Fluorination of organic compounds with K{sub 2}NiF{sub 6} and R-NiF{sub 3}. Synthesis and characterization of the novel fluorinated cation: (CHF{sub 2}){sub 4}N{sup +}
Conference
·
OSTI ID:560030
- Lawrence Berkeley National Lab., CA (United States)
The Simons Process electrochemical fluorination of organic compounds is speculated to involve a higher nickel fluoride, NiF{sub x} (X>2), which is formed at the nickel anode. To investigate this possibility, K{sub 2}NiF{sub 6} and R-NiF{sub 3} have been used in aHF solution to fluorinated CH{sub 3}CN, CH{sub 3}COF, (CH{sub 3}){sub 2}CO, CH{sub 3}C(O)NH{sub 3}{sup +}PF{sub 6}{sup -}, N{sub 2}O, NH{sub 4}{sup +}AsF{sub 6}, and (CH{sub 3}){sub 4}N{sup +} AsF{sub 6}{sup -}. Organic compounds were reacted with solutions (K{sub 2}NiF{sub 6}) or suspensions (R-NiF{sub 3}) of oxidizer below -60 {degrees}C ({approximately}3 h) then slowly warmed to room temperature. The products were characterized by {sup 1}H, {sup 19}F, {sup 13}C, and {sup 14}N NMR. CH{sub 3}CN yielded primarily CF{sub 3}CN with R-NiF{sub 3} and CF{sub 3}CF{sub 2}NF{sub 2} with K{sub 2}NiF{sub 6}, along with small amounts of fluorocarbons. CH{sub 3}COF and (CH{sub 3}){sub 2}CO underwent cleavage, yielding small amounts of CF{sub 3}COF and (CF{sub 3}){sub 2}CO but with COF{sub 2} and fluorocarbons as the major products. CH{sub 3}C(O)NH{sub 3}{sup +} also underwent cleavage reactions. N{sub 2}O and NH{sub 4}{sup +} were unreactive with either oxidizer. (CH{sub 3}){sub 4}N{sup +} yielded the novel fluorinated cation, (CHF{sub 2}){sub 4}N{sup +} with K{sub 2}NiF{sub 6}.
- OSTI ID:
- 560030
- Report Number(s):
- CONF-970443--
- Country of Publication:
- United States
- Language:
- English
Similar Records
Reactions of R-NiF{sub 3} and K{sub 2}NiF{sub 6} with N(CH{sub 3}){sub 4}{sup +} in HF: Synthesis of N(CF{sub 3}){sub 3} and the novel N(CHF{sub 2}){sub 4}{sup +} cation
Reactions of NH radicals. 6. Reactions of NH(a/sup 1/. delta. ) with C/sub 2/H/sub 2/ and unimolecular decompositions of C/sub 2/H/sub 3/N*
Direct fluorination of diamond, graphite and various amorphous carbons
Conference
·
Tue Dec 30 23:00:00 EST 1997
·
OSTI ID:560026
Reactions of NH radicals. 6. Reactions of NH(a/sup 1/. delta. ) with C/sub 2/H/sub 2/ and unimolecular decompositions of C/sub 2/H/sub 3/N*
Journal Article
·
Thu Aug 25 00:00:00 EDT 1988
· J. Phys. Chem.; (United States)
·
OSTI ID:5992758
Direct fluorination of diamond, graphite and various amorphous carbons
Conference
·
Mon Aug 01 00:00:00 EDT 1983
· Proc. - Electrochem. Soc.; (United States)
·
OSTI ID:5838343