9H-Fluorene-9-carboxylic acid

Base Information

• Chemical Name: 9H-Fluorene-9-carboxylic acid
• CAS No.: 1989-33-9
• Molecular Formula: C14H10O2
• Molecular Weight: 210.232
• Hs Code.: 29163900
• European Community (EC) Number: 217-866-2
• NSC Number: 5322
• UNII: M65BW232U5
• DSSTox Substance ID: DTXSID6062098
• Nikkaji Number: J199.805F
• Wikidata: Q72515512
• ChEMBL ID: CHEMBL295321
• Mol file: 1989-33-9.mol

Synonyms:9H-Fluorene-9-carboxylic acid;1989-33-9;Fluorene-9-carboxylic acid;9-Fluorenecarboxylic acid;9-Carboxyfluorene;Diphenyleneacetic Acid;MFCD00001136;9H-Fluorene-9-carboxylicacid;CHEMBL295321;M65BW232U5;NSC 5322;NSC-5322;EINECS 217-866-2;9-FLUORENCARBOXYLIC ACID;Enamine_003081;9-fluorenylcarboxylic acid;9-fluorene carboxylic acid;9-fluorene-carboxylic acid;Oprea1_522270;SCHEMBL40500;9H-fluoren-9-carboxylic acid;UNII-M65BW232U5;DTXSID6062098;9H-fluoren-9-carbonsäure;NSC5322;Fluorene-9-carboxylic acid, 96%;HMS1402M01;BDBM50034811;STK409433;AKOS001032612;AC-4878;AM84682;CCG-103165;CS-T-23775;CS-W001493;GS-6766;SB66469;SY049285;BB 0221243;EU-0000116;F0022;FT-0621648;EN300-16949;H10170;SR-01000389325;Q-101166;SR-01000389325-1;Z56827744;1-(4-METHOXYPHENYL)-5-METHYL-1H-PYRAZOLE-4-CARBONYLCHLORIDE

Chemical Property of 9H-Fluorene-9-carboxylic acid

Chemical Property:

• Appearance/Colour: white to yellow crystalline powder
• Vapor Pressure: 0.000192mmHg at 25°C
• Melting Point: 228-231 °C(lit.)
• Refractive Index: 1.5681 (estimate)
• Boiling Point: 314.9 °C at 760 mmHg
• PKA: 4.59±0.20(Predicted)
• Flash Point: 158.4 °C
• PSA: 37.30000
• Density: 1.309 g/cm³
• LogP: 2.88350
• Storage Temp.: Store below +30°C.
• Water Solubility.: insoluble
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 210.068079557
• Heavy Atom Count: 16
• Complexity: 265

Purity/Quality:

97% ^*data from raw suppliers

9H-Fluorene-9-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36/37/39-27-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(C3=CC=CC=C32)C(=O)O
• Uses: 9H-Fluorene-9-carboxylic Acid, is a building block in the synthesis of various pharmaceutical and biologically active compounds. It is used in the synthesis of Lomitapide, a drug for the treatment of familial hypercholesterolemia.

Technology Process of 9H-Fluorene-9-carboxylic acid

There total 93 articles about 9H-Fluorene-9-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: 87.0%

9H-fluorene (86-73-7) + Dry ice (CO2) → 9H-fluorene-9-carboxylic acid (1989-33-9)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; toluene;

Reference yield: 81.0%

carbon dioxide (124-38-9,18923-20-1) + 9-chlorofluorene (6630-65-5) → 9H-fluorene-9-carboxylic acid (1989-33-9)

Guidance literature:

With samarium; chloro-trimethyl-silane; tetra-(n-butyl)ammonium iodide; In acetonitrile; at 20 ℃; for 2h; under 760.051 Torr; Electrochemical reaction; Cooling with ice;

DOI:10.1021/acs.orglett.9b03927

Reference yield: 80.7%

9H-fluorene (86-73-7) + Diethyl carbonate (105-58-8,76619-83-5) → 9H-fluorene-9-carboxylic acid (1989-33-9)

Guidance literature:

With hydrogenchloride; nitrogen; acetic acid; In water; toluene;

upstream raw materials:

Dimethyl oxalate

9H-fluorene

potassium ethoxide

phosgene

Downstream raw materials:

9-hydroxymethyl-fluorene-9-carboxylic acid

ethyl fluorene-9-carboxylate

9H-fluorene

9-fluorenone

Refernces

• 1、 Wittig,Benz. "". . p. 37,40. Retrieved 1960.
• 2、 Collins. "". . p. 2418. Retrieved 1948.
• 3、 Campbell,Tucker. "-". . p. 2623,2626. Retrieved 1949.
• 4、 Peddle,G.J.D.. "-". . p. 171 - 174. Retrieved 1967.
• 5、 -. "CATALYST COMPONENT FOR OLEFIN POLYMERIZATION AND CATALYST CONTAINING CATALYST COMPONENT AND USE THEREOF". Paragraph 0068. . Retrieved 2017/04/21.
• 6、 Correa, Arkaitz,Leon, Thierry,Martin, Ruben. "Ni-catalyzed carboxylation of C(sp2)- and C(sp3)-O bonds with CO2". supporting information. p. 1062 - 1069. Retrieved 2014/02/14.