4-Hydroxy-9-fluorenone

Base Information

• Chemical Name: 4-Hydroxy-9-fluorenone
• CAS No.: 1986-00-1
• Molecular Formula: C13H8 O2
• Molecular Weight: 196.2
• Hs Code.: 2914501900
• European Community (EC) Number: 631-553-1
• NSC Number: 49683
• UNII: ET9DO70BWV
• DSSTox Substance ID: DTXSID30173610
• Nikkaji Number: J49.651K
• Wikidata: Q69999952
• Metabolomics Workbench ID: 67651
• Mol file: 1986-00-1.mol

Synonyms:4-Hydroxy-9-fluorenone;1986-00-1;9H-Fluoren-9-one, 4-hydroxy-;FLUOREN-9-ONE, 4-HYDROXY-;4-hydroxyfluoren-9-one;4-Hydroxy-9H-fluoren-9-one;NSC 49683;ET9DO70BWV;BRN 2096590;NSC-49683;4-08-00-01384 (Beilstein Handbook Reference);UNII-ET9DO70BWV;4-hydroxy-fluoren-9-one;SCHEMBL2076402;4-Hydroxy-9-fluorenone, 98%;OZLKIIAMQWXVKQ-UHFFFAOYSA-;WLN: L B656 HVJ CQ;4-Hydroxy-9H-fluoren-9-one #;DTXSID30173610;BAA98600;NSC49683;AKOS006316474;LS-69325;CS-0256556;C07723;EN300-6496811

Chemical Property of 4-Hydroxy-9-fluorenone

Chemical Property:

• Vapor Pressure: 1.57E-06mmHg at 25°C
• Boiling Point: 386.6°Cat760mmHg
• Flash Point: 165.1°C
• PSA: 37.30000
• Density: 1.369g/cm³
• LogP: 2.60360
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 196.052429494
• Heavy Atom Count: 15
• Complexity: 274

Purity/Quality:

99%, ^*data from raw suppliers

4-Hydroxy-9-fluorenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=C(C2=O)C=CC=C3O

Technology Process of 4-Hydroxy-9-fluorenone

There total 11 articles about 4-Hydroxy-9-fluorenone 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%

4-methoxy-9H-fluoren-9-one (4269-16-3) → 4-hydroxy-9-fluorenone (1986-00-1)

Guidance literature:

With hydrogen bromide; In acetic acid; for 8h; Heating;

DOI:10.1016/S0040-4020(01)01187-5

Reference yield: 74.1%

4-aminofluorenone (4269-15-2) → 4-hydroxy-9-fluorenone (1986-00-1)

Guidance literature:

With sulfuric acid; sodium nitrite; 0 deg C, 5 min then rt 30 min; 160 deg C, 12 h;

DOI:10.1002/oms.1210160710

Reference yield:

6-methoxy-[1,1'-biphenyl]-2-carboxylic acid (57598-44-4) → 4-hydroxy-9-fluorenone (1986-00-1)

Guidance literature:

Multi-step reaction with 3 steps

1: SOCl₂ / 2 h / Heating

2: AlCl₃ / benzene / 0.17 h / 20 °C

3: 95 percent / conc. HBr / acetic acid / 8 h / Heating

With aluminium trichloride; thionyl chloride; hydrogen bromide; In acetic acid; benzene;

DOI:10.1016/S0040-4020(01)01187-5

upstream raw materials:

4-methoxy-9H-fluoren-9-one

6-hydroxy-biphenyl-2-carboxylic acid

4-aminofluorenone

6-methoxy-[1,1'-biphenyl]-2-carbonitrile

Downstream raw materials:

4-methoxy-9H-fluoren-9-one

2,2-diphenyl-2H-pyrano[5,6-c]fluorenone

2-(3,4-dimethoxy-phenyl)-2-isopropyl-5-(4-methoxy-9H-fluoren-9-ylamino)-pentanenitrile

Refernces

• 1、 Zeng, Wei,Eric Ballard,Tkachenko, Alexander G.,Burns, Virginia A.,Feldheim, Daniel L.,Melander, Christian. "Mimicking the biological activity of diazobenzo[b]fluorene natural products with electronically tuned diazofluorene analogs". . p. 5148 - 5151. Retrieved 2006.