2-Cyclopenten-1-one, 3-(4-fluorophenyl)-

Base Information

• Chemical Name: 2-Cyclopenten-1-one, 3-(4-fluorophenyl)-
• CAS No.: 143589-79-1
• Molecular Formula: C11H9FO
• Molecular Weight: 176.19
• DSSTox Substance ID: DTXSID40473476
• Wikidata: Q82302898
• Mol file: 143589-79-1.mol

Synonyms:2-Cyclopenten-1-one, 3-(4-fluorophenyl)-;143589-79-1;SCHEMBL7973057;DTXSID40473476;AKOS014313330

Chemical Property of 2-Cyclopenten-1-one, 3-(4-fluorophenyl)-

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 176.063743068
• Heavy Atom Count: 13
• Complexity: 237

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC(=O)C=C1C2=CC=C(C=C2)F

Technology Process of 2-Cyclopenten-1-one, 3-(4-fluorophenyl)-

There total 4 articles about 2-Cyclopenten-1-one, 3-(4-fluorophenyl)- 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: 73.0%

3-ethoxycyclopent-2-en-1-one (22627-70-9) + 4-flourophenylmagnesium bromide (352-13-6) → 3-(4-fluorophenyl)cyclopent-2-en-1-one (143589-79-1)

Guidance literature:

In tetrahydrofuran; at 0 - 40 ℃; Inert atmosphere;

DOI:10.1002/anie.201403753

Reference yield: 68.0%

cyclopent-2-enone (930-30-3) + 1-Bromo-4-fluorobenzene (460-00-4) → 3-(4-fluorophenyl)cyclopent-2-en-1-one (143589-79-1)

Guidance literature:

With potassium fluoride; palladium diacetate; In N,N-dimethyl-formamide; at 130 ℃; for 18h; Inert atmosphere;

DOI:10.1016/j.tet.2008.11.006

Reference yield: 42.0%

ethyl 2-acetyl-4-(4-fluorophenyl)-4-oxobutanoate (36967-50-7) → 3-(4-fluorophenyl)cyclopent-2-en-1-one (143589-79-1)

Guidance literature:

With potassium hydroxide; for 0.5h; Heating;

DOI:10.1002/hlca.19950780312

upstream raw materials:

ethyl 2-acetyl-4-(4-fluorophenyl)-4-oxobutanoate

cyclopent-2-enone

1-Bromo-4-fluorobenzene

3-ethoxycyclopent-2-en-1-one

Downstream raw materials:

rac-3-(4-fluorophenyl)cyclopentan-1-one

(S)-3-(4-fluorophenyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclopentan-1-one

C₂₆H₂₀FNO₃S

(R_C)-3-(p-fluorophenyl)cyclopentan-1-one

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