Methyl 9-hydroxyfluorene-9-carboxylate

Base Information

• Chemical Name: Methyl 9-hydroxyfluorene-9-carboxylate
• CAS No.: 1216-44-0
• Molecular Formula: C15H12O3
• Molecular Weight: 240.258
• NSC Number: 106351
• UNII: 8236N335K1
• DSSTox Substance ID: DTXSID5034729
• Nikkaji Number: J7.460H
• Wikidata: Q27269298
• ChEMBL ID: CHEMBL3182238
• Mol file: 1216-44-0.mol

Synonyms:1216-44-0;Methyl 9-hydroxy-9H-fluorene-9-carboxylate;Flurenol-methyl;Methyl 9-hydroxyfluorene-9-carboxylate;Flurenol-methyl ester;Flurecol-methyl;Flurenol methyl ester;Flurenol-methyl [ISO];9H-Fluorene-9-carboxylic acid, 9-hydroxy-, methyl ester;Fluorene-9-carboxylic acid, 9-hydroxy-, methyl ester;DTXSID5034729;NSC-106351;8236N335K1;9-Hydroxy-9H-fluorene-9-carboxylic acid methyl ester;UNII-8236N335K1;NSC106351;FLURENOL METHYL;Methyl9-hydroxy-9H-fluorene-9-carboxylate;Oprea1_453074;Oprea1_675958;SCHEMBL3245527;CHEMBL3182238;DTXCID3014729;CHEBI:191115;HMS1674D21;BAA21644;Tox21_301428;MFCD00055367;methyl 9-hydroxyluorene-9-carboxylate;AKOS000629478;methyl-9-hydroxyfluorene-9-carboxylate;NSC 106351;methyl 9-hydroxy-fluorene-9-carboxylate;Fluorene-9-carboxylic acid, methyl ester;NCGC00255489-01;AS-69908;CAS-1216-44-0;9-Hydroxy-9-fluorenecarboxylicacidmethylester;9H-Fluorene-9-carboxylic acid, methyl ester;CS-0039011;FT-0653276;Methyl 9-hydroxy-9H-fluorene-9-carboxylate #;W12530;9-hydroxy-9-fluorenecarboxylic acid, methyl ester;A804769;SR-01000321132;SR-01000321132-1;Q27269298;9-HYDROXY-9-FLUORENECARBOXYLIC ACID METHYL ESTER;Flurenol-methyl ester, PESTANAL(R), analytical standard

Chemical Property of Methyl 9-hydroxyfluorene-9-carboxylate

Chemical Property:

• Vapor Pressure: 4.46E-05mmHg at 25°C
• Melting Point: 158-163°C
• Refractive Index: 1.651
• Boiling Point: 336.2 °C at 760 mmHg
• PKA: 11.17±0.20(Predicted)
• Flash Point: 123.8 °C
• PSA: 46.53000
• Density: 1.324 g/cm³
• LogP: 2.07590
• Storage Temp.: 0-6°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 240.078644241
• Heavy Atom Count: 18
• Complexity: 317

Purity/Quality:

99% ^*data from raw suppliers

Methyl9-Hydroxy-9H-fluorene-9-carboxylate ^*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: COC(=O)C1(C2=CC=CC=C2C3=CC=CC=C31)O

Technology Process of Methyl 9-hydroxyfluorene-9-carboxylate

There total 10 articles about Methyl 9-hydroxyfluorene-9-carboxylate 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: 93.0%

methanol (67-56-1) + 9-hydroxy-9-fluorene carboxylic acid (467-69-6) → methyl 9-hydroxy-9H-fluorene-9-carboxylate (1216-44-0)

Guidance literature:

sulfuric acid; for 1h; Heating / reflux;

Reference yield: 10.0%

9-fluorenone (486-25-9,952573-42-1) + 2,5-dihydro-2,2-dimethoxy-5,5-dimethyl-1,3,4-oxadiazole (138723-90-7) → ester methylique de l'acide methoxy-9 fluorene-9 carboxylique (146464-79-1) + methyl 9-hydroxy-9H-fluorene-9-carboxylate (1216-44-0) + 9-(dimethoxymethylene)fluorene oxide

Guidance literature:

In benzene; at 110 ℃; for 20h;

DOI:10.1021/jo970198e

Reference yield:

methyl 9H-fluorene-9-carboxylate (3002-30-0) → 9-hydroxy-9-fluorene carboxylic acid (467-69-6) + methyl 9-hydroxy-9H-fluorene-9-carboxylate (1216-44-0)

Guidance literature:

With oxygen; lithium diisopropyl amide; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, hexane, -32 deg C, 2.) THF, hexane, -32 deg C, 6 h;

upstream raw materials:

methanol

9-hydroxy-9-fluorene carboxylic acid

methyl 9H-fluorene-9-carboxylate

9-fluorenone

Downstream raw materials:

9-(α-hydroxy-4,4'-dimethyl-benzhydryl)-fluoren-9-ol

tropenol 9-hydroxy-fluorene-9-carboxylate

3'-(Phenylamino)-2'-thioxo-spiro(9H-fluorene-9,5'-oxazolidin)-4'-one

10,10-diphenyl-10H-phenanthren-9-one

Refernces

• 1、 -. "MEDICAMENTS FOR INHALATION COMPRISING ANTICHOLINERGICS AND A BETAMIMETIC". Page/Page column 37; 50. . Retrieved 2008/06/13.
• 2、 -. "Fluorenecarboxylic acid esters, process for the manufacture thereof, and use thereof as medicaments". Page/Page column 5. . Retrieved 2010/01/31.