Radical Addition of 2-Propanol to Trifluoroethylene. Preparation of Trifluoroethylene Oligomersfrom Chlorotrifluoroethylene Oligomers

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Title:Radical Addition of 2-Propanol to Trifluoroethylene. Preparation of Trifluoroethylene Oligomersfrom Chlorotrifluoroethylene Oligomers
Creators:
Fikar, Jiří
Trška, Petr
Pech, Pavel
Liška, František
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 61, 8, pp. 1215-1222
Uncontrolled Keywords:Photoaddition to fluoroethylenes, Photoreduction of chlorofluoro compounds, Trifluoroethylene, 2-Propanol

Abstract

Photochemically initiated addition of 2-propanol to trifluoroethylene afforded the 1 : 1 adducts 3,3,4-trifluoro-2-methyl-2-butanol <strong>1</strong> and 3,4,4-trifluoro-2-methyl-2-butanol <strong>2</strong>, as well as the 1 : 2 telomers 3,4,4,5,5,6-hexafluoro-2-methyl-2-hexanol <strong>3</strong> and 3,4,4,5,6,6-hexafluoro-2-methyl-2-hexanol <strong>4</strong>. The other possible 1 : 2 and 1 : 3 telomers, in which the CF<sub>2</sub>-CFH- groups regularly alternate ("head-tail") - 3,3,4,5,5,6-hexafluoro-2-methyl-2-hexanol <strong>13</strong> and 3,3,4,5,5,6,7,7,8-nonafluoro-2-methyl-2-octanol <strong>14</strong> - and which did not arise in the reaction, were obtained by photochemical reduction of addition products of 2-propanol to chlorotrifluoroethylene (alcohols <strong>15</strong>-<strong>17</strong>) with secondary and tertiary amines. Dehydrofluorination of alcohols <strong>1</strong> and <strong>2</strong> gave 3,3-difluoro-2, 2-dimethyloxetane <strong>18</strong> and 3-difluoromethyl-2,2-dimethyloxirane <strong>19</strong>.

Title:Radical Addition of 2-Propanol to Trifluoroethylene. Preparation of Trifluoroethylene Oligomersfrom Chlorotrifluoroethylene Oligomers
Creators:
Fikar, Jiří
Trška, Petr
Pech, Pavel
Liška, František
Uncontrolled Keywords:Photoaddition to fluoroethylenes, Photoreduction of chlorofluoro compounds, Trifluoroethylene, 2-Propanol
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:61
Number:8
Page Range:pp. 1215-1222
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19961215UNSPECIFIED
ID Code:1026
Item Type:Article
Deposited On:06 Feb 2009 17:05
Last Modified:06 Feb 2009 16:06

Citation

Fikar, Jiří; Trška, Petr; Pech, Pavel; Liška, František (1996) Radical Addition of 2-Propanol to Trifluoroethylene. Preparation of Trifluoroethylene Oligomersfrom Chlorotrifluoroethylene Oligomers. Collection of Czechoslovak Chemical Communications, 61 (8). pp. 1215-1222. ISSN 0010-0765

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