9-Acetylphenanthrene

Base Information

• Chemical Name: 9-Acetylphenanthrene
• CAS No.: 2039-77-2
• Molecular Formula: C16H12 O
• Molecular Weight: 220.271
• Hs Code.: 2914399090
• European Community (EC) Number: 218-021-0
• NSC Number: 231776,15306
• UNII: 6WA3NLH5LU
• DSSTox Substance ID: DTXSID70174328
• Nikkaji Number: J80.367G
• Wikidata: Q63395234
• ChEMBL ID: CHEMBL1904829
• Mol file: 2039-77-2.mol

Synonyms:9-Acetylphenanthrene;2039-77-2;1-phenanthren-9-ylethanone;Ethanone, 1-(9-phenanthrenyl)-;1-(9-Phenanthryl)ethanone;Methyl 9-phenanthryl ketone;Ketone, methyl 9-phenanthryl;1-Phenanthren-9-yl-ethanone;1-(9-phenanthrenyl)ethanone;EINECS 218-021-0;NSC-15306;1-(phenanthren-9-yl)ethanone;9-acetylphenanthren;9-Acetyl-phenanthren;6WA3NLH5LU;9-Acetylphenanthrene, 97%;SCHEMBL50624;1-(9-Phenanthryl)ethanone #;CHEMBL1904829;UIFAWZBYTTXSOG-UHFFFAOYSA-;DTXSID70174328;1-(phenanthren-9-yl)ethan-1-one;NSC15306;NSC 15306;NSC231776;AKOS015905789;NSC-231776;NCGC00186320-01;FT-0633986;A814526;AT-051/43422643;J-013277;Q63395234;1H-Benzimidazolium,5,6-dichloro-2-[(1E)-3-(5,6-dichloro-1,3-diethyl-1,3-dihydro-2H-benzimidazol-2-ylidene)-1-propenyl]-1,3-diethyl-,iodide (9ci)

Chemical Property of 9-Acetylphenanthrene

Chemical Property:

• Vapor Pressure: 8.47E-07mmHg at 25°C
• Melting Point: 73-74 °C(lit.)
• Boiling Point: 405.9°Cat760mmHg
• Flash Point: 180.7°C
• PSA: 17.07000
• Density: 1.164g/cm³
• LogP: 4.19560
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 220.088815002
• Heavy Atom Count: 17
• Complexity: 296

Purity/Quality:

99% ^*data from raw suppliers

9-Acetylphenanthrene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)C1=CC2=CC=CC=C2C3=CC=CC=C31

Technology Process of 9-Acetylphenanthrene

There total 17 articles about 9-Acetylphenanthrene 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: 80.0%

9-iodo-phenanthrene (17024-12-3) + acetic anhydride (108-24-7) → 9-acetylphenanthrene (2039-77-2)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; N-ethyl-N,N-diisopropylamine; lithium chloride; In N,N-dimethyl-formamide; at 100 ℃; for 7h;

DOI:10.1021/ol027243b

Reference yield: 75.0%

9-ethynylphenanthrene (32870-98-7) → 9-acetylphenanthrene (2039-77-2)

Guidance literature:

With iron(III) sulfate hydrate; acetic acid; at 95 ℃; for 24h; Schlenk technique;

DOI:10.1016/j.tetlet.2014.01.083

Reference yield: 72.0%

1-(2-bromophenyl)propane-2-one (21906-31-0) + 2-formylbenzene boronic acid (40138-16-7) → 9-acetylphenanthrene (2039-77-2)

Guidance literature:

With caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; toluene; at 150 ℃; for 0.166667h; microwave irradiation;

DOI:10.1021/jo702001n

upstream raw materials:

phenanthrene-9-carbonyl chloride

methylaluminum dichloride

9-phenanthrylmagnesium bromide

phenanthrene

Downstream raw materials:

9,10-phenanthrenequinone

9-phenanthrylacetic acid

4-Phenanthren-9-yl-2-phenyl-2,3-dihydro-benzo[b][1,4]thiazepine

3-(2-Amino-phenylsulfanyl)-1-phenanthren-9-yl-3-phenyl-propan-1-one

Refernces

• 1、 Akiyama,S.,Nakagawa,M.. "-". . p. 2237 - 2248. Retrieved 1971.
• 2、 Astarloa, Iratxe,SanMartin, Raul,Herrero, María Teresa,Domínguez, Esther. "Aqueous α-Arylation of Mono- and Diarylethanone Enolates at Low Catalyst Loading". supporting information. p. 1711 - 1718. Retrieved 2018/03/21.
• 3、 Bassetti, Mauro,Ciceri, Samuele,Lancia, Federico,Pasquini, Chiara. "Hydration of aromatic terminal alkynes catalyzed by iron(III) sulfate hydrate under chlorine-free conditions". supporting information. p. 1608 - 1612. Retrieved 2014/03/21.