5-(4-Fluorophenyl)cyclohexane-1,3-dione

Base Information

• Chemical Name: 5-(4-Fluorophenyl)cyclohexane-1,3-dione
• CAS No.: 55579-72-1
• Molecular Formula: C12H11FO2
• Molecular Weight: 206.217
• Hs Code.: 2914700090
• European Community (EC) Number: 671-940-2
• DSSTox Substance ID: DTXSID10352603
• Nikkaji Number: J3.359.042C
• Wikidata: Q72475770
• Mol file: 55579-72-1.mol

Synonyms:5-(4-fluorophenyl)cyclohexane-1,3-dione;55579-72-1;5-(4-Fluorophenyl)-1,3-cyclohexanedione;5-(4-fluoro-phenyl)-cyclohexane-1,3-dione;Bionet2_000128;SCHEMBL1780602;DTXSID10352603;CHEBI:194806;HMS1364F18;MFCD00174037;STK415090;AKOS002681564;5-(4-luorophenyl)cyclohexane-1,3-dione;NCGC00340151-01;5-(4-fluoro-phenyl)cyclohexane-1,3-dione;5-(4-fluorophenyl)cyclohexane-1, 3-dione;CS-0312627;FT-0619651;6H-024;5-(4-Fluorophenyl)-1,3-cyclohexanedione, 97%;AB01314668-03;EN300-6762487;A830711;AO-710/25079009;J-516248

Chemical Property of 5-(4-Fluorophenyl)cyclohexane-1,3-dione

Chemical Property:

• Vapor Pressure: 3.51E-05mmHg at 25°C
• Melting Point: 186-189 °C(lit.)
• Refractive Index: 1.536
• Boiling Point: 353.8 °C at 760 mmHg
• PKA: 4.90±0.20(Predicted)
• Flash Point: 135.4 °C
• PSA: 34.14000
• Density: 1.228 g/cm³
• LogP: 2.23140
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 206.07430775
• Heavy Atom Count: 15
• Complexity: 251

Purity/Quality:

99% ^*data from raw suppliers

5-(4-Fluorophenyl)cyclohexane-1,3-dione ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CC(=O)CC1=O)C2=CC=C(C=C2)F

Technology Process of 5-(4-Fluorophenyl)cyclohexane-1,3-dione

There total 5 articles about 5-(4-Fluorophenyl)cyclohexane-1,3-dione 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: 47.0%

4-(4-fluorophenyl)but-3-en-2-one (65300-29-0,1611-38-7) + diethyl malonate (105-53-3) → 5-(4-fluoro-phenyl)-cyclohexane-1,3-dione (55579-72-1)

Guidance literature:

4-(4-fluorophenyl)but-3-en-2-one; diethyl malonate; With sodium; In methanol; at 80 ℃; for 4h;

With sodium hydroxide; In methanol; water; at 80 ℃; for 0.666667h;

With hydrogenchloride; In methanol; water; Reflux;

Reference yield:

4-fluorobenzaldehyde (459-57-4) → 5-(4-fluoro-phenyl)-cyclohexane-1,3-dione (55579-72-1)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH

2: (i) NaOMe, MeOH, (ii) aq. NaOH, (iii) aq. HCl

With sodium hydroxide;

DOI:10.1021/jm00215a018

Reference yield:

4-(4-fluorophenyl)but-3-en-2-one (65300-29-0,1611-38-7) → 5-(4-fluoro-phenyl)-cyclohexane-1,3-dione (55579-72-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium; ethanol / 6 h / Reflux

2.1: sodium hydroxide / 2 h / Reflux

2.2: 4.5 h / Reflux

With ethanol; sodium; sodium hydroxide;

DOI:10.1021/acs.orglett.9b03622

upstream raw materials:

4-(4-fluorophenyl)but-3-en-2-one

diethyl malonate

4-fluorobenzaldehyde

Downstream raw materials:

7-chloro-3-(4-fluorophenyl)-10-hydroxy-1-oxo-1,2,3,4-tetrahydro-9 (10H)-acridone

3-Chloro-5-(4-fluoro-phenyl)-cyclohex-2-enone

(4'-Fluoro-5-methoxy-biphenyl-3-yl)-acetic acid

[5-(4-Fluoro-phenyl)-3-oxo-cyclohex-1-enyl]-acetic acid methyl ester