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Sonicated), Water (Slightly)
• Water Solubility.: Insoluble in water.
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 220.088815002
• Heavy Atom Count: 17
• Complexity: 274

Purity/Quality:

98%, ^*data from raw suppliers

9-Acetylanthracene ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=C2C=CC=CC2=CC3=CC=CC=C31
• Uses: 9-Acetylanthracene is used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dyestuffs. 9-Acetylanthracene is used in the synthesis of luminescent moieties such as (9-anthryl)pyrazole (ANP) and 2,2-difluoro-4-(9-anthracyl)-6-methyl-1,3,2-dioxaborine. It is also used as a carrier ligand in the synthesis of fluorescent platinum(II) compounds.

Technology Process of 9-Acetylanthracene

There total 23 articles about 9-Acetylanthracene 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: 95.0%

9-(1-hydroxyethyl)anthracene (74928-67-9,94942-50-4,114128-93-7,7512-20-1) → 9-acetylanthracene (784-04-3)

Guidance literature:

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; triethylamine; In acetone; toluene; at 100 ℃; Flow reactor;

DOI:10.1021/acs.oprd.7b00190

Reference yield: 94.0%

1-(anthracen-10-yl)-2-bromoethanone (24100-41-2) → 9-acetylanthracene (784-04-3) + 9-Bromoanthracene (1564-64-3)

Guidance literature:

With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; acetic acid; for 0.7h; Irradiation; Inert atmosphere;

DOI:10.1055/s-0037-1610629

Reference yield: 90.0%

9-vinylanthracene (2444-68-0) → 9-acetylanthracene (784-04-3)

Guidance literature:

With tert.-butylhydroperoxide; C₂₁H₁₉N₅Pd⁽²⁺⁾*2BF₄^(1-); In decane; acetonitrile; at 45 ℃; for 12h;

DOI:10.1021/acscatal.0c02729

upstream raw materials:

anthracene

acetyl chloride

1-(anthracen-10-yl)-2-bromoethanone

acetic anhydride

Downstream raw materials:

1-[9]anthryl-3-morpholino-propan-1-one

9-(1-hydroxyethyl)anthracene

1-(9-anthroyl)-2-(4-N,N-dimethylaniline) ethylene

(-)-(S)-1-Anthracen-9-ylethanol

Refernces

• 1、 Bera, Jitendra K.,Dutta, Indranil,Kunnikuruvan, Sooraj,Reshi, Noor U Din,Saha, Sayantani,Yadav, Suman. "Electronic Asymmetry of an Annelated Pyridyl-Mesoionic Carbene Scaffold: Application in Pd(II)-Catalyzed Wacker-Type Oxidation of Olefins". . p. 11385 - 11393. Retrieved 2020/11/23.
• 2、 Niu, Teng-fei,Jiang, Ding-yun,Li, Si-yuan,Shu, Xing-ge,Li, Huan,Zhang, Ai-ling,Xu, Jia-yu,Ni, Bang-qing. "Visible light promoted copper-catalyzed Markovnikov hydration of alkynes at room temperature". supporting information. p. 1156 - 1159. Retrieved 2017/03/02.