Anaerobic Oxidation of Methane to Methyl Radical in NTf2-Based Ionic Liquids

Details

• Personal Author:
  Kumar A ; Sevilla MD ; Wang Z ; Zeng X
• Description:
  In this report, we show that at the ionic liquid (IL)/Pt electrode interface, the C-H bond in methane can be activated and abstracted in situ to form methyl radical by electrochemically generated bis((trifluoromethyl)sulfonyl)amide ([NTf2]) radicals from the ionic liquid, 1-butyl-1-methylpyrrolidinium bis((trifluoromethyl)sulfonyl)amide ([Bmpy][NTf2]). DFT modeling supports the abstraction of hydrogen from CH4 by the NTf2. radical resulting in the formation of a methyl radical that then reacts with the IL to form the CF3. radical and molecular products, CF3CF3 and CF3H. This work thus provides a new pathway of controlled activation of the C-H bond of methane anaerobically at low potential in a neutral condition at room temperature which can have important applications such as organic electrochemistry and preparative-scale organic electrochemical synthesis. [Description provided by NIOSH]
• Subjects:
  Methane Occupational Health Oxidants Safety
• Keywords:
  Electrochemical Analysis Electrochemical Properties Electrochemistry Ion Transport Methanes Natural Gas Oxidative Processes
• ISSN:
  1932-7447
• Document Type:
  Text
• Funding:
  Grant
• Genre:
  Journal Article
• Place as Subject:
  Michigan ; OSHA Region 5
• CIO:
  National Institute for Occupational Safety and Health (NIOSH)
• Topic:
  Workplace Safety & Health
• Location:
  North America
• Volume:
  120
• Issue:
  25
• NIOSHTIC Number:
  nn:20059168
• Citation:
  J Phys Chem C 2016 Jun; 120(25):13466-13473
• Contact Point Address:
  Xiangqun Zeng, Department of Chemistry, Oakland University, Rochester, Michigan 48309, United States
• Email:
  zeng@oakland.edu
• CAS Registry Number:
  Methane (CAS RN 74-82-8)
• Federal Fiscal Year:
  2016
• Performing Organization:
  Oakland University, Rochester, Michigan
• Peer Reviewed:
  True
• Start Date:
  20090801
• Source Full Name:
  Journal of Physical Chemistry C
• End Date:
  20120731
• Collection(s):
  National Institute for Occupational Safety and Health
• Main Document Checksum:
  urn:sha-512:b0a024fcecef844993a653722587862062dcaabf2e4da81d49158688e2c6ffb0719b6cfd75e0a1e0f50d97a9b20cfdc775cab62ae0e983138b9a3ee033b6e047
• Download URL:
  https://stacks.cdc.gov/view/cdc/223468/cdc_223468_DS1.pdf
• File Type:
  [PDF - 1.76 MB ]