2-(Trifluoromethyl)cyclopentanone

Base Information

• Chemical Name: 2-(Trifluoromethyl)cyclopentanone
• CAS No.: 95524-19-9
• Molecular Formula: C₆H₇F₃O
• Molecular Weight: 152.116
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID30462197
• Nikkaji Number: J2.247.334D
• Mol file: 95524-19-9.mol

Synonyms:2-(Trifluoromethyl)cyclopentanone;95524-19-9;2-(trifluoromethyl)cyclopentan-1-one;2-TRIFLUOROMETHYLCYCLOPENTANONE;Cyclopentanone, 2-(trifluoromethyl)-;DTXSID30462197;LQVDWRMXWKNZNG-UHFFFAOYSA-N;AMY42363;MFCD08166673;AKOS006284242;CS-15870;CYCLOPENTANONE,2-(TRIFLUOROMETHYL)-;CS-0060764;FT-0709721;W18406;EN300-1601078;A902231

Chemical Property of 2-(Trifluoromethyl)cyclopentanone

Chemical Property:

• PSA: 17.07000
• LogP: 1.91790
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 152.04489933
• Heavy Atom Count: 10
• Complexity: 150

Purity/Quality:

99% ^*data from raw suppliers

2-(Trifluoromethyl)cyclopentanone 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C(=O)C1)C(F)(F)F

Technology Process of 2-(Trifluoromethyl)cyclopentanone

There total 11 articles about 2-(Trifluoromethyl)cyclopentanone 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: 78.0%

1-Morpholino-2-trifluoromethylcyclopentene → 2-trifluoromethyl-cyclopentanone (95524-19-9)

Guidance literature:

With hydrogenchloride;

DOI:10.1016/S0022-1139(00)00339-0

Reference yield: 66.0%

Langlois reagent (2926-29-6) + 1-acetoxycyclopentene (933-06-2) → 2-trifluoromethyl-cyclopentanone (95524-19-9)

Guidance literature:

In water; acetonitrile; at 20 - 25 ℃; for 4.01667h; Electrochemical reaction;

DOI:10.1021/acs.orglett.1c01643

Reference yield: 60.0%

iodotrifluoromethane (2314-97-8,263005-66-9) + 1-(trimethylsilyloxy)cyclopentene (19980-43-9) → 2-trifluoromethyl-cyclopentanone (95524-19-9)

Guidance literature:

With Wilkinson's catalyst; diethylzinc; In tetrahydrofuran; hexane; at 0 ℃; for 3h;

DOI:10.1246/cl.2008.1080

upstream raw materials:

1-pyrrolidinocyclopent-1-ene

iodotrifluoromethane

difluorodiiodomethane

1-(N-morpholino)cyclopent-1-ene

Refernces

• 1、 Vil’, Vera A.,Merkulova, Valentina M.,Ilovaisky, Alexey I.,Paveliev, Stanislav A.,Nikishin, Gennady I.,Terent’ev, Alexander O.. "Electrochemical Synthesis of Fluorinated Ketones from Enol Acetates and Sodium Perfluoroalkyl Sulfinates". supporting information. p. 5107 - 5112. Retrieved 2021/06/30.
• 2、 Tomita, Yuichi,Itoh, Yoshimitsu,Mikami, Koichi. "Dialkylzinc-aceelerated α-trifluoromethylation of carbonyl compounds catalyzed by late-transition-metal complexes". scheme or table. p. 1080 - 1081. Retrieved 2009/12/03.