9-oxo-9H-fluorene-1-carboxylic acid

Base Information

• Chemical Name: 9-oxo-9H-fluorene-1-carboxylic acid
• CAS No.: 1573-92-8
• Molecular Formula: C14H8O3
• Molecular Weight: 224.216
• Hs Code.: 29183000
• European Community (EC) Number: 216-396-5
• NSC Number: 24049
• DSSTox Substance ID: DTXSID30166244
• Nikkaji Number: J206.810I
• Wikidata: Q83035462
• ChEMBL ID: CHEMBL1373884
• Mol file: 1573-92-8.mol

Synonyms:1573-92-8;9-oxo-9H-fluorene-1-carboxylic acid;9-FLUORENONE-1-CARBOXYLIC ACID;9-oxofluorene-1-carboxylic acid;9-Oxo-9H-fluorenecarboxylic acid;9H-Fluorene-1-carboxylic acid, 9-oxo-;EINECS 216-396-5;NSC24049;9-Oxo-9H-fluorene-1-carboxylicacid;9H-Fluorenecarboxylic acid, 9-oxo-;MFCD00011537;Maybridge1_002192;MLS000849830;SCHEMBL581124;CHEMBL1373884;HMS547L14;DTXSID30166244;HMS2807D15;NSC 24049;NSC-24049;AKOS002911776;9-Fluorenone-1-carboxylic acid, 99%;CCG-236050;NCGC00246664-01;AS-63177;SMR000455848;CS-0204780;F0590;FT-0633676;N11859;F3157-0004

Chemical Property of 9-oxo-9H-fluorene-1-carboxylic acid

Chemical Property:

• Appearance/Colour: orange crystalline powder
• Vapor Pressure: 2.57E-09mmHg at 25°C
• Melting Point: 196-198 °C(lit.)
• Boiling Point: 461.6 °C at 760 mmHg
• PKA: 3.48±0.20(Predicted)
• Flash Point: 247.1 °C
• PSA: 54.37000
• Density: 1.424 g/cm³
• LogP: 2.59620
• Storage Temp.: 2-8°C
• Solubility.: Methanol
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 224.047344113
• Heavy Atom Count: 17
• Complexity: 349

Purity/Quality:

98% ^*data from raw suppliers

9-Fluorenone-1-carboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-36/37/39-27

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=C(C2=O)C(=CC=C3)C(=O)O
• Uses: 9-Fluorenone-1-carboxylic Acid is an intermediate in synthesizing Fluoren-1-ol (F462450), a metabolite of the PAH micropollutant Fluorene (F462002) with potential mutagenic effects. It is used as biomarkers to evaluate exposure to PAHs and environmental tobacco smoke in general population. 9-Fluorenone-1-carboxylic acid was used in preparation of (E)- and (Z)-isomers of twisted 1,1′-dibromobifluorenylidene.

Technology Process of 9-oxo-9H-fluorene-1-carboxylic acid

There total 50 articles about 9-oxo-9H-fluorene-1-carboxylic acid 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: 99.0%

fluoranthene (206-44-0) → 9-oxo-9H-fluorene-1-carboxylic acid (1573-92-8)

Guidance literature:

With potassium dichromate;

DOI:10.1016/j.ica.2019.119210

Reference yield:

fluoranthene (206-44-0) → fluoranthene-2,3-quinone (5386-28-7) + 9-oxo-9H-fluorene-1-carboxylic acid (1573-92-8)

Guidance literature:

With chromium(VI) oxide; acetic acid;

DOI:10.1021/ja01171a502

Reference yield:

5,6-dihydrofluoranthene-6a(4H)-methanol (26765-68-4) → 9-oxo-9H-fluorene-1-carboxylic acid (1573-92-8)

Guidance literature:

With pyridine; potassium permanganate;

upstream raw materials:

fluoranthene

1-methylfluoren-9-one

9H-fluorene-1-carboxylic acid

2-(2-aminobenzoyl)benzoic acid

Downstream raw materials:

9-fluorenone-1-carboxylic acid methyl ester

methyl 4-methoxy-3-(9-oxo-9H-fluorene-1-carboxamido)benzoate

4-methoxy-3-(9-oxo-9H-fluorene-1-carboxamido)benzoic acid

Refernces

• 1、 Pinck,Hilbert. "-". . p. 751. Retrieved 1946.
• 2、 Konishi, Akihito,Horii, Koki,Shiomi, Daisuke,Sato, Kazunobu,Takui, Takeji,Yasuda, Makoto. "Open-shell and antiaromatic character induced by the highly symmetric geometry of the planar heptalene structure: Synthesis and characterization of a nonalternant isomer of bisanthene". . p. 10165 - 10170. Retrieved 2019.
• 3、 Hosakeri, Joy H.,Kinnal, Shivashankar M.,Kumbar, Mahantesh,Patil, Sangamesh A.,Shettar, Arun,Toragalmath, Shivakumar S.. "Anticancer activity studies of novel metal complexes of ligands derived from polycyclic aromatic compound via greener route". . . Retrieved 2020.
• 4、 Wang, Shuxia,Fang, Yu,Wang, Huan,Gao, Hang,Jiang, Guohua,Liu, Jianping,Xue, Qianqian,Qi, Yueheng,Cao, Mengying,Qiang, Bingchao,Zhang, Huabei. "Design, synthesis and biological evaluation of 1,4-Diazobicylco[3.2.2]nonane derivatives as α7-Nicotinic acetylcholine receptor PET/CT imaging agents and agonists for Alzheimer's disease". . p. 255 - 266. Retrieved 2018.
• 5、 Konishi, Akihito,Horii, Koki,Shiomi, Daisuke,Sato, Kazunobu,Takui, Takeji,Yasuda, Makoto. "Open-Shell and Antiaromatic Character Induced by the Highly Symmetric Geometry of the Planar Heptalene Structure: Synthesis and Characterization of a Nonalternant Isomer of Bisanthene". . p. 10165 - 10170. Retrieved 2019/08/28.