2-Acetylphenanthrene

Base Information

• Chemical Name: 2-Acetylphenanthrene
• CAS No.: 5960-69-0
• Molecular Formula: C16H12O
• Molecular Weight: 220.271
• Hs Code.: 2914399090
• European Community (EC) Number: 227-730-4
• NSC Number: 402640
• DSSTox Substance ID: DTXSID60208282
• Nikkaji Number: J81.123H
• Wikidata: Q27203844
• ChEMBL ID: CHEMBL1524777
• Mol file: 5960-69-0.mol

Synonyms:2-Acetylphenanthrene;5960-69-0;Ethanone, 1-(2-phenanthrenyl)-;Methyl 2-phenanthryl ketone;1-phenanthren-2-ylethanone;1-(2-Phenanthryl)ethanone;1-(phenanthren-2-yl)ethanone;1-(phenanthren-2-yl)ethan-1-one;NSC 402640;1-(2-Phenanthrenyl)ethanone;EINECS 227-730-4;NSC402640;2-Acetylphenanthrene, 98%;SCHEMBL49935;MLS000324982;CHEMBL1524777;DTXSID60208282;CHEBI:117210;HMS2181D14;MFCD00001171;STK366111;AKOS005443236;CS-W013143;DS-1144;NSC-402640;SB66667;NCGC00247241-01;SMR000161383;FT-0610979;A832380;AO-638/40897172;J-507712;Q27203844

Chemical Property of 2-Acetylphenanthrene

Chemical Property:

• Appearance/Colour: solid
• Melting Point: 144-145 °C(lit.)
• Boiling Point: 405.9 °C at 760 mmHg
• Flash Point: 180.7 °C
• PSA: 17.07000
• Density: 1.164 g/cm³
• LogP: 4.19560
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• 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

2-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=C(C=C1)C3=CC=CC=C3C=C2
• Uses: 2-Acetylphenanthrene acts as a reagent in the synthetic preparation of anti-staphylococcal Celecoxib (C251000) derivatives.

Technology Process of 2-Acetylphenanthrene

There total 15 articles about 2-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: 47.0%

C16H12O → 2-acetylphenanthrene (5960-69-0)

Guidance literature:

With silver(I) hexafluorophosphate; [dichloro(p-cymene)(triphenylphosphane)ruthenium(II)]; In chlorobenzene; at -78 - 120 ℃; for 20h; Inert atmosphere;

DOI:10.1002/chem.201500248

Reference yield: 30.0%

phenanthrene (85-01-8) + acetyl chloride (75-36-5) → 9-acetylphenanthrene (2039-77-2) + 2-acetylphenanthrene (5960-69-0) + 1-Phenanthren-1-yl-ethanone (5968-48-9)

Guidance literature:

With aluminium trichloride; 1-ethyl-3-methyl-1H-imidazol-3-ium chloride; at -10 ℃; for 0.0833333h;

Reference yield: 14.0%

phenanthrene (85-01-8) + acetyl chloride (75-36-5) → 2-acetylphenanthrene (5960-69-0)

Guidance literature:

With aluminium trichloride; In nitrobenzene; at 0 - 25 ℃; for 8.5h;

upstream raw materials:

2-acetyl-9,10-dihydrophenanthrene

phenanthrene

acetyl chloride

carbon disulfide

Downstream raw materials:

1-[2]phenanthryl-3-phenyl-propenone

phenanthrene-2-carboxylic acid

9,10-dioxo-9,10-dihydro-phenanthrene-2-carboxylic acid

(4,5-diphenyl-1H-imidazol-2-yl)(phenanthren-2-yl)methanone

Refernces

• 1、 Yu.schmidt, Elena,Zorina, Nadezhda V.,Yu.dvorko, Marina,Protsuk, Nadezhda I.,Belyaeva, Kseniya V.,Clavier, Gilles,Meallet-Renault, Rachel,Vu, Thanh T.,Mikhaleva, Al'Bina I.,Trofimov, Boris A.. "A general synthetic strategy for the design of new BODIPY fluorophores based on pyrroles with polycondensed aromatic and metallocene substituents". body text. p. 3069 - 3073. Retrieved 2011/04/24.
• 2、 Adams, Christopher J.,Earle, Martyn J.,Roberts, Glyn,Seddon, Kenneth R.. "Friedel-Crafts reactions in room temperature ionic liquids". . p. 2097 - 2098. Retrieved 2007/10/03.