3-(4-Fluorophenyl)cyclobutan-1-one

Base Information

• Chemical Name: 3-(4-Fluorophenyl)cyclobutan-1-one
• CAS No.: 143589-42-8
• Molecular Formula: C10H9FO
• Molecular Weight: 164.179
• European Community (EC) Number: 822-481-3
• DSSTox Substance ID: DTXSID50465009
• Nikkaji Number: J1.013.850G
• Wikidata: Q82290642
• Mol file: 143589-42-8.mol

Synonyms:3-(4-fluorophenyl)cyclobutanone;143589-42-8;3-(4-fluorophenyl)cyclobutan-1-one;MFCD11848523;SCHEMBL426339;DTXSID50465009;AHEDMEVWTIFKFX-UHFFFAOYSA-N;AM9970;AKOS015898984;SB18426;AS-43613;SY177280;CS-0216455;EN300-43630;F8889-7548;Z444338412

Chemical Property of 3-(4-Fluorophenyl)cyclobutan-1-one

Chemical Property:

• Boiling Point: 255.7 °C at 760 mmHg
• Flash Point: 98.9 °C
• Density: 1.208 g/cm³
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 164.063743068
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-(4-Fluorophenyl)cyclobutan-1-one

There total 5 articles about 3-(4-Fluorophenyl)cyclobutan-1-one 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: 75.0%

para-fluorostyrene (405-99-2) + N,N-dimethyl acetamide (127-19-5,116057-81-9) → 3-(4'-fluorophenyl)cyclobutan-1-one (143589-42-8)

Guidance literature:

N,N-dimethyl acetamide; With trifluoromethylsulfonic anhydride; In 1,2-dichloro-ethane; at 20 ℃; for 0.166667h; Inert atmosphere; Schlenk technique;

para-fluorostyrene; With 2,6-dimethylpyridine; In 1,2-dichloro-ethane; at 90 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.202100642

Reference yield: 56.0%

2,2-dichloro-3-(4-fluorophenyl)cyclobutanone (1029080-42-9) → 3-(4'-fluorophenyl)cyclobutan-1-one (143589-42-8)

Guidance literature:

With acetic acid; zinc; for 5h; Heating;

DOI:10.1021/jo800246g

Reference yield:

para-fluorostyrene (405-99-2) → 3-(4'-fluorophenyl)cyclobutan-1-one (143589-42-8)

Guidance literature:

Multi-step reaction with 2 steps

1: zinc/copper couple; trichlorophosphate / diethyl ether / Reflux

2: acetic acid; zinc / 7 h / 20 - 80 °C

With zinc/copper couple; acetic acid; zinc; trichlorophosphate; In diethyl ether;

DOI:10.1016/j.tet.2012.03.108

upstream raw materials:

2,2-dichloro-3-(4-fluorophenyl)cyclobutanone

para-fluorostyrene

N,N-dimethyl acetamide

4-fluorobenzaldehyde

Downstream raw materials:

(-)-(R)-4-(4-fluorophenyl)dihydrofuran-2(3H)-one

Refernces

• 1、 Gao, Ziwei,Gou, Jing,Hao, Zhe,Hou, Jing,Li, Chaoqun,Li, Gaoqiang,Xing, Qingzhao,Yu, Binxun. "Manganese=Catalyzed Achmatowicz Rearrangement Using Green Oxidant H2O2". . p. 9563 - 9586. Retrieved 2021/07/20.
• 2、 -. "HYDROXY ISOXAZOLE COMPOUNDS USEFUL AS GPR120 AGONISTS". Page/Page column 58. . Retrieved 2018/07/05.