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8373634 
Journal Article 
The Addition of Hydrogen Fluoride to the Triple Bond 
Grosse, AV; Linn, CB 
1942 
Yes 
Journal of the American Chemical Society
ISSN: 0002-7863
EISSN: 1520-5126 
64 
10 
2289-2292 
English 
1. A new reaction, the direct non-catalytic, addition of hydrogen fluoride to alkynes giving a series of difluoroparaffins, of the formula R—CF2—CH2—R', has been described. 2. With the exception of acetylene the alkynes studied, namely, propyne, butyne-1, butyne-2, pentyne-1, hexyne-1, hexyne-3, and heptyne-1, all reacted at temperatures around -70° to give good yields of a difluorinated paraffin. 3. The properties of 2,2-difluoro-propane, -butane, -pentane, -hexane, -heptane and 3,3-difluoro-hexane are described. 4. The hydrofluorination of acetylene was accomplished by contacting it with liquid hydrogen fluoride in an autoclave under pressure. 1,1-Difluoro-ethane and vinyl fluoride were the reaction products isolated. © 1942, American Chemical Society. All rights reserved.