2-Hydroxy-9-fluorenone

Base Information

• Chemical Name: 2-Hydroxy-9-fluorenone
• CAS No.: 6949-73-1
• Molecular Formula: C13H8O2
• Molecular Weight: 196.205
• Hs Code.: 29145090
• European Community (EC) Number: 230-119-5
• NSC Number: 22835
• UNII: DR37FXR63Q
• DSSTox Substance ID: DTXSID00219716
• Nikkaji Number: J208.569K
• Wikidata: Q83096702
• ChEMBL ID: CHEMBL1998832
• Mol file: 6949-73-1.mol

Synonyms:2-Hydroxy-9-fluorenone;6949-73-1;2-Hydroxy-9H-fluoren-9-one;2-Hydroxyfluoren-9-one;9H-Fluoren-9-one, 2-hydroxy-;DR37FXR63Q;EINECS 230-119-5;NSC 22835;NSC-22835;NSC22835;2-hydroxy-fluoren-9-one;UNII-DR37FXR63Q;SCHEMBL143100;2-Hydroxy-9-fluorenone, 98%;CHEMBL1998832;2-Hydroxy-9H-fluoren-9-one #;DTXSID00219716;MFCD00001155;AKOS015856538;CS-W010597;AS-58713;FT-0636306;H0329;EN300-7460830;Z1255485150

Chemical Property of 2-Hydroxy-9-fluorenone

Chemical Property:

• Appearance/Colour: Pink-red to red-brown powder
• Vapor Pressure: 1.57E-06mmHg at 25°C
• Melting Point: 204-206 °C(lit.)
• Refractive Index: 1.707
• Boiling Point: 386.6 °C at 760 mmHg
• PKA: 9.09±0.20(Predicted)
• Flash Point: 165.1 °C
• PSA: 37.30000
• Density: 1.369 g/cm³
• LogP: 2.60360
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Acetone
• XLogP3: 3.3
• 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:

98%,99%, ^*data from raw suppliers

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

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=C(C2=O)C=C(C=C3)O
• Uses: Reactant involved in:One-pot synthesis of aryl substituted auronesStudies to tune HOMO-LUMO levels of 9-fluorenone scaffoldsO-methylation for synthesis of second-generation light driven rotary molecular motorsReactions with aluminum, gallium compounds, and methylquinolinesSynthesis of acridinyl- and fluorenylidenehydrazido calixarenesAcetylation for synthesis of acetates

Technology Process of 2-Hydroxy-9-fluorenone

There total 20 articles about 2-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: 99.9%

2-bromofluoren-9-one (3096-56-8) → 2-hydroxyfluoren-9-one (6949-73-1)

Guidance literature:

With lithium hydroxide monohydrate; N¹-(4-hydroxy-2,6-dimethylphenyl)-N²-(4-hydroxy-3,5-dimethylphenyl)oxalamide; copper dichloride; In water; dimethyl sulfoxide; at 100 ℃; for 4h; Reagent/catalyst;

Reference yield: 73.0%

3-hydroxyphenylboronic acid (87199-18-6) + benzoyl chloride (98-88-4) → 2-hydroxyfluoren-9-one (6949-73-1)

Guidance literature:

With C₃₁H₂₅N₂O₃PPdS; potassium hydroxide; In methanol; water; at 50 ℃; for 8h; regioselective reaction; Catalytic behavior; Green chemistry;

DOI:10.1002/cctc.201600717

Reference yield: 42.0%

4-bromo-3-((2-bromophenyl)(hydroxy)methyl)phenol → 2-hydroxyfluoren-9-one (6949-73-1)

Guidance literature:

With palladium diacetate; tetra-(n-butyl)ammonium iodide; caesium carbonate; In toluene; at 110 ℃; for 16h; Inert atmosphere;

DOI:10.1039/c7ob02895d

upstream raw materials:

2-hydroxyfluorene

2-amino-9-fluorenone

4-hydroxy-biphenyl-2-carboxylic acid

cis-1,2,3,4,4a,9a-Hexahydrofluoren-2,9-dion

Downstream raw materials:

3-hydroxyphenanthridin-6(5H)-one

8-hydroxy-5H-phenanthridin-6-one

9-oxo-9H-2-fluorenyl acetate

2-(3,4,5-tris(octadecyloxy)-cyclohexylmethoxy)-9-fluorenone

Refernces

• 1、 -. "MANUFACTURING METHOD OF HYDROXYFLUORENONES". Paragraph 0101-0105. . Retrieved 2019/06/21.
• 2、 Yang, Liu,Huang, Zhiyan,Li, Gang,Zhang, Wei,Cao, Rui,Wang, Chao,Xiao, Jianliang,Xue, Dong. "Synthesis of Phenols: Organophotoredox/Nickel Dual Catalytic Hydroxylation of Aryl Halides with Water". supporting information. p. 1968 - 1972. Retrieved 2018/02/06.