13H-Dibenzo(A,H)fluoren-13-one

Base Information

• Chemical Name: 13H-Dibenzo(A,H)fluoren-13-one
• CAS No.: 4599-94-4
• Molecular Formula: C21H12O
• Molecular Weight: 280.326
• DSSTox Substance ID: DTXSID80196677
• Nikkaji Number: J1.554.320E
• Wikidata: Q83069700
• Mol file: 4599-94-4.mol

Synonyms:13H-DIBENZO(A,H)FLUOREN-13-ONE;4599-94-4;13H-Dibenzo[a,h]fluoren-13-one;SCHEMBL16144670;DTXSID80196677;13H-Dibenzo[a,h]fluorene-13-one

Chemical Property of 13H-Dibenzo(A,H)fluoren-13-one

Chemical Property:

• Vapor Pressure: 5.98E-11mmHg at 25°C
• Melting Point: 214°C
• Refractive Index: 1.4880 (estimate)
• Boiling Point: 520.9°Cat760mmHg
• Flash Point: 233.8°C
• PSA: 17.07000
• Density: 1.315g/cm³
• LogP: 5.20440
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 280.088815002
• Heavy Atom Count: 22
• Complexity: 455

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=C2C(=O)C4=CC5=CC=CC=C5C=C34

Technology Process of 13H-Dibenzo(A,H)fluoren-13-one

There total 14 articles about 13H-Dibenzo(A,H)fluoren-13-one 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: 69.0%

C21H13N (1314643-17-8) → 13H-dibenzo[a,h]fluoren-13-one (4599-94-4)

Guidance literature:

With polyphosphoric acid; at 120 ℃; for 12h; regioselective reaction;

DOI:10.5012/bkcs.2011.32.4.1387

Reference yield: 64.0%

N-tosyl-[2,2'-binaphthalene]-3-carboxamide → 13H-dibenzo[a,h]fluoren-13-one (4599-94-4)

Guidance literature:

With trifluorormethanesulfonic acid; acetic acid; at 130 ℃; for 1h; regioselective reaction;

DOI:10.1002/ejoc.201900067

Reference yield: 62.0%

1,4-epoxy-1,4-dihydronaphthalene (573-57-9) + N'-methyl-N'-(pyridin-2-yl)-1-naphthohydrazide → 13H-dibenzo[a,h]fluoren-13-one (4599-94-4)

Guidance literature:

With oxygen; cobalt(II) acetate; caesium carbonate; In 2,2,2-trifluoroethanol; at 140 ℃; for 36h; under 760.051 Torr; regioselective reaction; Sealed tube; Inert atmosphere;

DOI:10.1039/c9cc00948e

upstream raw materials:

13-oxo-13H-dibenzo[a,h]fluorene-6-carboxylic acid

2,3-dihydro-1H-benzindene-1-one

o-phthalic dicarboxaldehyde

C₂₁H₁₃N

Downstream raw materials:

13H-dibenzo[a,h]fluorene

12H-dibenzo[b,h]fluoren-12-one

Refernces

• 1、 Large, Benjamin,Gigant, Nicolas,Joseph, Delphine,Clavier, Gilles,Prim, Damien. "Site-Selective Arylation of Naphthalenes: a Key Entry towards Extended Fluorenones and Phenanthridinones". . p. 1835 - 1841. Retrieved 2019/02/16.
• 2、 Kim, Ko Hoon,Kim, Sung Hwan,Lee, Ka Young,Kim, Jae Nyoung. "Regioselective synthesis of fluorenones via the consecutive IN-mediated barbier reaction, PD-catalyzed cyclization, and friedel-crafts reaction starting from baylis-hillman adducts". experimental part. p. 1387 - 1390. Retrieved 2011/12/16.