FLUOROCARBON N-F COMPOUNDS. Quarterly Technical Report No. 7

Technical Report · Fri Jan 01 00:00:00 EST 1960

OSTI ID:4017566

Young, J A; Dresdner, R D

Perfluoropentadiene-1,4 failed to react with NF/sub 3/; however, it was found that this diene was isomerized by cesium fluoride, over a wide temperature range, to perfluoropentyne-2. The pentyne could be polymerized by gamma irradiation. A study was made of the isomerization of C/sub 5/F/sub 8/ isomers over selected cathlysts. Interrelationships were established for the fluorocarbons pentyne-2, 1-methylcyclobutene, 3-methylcyc lobutene, cyclopentene, pentadiene-1,3 and pentadiene-1,4. Both CF/sub 3/CF = CF/sub 2/ and CF/sub 3/N = CF/sub 2/ were found at least to dimerize over cesium fluoride. The propylene dimers are thought to have the structures (CF/sub 3/)/sub 2/C = C(CF/sub 3/)/sub 2/ and (CF/sub 3/)/sub 2/CFCF = CFCF/sub 3/. Refinite indications of the successful synthesis of a fluorocarbon diacyldiimide, CF/sub 3/CON = NCOCF/sub 3/ , have been obtained. The compound is rather unstable even at room temperature, and as anticipated, gives C/sub 2/F/sub 6/ on thermal decomposition. Triamides containing fluorocarbon groups . were made by reaction between N- bromoimides and acyl halides, in yields ranging from very poor to good. Compounds with three small perfluo-roacyl groups apparently cannot be made by this method. The reaction between acyl halides and (CF/sub 3/)/sub 2/N)/sub 2/ Hg, on the other hand, gives amides of the structure RCON(CF/sub 3/)/sub 2/ in good yield with all acyl halides tested except phosgene. Tetrakis- (trifluoroacetyl) hydrazine on heating to 300 deg is converted to 3,5- bis(trifluoromethyl)oxadiazole, plus trifluoroacetic anhydride. (auth)

• Research Organization: Florida. Univ., Gainesville. Engineering and Industrial Experimental Station
• NSA Number: NSA-15-018086
• OSTI ID: 4017566
• Report Number(s): OOR-007:7; DA-01-009-ORD-772
• Resource Relation: Other Information: Orig. Receipt Date: 31-DEC-61
• Country of Publication: Country unknown/Code not available
• Language: English

Related Subjects

CHEMISTRY
ACETIC ACID
ALKENES
AMIDES
BUTANE
CESIUM FLUORIDES
CYCLOALKENES
DECOMPOSITION
DIENES
FLUORINATED HYDROCARBONS
GAMMA RADIATION
HALIDES
HEATING
HETEROCYCLICS
ISOMERS
MERCURY COMPOUNDS
METHYL RADICALS
NITROGEN FLUORIDES
ORGANIC FLUORINE COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
OXADIAZOLES
POLYMERIZATION
PREPARATION
PROPYLENE