2-Trifluoromethylcycloheptanone

Base Information

• Chemical Name: 2-Trifluoromethylcycloheptanone
• CAS No.: 60719-13-3
• Molecular Formula: C₈H₁₁F₃O
• Molecular Weight: 180.17
• Hs Code.: 2914700090
• European Community (EC) Number: 856-409-7
• DSSTox Substance ID: DTXSID20479456
• Nikkaji Number: J2.156.914C
• Mol file: 60719-13-3.mol

Synonyms:2-Trifluoromethylcycloheptanone;60719-13-3;2-(trifluoromethyl)cycloheptan-1-one;2-(Trifluoromethyl)cycloheptanone;(+/-)-2-(trifluoromethyl)cycloheptanone;MFCD08166674;Cycloheptanone,2-(trifluoromethyl)-;SCHEMBL4139116;DTXSID20479456;TXIFKBPXGOUFOF-UHFFFAOYSA-N;AKOS006284243;CS-0258990;FT-0691873;EN300-719712

Chemical Property of 2-Trifluoromethylcycloheptanone

Chemical Property:

• Vapor Pressure: 0.862mmHg at 25°C
• Refractive Index: 1.399
• Boiling Point: 181.2 °C at 760 mmHg
• Flash Point: 72.5 °C
• PSA: 17.07000
• Density: 1.171 g/cm³
• LogP: 2.69810
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 180.07619946
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

99% ^*data from raw suppliers

2-TRIFLUOROMETHYLCYCLOHEPTANONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(C(=O)CC1)C(F)(F)F

Technology Process of 2-Trifluoromethylcycloheptanone

There total 7 articles about 2-Trifluoromethylcycloheptanone 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: 71.0%

2,2,2-trifluroethylamine hydrochloride (373-88-6) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → (+/-)-2-(trifluoromethyl)cycloheptanone (60719-13-3)

Guidance literature:

2,2,2-trifluroethylamine hydrochloride; With sodium nitrite; In dichloromethane; water; at 0 ℃; for 1h;

cyclohexanone; With zirconium(IV) chloride; at -78 ℃;

DOI:10.1039/c8cc01568f

Reference yield: 69.0%

1-cycloheptenyl acetate (14477-74-8) + Langlois reagent (2926-29-6) → (+/-)-2-(trifluoromethyl)cycloheptanone (60719-13-3)

Guidance literature:

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

DOI:10.1021/acs.orglett.1c01643

Reference yield: 42.0%

iodotrifluoromethane (2314-97-8,263005-66-9) + (cyclohept-1-en-1-yloxy)(trimethyl)silane (22081-48-7) → (+/-)-2-(trifluoromethyl)cycloheptanone (60719-13-3)

Guidance literature:

With Wilkinson's catalyst; diethylzinc; In tetrahydrofuran; hexane; at 0 ℃; for 6h;

DOI:10.1246/cl.2008.1080

upstream raw materials:

2,2,2-trifluorodiazoethane

cyclohexanone

iodotrifluoromethane

cycloheptanone

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、 Su, Xiaolong,Huang, Honggui,Yuan, Yaofeng,Li, Yi. "Radical Desulfur-Fragmentation and Reconstruction of Enol Triflates: Facile Access to α-Trifluoromethyl Ketones". supporting information. p. 1338 - 1341. Retrieved 2017/01/24.