碘三氟乙烯

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: After 24 hours, a GC/MS of the mixture allows identification of all the reaction components. After 72 hours, the reaction seems to stop proceeding while excess diiodobiphenyl remains another; batch of iodotrifluoroethylene (25.0 g, 0.12 mole) is reacted with zinc in THF and added to the reaction mixture along with 1.0 g of palladium tetrakis(triphenylphosphine) catalyst. The reaction is allowed to stir an additional 12 hours, then is removed and evaporated to dryness under high vacuum on a rotary evaporator. Residue from evaporation is added to a 3 fold volumetric excess of water. A heavy precipitate is formed which is filtered and air dried on a vacuum funnel. The precipitate is dissolved in THF and filtered. The resulting filtrate is coated on silica gel by adding the silica gel to the THF solution and evaporating to dryness. This silica gel is then eluted on a short silica gel column using hexane as eluent to remove the colored material from the product. A fine white crystalline material remains after evaporation of the hexane. This crystalline material is then chromatographed again carefully on an alumina column using hexane as an eluent. The first band to elute from the column is the desired monomer product CF2 =CF--Ph--Ph--CF=CH2. A total of 44.2 g of product is recovered (58.7% yield). the reaction components After 72 hours is removed evaporated to dryness under high vacuum on a rotary evaporator Residue from evaporation is added to a 3 fold volumetric excess of water A heavy precipitate is formed which is filtered air dried on a vacuum funnel The precipitate is dissolved in THF filtered by adding the silica gel to the THF solution evaporating to dryness This silica gel is then eluted on a short silica gel column to remove the colored material from the product after evaporation of the hexane This crystalline material is then chromatographed again carefully on an alumina column The first band to elute from the column A total of 44.2 g of product is recovered (58.7% yield)

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A 5 liter 3-necked round bottom flask is fitted with a mechanical stirrer, a nitrogen padded reflux condenser and a rubber septum. Glyme (100 ml) and activated zinc granules (11.50 g, 0.18 mole) are added to the flask along with a magnetic stirring bar. The flask is then purged with nitrogen for 15 minutes, after which time iodotrifluoroethylene (20.3 g, 0.098 mole) is added slowly via syringe through the septum. After 20 minutes of stirring the mixture begins to turn brown and get warm. After 2 hours a white precipitate begins to form. After stirring is continued without heat for 4 hours, the flask is opened under a slow nitrogen purge and 1,4-diiodobenzene (16.0 g, 0.0485 mole) ia added along with palladium tetrakis(triphenylphosphine) (0.57 g, 0.00049 mole). The mixture is stirred overnight, resulting in the formation of a large amount of suspended solid. The reaction is allowed to stir an additional 24 hours, after which it is filtered, and the precipitate is washed with hexane (3 times with 50 ml each wash). The filtrates are combined and evaporated at 30° C. on a rotary evaporator to provide a residue which is purified by column chromatography (neutral alumina, hexane eluent) to give 7.50 g of CF2 =CF--Ph--CF=CF2 as product (0.0315 mole, 65% yield). This product is analysed by GC/MS and gives the following spectrum: m/e: 238 (100%); 188 (12.0%); 187 (46.4%); 169 (92.0%); 138 (18.8%); 99 (16.3%); 81 (12.3%); 69 (30.1%). The material is found to be air sensitive, fuming acid gasses if left exposed to oxygen. A 5 liter 3-necked round bottom flask is fitted with a mechanical stirrer a nitrogen padded reflux condenser The flask is then purged with nitrogen for 15 minutes get warm After 2 hours a white precipitate begins to form After stirring without heat for 4 hours purge The mixture is stirred overnight resulting in the formation of a large amount of suspended solid to stir an additional 24 hours after which it is filtered the precipitate is washed with hexane (3 times with 50 ml each wash) evaporated at 30° C. on a rotary evaporator to provide a residue which is purified by column chromatography (neutral alumina, hexane eluent) to give 7.50 g of CF2 =CF--Ph--CF=CF2 as product (0.0315 mole, 65% yield) gives the following spectrum if left

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: After 24 hours, a GC/MS of the mixture allows identification of all the reaction components. After 72 hours, the reaction seems to stop proceeding while excess diiodobiphenyl remains; another batch of iodotrifluoroethylene (25.0 g, 0.12 mole) is reacted with zinc in THF and added to the reaction mixture along with 1.0 g of palladium tetrakis(triphenylphosphine) catalyst. The reaction is allowed to stir an additional 12 hours, then is removed and evaporated to dryness under high vacuum on a rotary evaporator. REsidue from evaporation is added to a 3 fold volumetric excess of water. A heavy precipitate is formed which is filtered and air dried on a vacuum funnel. The precipitate is dissolved in THF and filtered. Resulting filtrate is coated on silica gel by adding the silica gel to the THF solution and evaporating to dryness. This silica gel is then eluted on a short silica gel column using hexane as eluent to remove the colored material from the product. A fine white crystalline material remains after evaporation of the hexane. This crystalline material is then chromatographed again carefully on an alumina column using hexane as an eluent. The first band to elute from the column is the desired monomer product CF2 =CF--Ph--Ph--CF=CF2. A total of 44.2 g of product is recovered (58.7% yield). the reaction components After 72 hours is removed evaporated to dryness under high vacuum on a rotary evaporator REsidue from evaporation is added to a 3 fold volumetric excess of water A heavy precipitate is formed which is filtered air dried on a vacuum funnel The precipitate is dissolved in THF filtered by adding the silica gel to the THF solution evaporating to dryness This silica gel is then eluted on a short silica gel column to remove the colored material from the product after evaporation of the hexane This crystalline material is then chromatographed again carefully on an alumina column The first band to elute from the column A total of 44.2 g of product is recovered (58.7% yield)

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A 5 liter 3-necked round bottom flask is fitted with a mechanical stirrer, a nitrogen padded reflux condenser and a rubber septum. Glyme (100 ml) and activated zinc granules (11.50 g, 0.18 mole) are added to the flask along with a magnetic stirring bar. The flask is then purged with nitrogen for 15 minutes, after which time iodotrifluoroethylene (20.3 g, 0.098 mole) is added slowly via syringe through the septum. After 20 minutes of stirring the mixture begins to turn brown and get warm. After 2 hours a white precipitate begins to form. After stirring is continued without heat for 4 hours, the flask is opened under a slow nitrogen purge and 1,4-diiodobenzene (16.0 g, 0.0485 mole) is added along with palladium tetrakis(triphenylphosphine) (0.57 g, 0.00049 mole). The mixture is stirred overnight, resulting in the formation of a large amount of suspended solid. The reaction is allowed to stir an additional 24 hours, after which it is filtered, and the precipitate is washed with hexane (3 times with 50 ml each wash). The filtrates are combined and evaporated at 30° C. on a rotary evaporator to provide a residue which is purified by column chromatography (neutral alumnia, hexane eluent) to give 7.50 g of CF2 =CF--Ph--CF=CF2 as product (0.0315 mole, 65% yield). This product is analysed by GC/MS and gives the following spectrum: m/e: 238 (100%); 188 (12.0%); 187 (46.4%); 169 (92.0%); 138 (18.8%); 99 (16.3%); 81 (12.3%); 69 (30.1%). The material is found to be air sensitive, fuming acid gasses if left exposed to oxygen. A 5 liter 3-necked round bottom flask is fitted with a mechanical stirrer a nitrogen padded reflux condenser The flask is then purged with nitrogen for 15 minutes get warm After 2 hours a white precipitate begins to form After stirring without heat for 4 hours purge The mixture is stirred overnight resulting in the formation of a large amount of suspended solid to stir an additional 24 hours after which it is filtered the precipitate is washed with hexane (3 times with 50 ml each wash) evaporated at 30° C. on a rotary evaporator to provide a residue which is purified by column chromatography (neutral alumnia, hexane eluent) to give 7.50 g of CF2 =CF--Ph--CF=CF2 as product (0.0315 mole, 65% yield) gives the following spectrum if left

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: After 24 hours, a GC/MS of the mixture allows identification of all the reaction components. After 72 hours, the reaction seems to stop proceeding while excess diiodobiphenyl remains another; batch of iodotrifluoroethylene (25.0 g, 0.12 mole) is reacted with zinc in THF and added to the reaction mixture along with 1.0 g of palladium tetrakis(triphenylphosphine) catalyst. The reaction is allowed to stir an additional 12 hours, then is removed and evaporated to dryness under high vacuum on a rotary evaporator. Residue from evaporation is added to a 3 fold volumetric excess of water. A heavy precipitate is formed which is filtered and air dried on a vacuum funnel. The precipitate is dissolved in THF and filtered. The resulting filtrate is coated on silica gel by adding the silica gel to the THF solution and evaporating to dryness. This silica gel is then eluted on a short silica gel column using hexane as eluent to remove the colored material from the product. A fine white crystalline material remains after evaporation of the hexane. This crystalline material is then chromatographed again carefully on an alumina column using hexane as an eluent. The first band to elute from the column is the desired monomer product CF2 =CF--Ph--Ph--CF=CH2. A total of 44.2 g of product is recovered (58.7% yield). the reaction components After 72 hours is removed evaporated to dryness under high vacuum on a rotary evaporator Residue from evaporation is added to a 3 fold volumetric excess of water A heavy precipitate is formed which is filtered air dried on a vacuum funnel The precipitate is dissolved in THF filtered by adding the silica gel to the THF solution evaporating to dryness This silica gel is then eluted on a short silica gel column to remove the colored material from the product after evaporation of the hexane This crystalline material is then chromatographed again carefully on an alumina column The first band to elute from the column A total of 44.2 g of product is recovered (58.7% yield)

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A 5 liter 3-necked round bottom flask is fitted with a mechanical stirrer, a nitrogen padded reflux condenser and a rubber septum. Glyme (100 ml) and activated zinc granules (11.50 g, 0.18 mole) are added to the flask along with a magnetic stirring bar. The flask is then purged with nitrogen for 15 minutes, after which time iodotrifluoroethylene (20.3 g, 0.098 mole) is added slowly via syringe through the septum. After 20 minutes of stirring the mixture begins to turn brown and get warm. After 2 hours a white precipitate begins to form. After stirring is continued without heat for 4 hours, the flask is opened under a slow nitrogen purge and 1,4-diiodobenzene (16.0 g, 0.0485 mole) ia added along with palladium tetrakis(triphenylphosphine) (0.57 g, 0.00049 mole). The mixture is stirred overnight, resulting in the formation of a large amount of suspended solid. The reaction is allowed to stir an additional 24 hours, after which it is filtered, and the precipitate is washed with hexane (3 times with 50 ml each wash). The filtrates are combined and evaporated at 30° C. on a rotary evaporator to provide a residue which is purified by column chromatography (neutral alumina, hexane eluent) to give 7.50 g of CF2 =CF--Ph--CF=CF2 as product (0.0315 mole, 65% yield). This product is analysed by GC/MS and gives the following spectrum: m/e: 238 (100%); 188 (12.0%); 187 (46.4%); 169 (92.0%); 138 (18.8%); 99 (16.3%); 81 (12.3%); 69 (30.1%). The material is found to be air sensitive, fuming acid gasses if left exposed to oxygen. A 5 liter 3-necked round bottom flask is fitted with a mechanical stirrer a nitrogen padded reflux condenser The flask is then purged with nitrogen for 15 minutes get warm After 2 hours a white precipitate begins to form After stirring without heat for 4 hours purge The mixture is stirred overnight resulting in the formation of a large amount of suspended solid to stir an additional 24 hours after which it is filtered the precipitate is washed with hexane (3 times with 50 ml each wash) evaporated at 30° C. on a rotary evaporator to provide a residue which is purified by column chromatography (neutral alumina, hexane eluent) to give 7.50 g of CF2 =CF--Ph--CF=CF2 as product (0.0315 mole, 65% yield) gives the following spectrum if left

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A 5 liter 3-necked round bottom flask is fitted with a mechanical stirrer, a nitrogen padded reflux condenser and a rubber septum. Glyme (100 ml) and activated zinc granules (11.50 g, 0.18 mole) are added to the flask along with a magnetic stirring bar. The flask is then purged with nitrogen for 15 minutes, after which time iodotrifluoroethylene (20.3 g, 0.098 mole) is added slowly via syringe through the septum. After 20 minutes of stirring the mixture begins to turn brown and get warm. After 2 hours a white precipitate begins to form. After stirring is continued without heat for 4 hours, the flask is opened under a slow nitrogen purge and 1,4-diiodobenzene (16.0 g, 0.0485 mole) ia added along with palladium tetrakis(triphenylphosphine) (0.57 g, 0.00049 mole). The mixture is stirred overnight, resulting in the formation of a large amount of suspended solid. The reaction is allowed to stir an additional 24 hours, after which it is filtered, and the precipitate is washed with hexane (3 times with 50 ml each wash). The filtrates are combined and evaporated at 30° C. on a rotary evaporator to provide a residue which is purified by column chromatography (neutral alumina, hexane eluent) to give 7.50 g of CF2 =CF--Ph--CF=CF2 as product (0.0315 mole, 65% yield). This product is analysed by GC/MS and gives the following spectrum: m/e: 238 (100%); 188 (12.0%); 187 (46.4%); 169 (92.0%); 138 (18.8%); 99 (16.3%); 81 (12.3%); 69 (30.1%). The material is found to be air sensitive, fuming acid gasses if left exposed to oxygen. A 5 liter 3-necked round bottom flask is fitted with a mechanical stirrer a nitrogen padded reflux condenser The flask is then purged with nitrogen for 15 minutes get warm After 2 hours a white precipitate begins to form After stirring without heat for 4 hours purge The mixture is stirred overnight resulting in the formation of a large amount of suspended solid to stir an additional 24 hours after which it is filtered the precipitate is washed with hexane (3 times with 50 ml each wash) evaporated at 30° C. on a rotary evaporator to provide a residue which is purified by column chromatography (neutral alumina, hexane eluent) to give 7.50 g of CF2 =CF--Ph--CF=CF2 as product (0.0315 mole, 65% yield) gives the following spectrum if left

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: After 24 hours, a GC/MS of the mixture allows identification of all the reaction components. After 72 hours, the reaction seems to stop proceeding while excess diiodobiphenyl remains; another batch of iodotrifluoroethylene (25.0 g, 0.12 mole) is reacted with zinc in THF and added to the reaction mixture along with 1.0 g of palladium tetrakis(triphenylphosphine) catalyst. The reaction is allowed to stir an additional 12 hours, then is removed and evaporated to dryness under high vacuum on a rotary evaporator. Residue from evaporation is added to a 3 fold volumetric excess of water. A heavy precipitate is formed which is filtered and air dried on a vacuum funnel. The precipitate is dissolved in THF and filtered. Resulting flitrate is coated on silica gel by adding the silica gel to the THF solution and evaporating to dryness. This silica gel is then eluted on a short silica gel column using hexane as eluent to remove the colored material from the product. A fine white crystalline material remains after evaporation of the hexane. This crystalline material is then chromatographed again carefully on an alumina column using hexane as an eluent. The first band to elute from the column is the desired monomer product CF2 =CF--Ph--Ph--CF=CF2. A total of 44.2 g of product is recovered (58.7 percent yield). the reaction components After 72 hours is removed evaporated to dryness under high vacuum on a rotary evaporator Residue from evaporation is added to a 3 fold volumetric excess of water A heavy precipitate is formed which is filtered air dried on a vacuum funnel The precipitate is dissolved in THF filtered Resulting flitrate evaporating to dryness This silica gel is then eluted on a short silica gel column to remove the colored material from the product after evaporation of the hexane This crystalline material is then chromatographed again carefully on an alumina column The first band to elute from the column A total of 44.2 g of product is recovered (58.7 percent yield)

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A 5 liter 3-necked round bottom flask is fitted with a mechanical stirrer, a nitrogen padded reflux condenser and a rubber septum. Glyme (100 ml) and activated zinc granules (11.50 g, 0.18 mole) are added to the flask along with a magnetic stirring bar. The flask is then purged with nitrogen for 15 minutes, after which time iodotrifluoroethylene (20.3 g, 0.098 mole) is added slowly via syringe through the septum. After 20 minutes of stirring the mixture begins to turn brown and get warm. After 2 hours a white precipitate begins to form. After stirring is continued without heat for 4 hours, the flask is opened under a slow nitrogen purge and 1,4-diiodobenzene (16.0 g, 0.0485 mole) is added along with palladium tetrakis(triphenylphosphine) (0.57 g, 0.00049 mole). The mixture is stirred overnight, resulting in the formation of a large amount of suspended solid. The reaction is allowed to stir an additional 24 hours, after which it is filtered, and the precipitate is washed with hexane (3 times with 50 ml each wash). The filtrates are combined and evaporated at 30° C. on a rotary evaporator to provide a residue which is purified by column chromatography (neutral alumnia, hexane eluent) to give 7.50 g of CF2 =CF--Ph--CF=CF2 as product (0.0315 mole, 65 percent yield). This product is analysed by GC/MS and gives the following spectrum: m/e: 238 (100 percent); 188 (12.0 percent); 187 (46.4 percent); 169 (92.0 percent); 138 (18.8 percent); 99 (16.3 percent); 81 (12.3 percent); 69 (30.1 percent). The material is found to be air sensitive, fuming acid gasses if left exposed to oxygen. A 5 liter 3-necked round bottom flask is fitted with a mechanical stirrer a nitrogen padded reflux condenser The flask is then purged with nitrogen for 15 minutes get warm After 2 hours a white precipitate begins to form After stirring without heat for 4 hours purge The mixture is stirred overnight resulting in the formation of a large amount of suspended solid to stir an additional 24 hours after which it is filtered the precipitate is washed with hexane (3 times with 50 ml each wash) evaporated at 30° C. on a rotary evaporator to provide a residue which is purified by column chromatography (neutral alumnia, hexane eluent) to give 7.50 g of CF2 =CF--Ph--CF=CF2 as product (0.0315 mole, 65 percent yield) gives the following spectrum if left

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A 5 liter 3-necked round bottom flask is fitted with a mechanical stirrer, a nitrogen padded reflux condenser and a rubber septum. Glyme (100 ml) and activated zinc granules (11.50 g, 0.18 mole) are added to the flask along with a magnetic stirring bar. The flask is then purged with nitrogen for 15 minutes, after which time iodotrifluoroethylene (20.3 g, 0.098 mole) is added slowly via syringe through the septum. After 20 minutes of stirring the mixture begins to turn brown and get warm. After 2 hours a white precipitate begins to form. After stirring is continued without heat for 4 hours, the flask is opened under a slow nitrogen purge and 1,4-diiodobenzene (16.0 g, 0.0485 mole) is added along with palladium tetrakis(triphenylphosphine) (0.57 g, 0.00049 mole). The mixture is stirred overnight, resulting in the formation of a large amount of suspended solid. The reaction is allowed to stir an additional 24 hours, after which it is filtered, and the precipitate is washed with hexane (3 times with 50 ml each wash). The filtrates are combined and evaporated at 30° C. on a rotary evaporator to provide a residue which is purified by column chromatography (neutral alumnia, hexane eluent) to give 7.50 g of CF2 =CF--Ph--CF=CF2 as product (0.0315 mole, 65 percent yield). This product is analysed by GC/MS and gives the following spectrum: m/e: 238 (100 percent); 188 (12.0 percent); 187 (46.4 percent); 169 (92.0 percent); 138 (18.8 percent); 99 (16.3 percent); 81 (12.3 percent); 69 (30.1 percent). The material is found to be air sensitive, fuming acid gasses if left exposed to oxygen. A 5 liter 3-necked round bottom flask is fitted with a mechanical stirrer a nitrogen padded reflux condenser The flask is then purged with nitrogen for 15 minutes get warm After 2 hours a white precipitate begins to form After stirring without heat for 4 hours purge The mixture is stirred overnight resulting in the formation of a large amount of suspended solid to stir an additional 24 hours after which it is filtered the precipitate is washed with hexane (3 times with 50 ml each wash) evaporated at 30° C. on a rotary evaporator to provide a residue which is purified by column chromatography (neutral alumnia, hexane eluent) to give 7.50 g of CF2 =CF--Ph--CF=CF2 as product (0.0315 mole, 65 percent yield) gives the following spectrum if left

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: After 24 hours, a GC/MS of the mixture allows identification of all the reaction components. After 72 hours, the reaction seems to stop proceeding while excess diiodobiphenyl remains: another batch of iodotrifluoroethylene (25.0 g, 0.12 mole) is reacted with zinc in THF and added to the reaction mixture along with 1.0 g of palladium tetrakis(triphenylphosphine) catalyst. The reaction is allowed to stir an additional 12 hours, then is removed and evaporated to dryness under high vacuum on a rotary evaporator. Residue from evaporation is added to a 3 fold volumetric excess of water. A heavy precipitate is formed which is filtered and air dried on a vacuum funnel. The precipitate is dissolved in THF and filtered. Resulting filtrate is coated on silica gel by adding the silica gel to the THF solution and evaporating to dryness. This silica gel is then eluted on a short silica gel column using hexane as eluent to remove the colored material from the product. A fine white crystalline material remains after evaporation of the hexane. This crystalline material is then chromatographed again carefully on an alumina column using hexane as an eluent. The first band to elute from the column is the desired monomer product CF2 =CF--Ph--Ph--CF=CF2. A total of 44.2 g of product is recovered (58.7% yield). the reaction components After 72 hours is removed evaporated to dryness under high vacuum on a rotary evaporator Residue from evaporation is added to a 3 fold volumetric excess of water A heavy precipitate is formed which is filtered air dried on a vacuum funnel The precipitate is dissolved in THF filtered by adding the silica gel to the THF solution evaporating to dryness This silica gel is then eluted on a short silica gel column to remove the colored material from the product after evaporation of the hexane This crystalline material is then chromatographed again carefully on an alumina column The first band to elute from the column A total of 44.2 g of product is recovered (58.7% yield)

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A 5 liter 3-necked round bottom flask is fitted with a mechanical stirrer, a nitrogen padded reflux condenser and a rubber septum. Glyme (100 ml) and activated zinc granules (11.50 g, 0.18 mole) are added to the flask along with a magnetic stirring bar. The flask is then purged with nitrogen for 15 minutes, after which time iodotrifluoroethylene (20.3 g, 0.098 mole) is added slowly via syringe through the septum. After 20 minutes of stirring the mixture begins to turn brown and get warm. After 2 hours a white precipitate begins to form. After stirring is continued without heat for 4 hours, the flask is opened under a slow nitrogen purge and 1,4-diiodobenzene (16.0 g, 0.0485 mole) is added along with palladium tetrakis(triphenylphosphine) (0.57 g, 0.00049 mole). The mixture is stirred overnight, resulting in the formation of a large amount of suspended solid. The reaction is allowed to stir an additional 24 hours, after which it is filtered, and the precipitate is washed with hexane (3 times with 50 ml each wash). The filtrates are combined and evaporated at 30° C. on a rotary evaporator to provide a residue which is purified by column chromatography (neutral alumnia, hexane eluent) to give 7.50 g of CF2 =CF--Ph--CF=CF2 as product (0.0315 mole, 65% yield). This product is analysed by GC/MS and gives the following spectrum: m/e: 238 (100%); 188 (12.0%); 187 (46.4%); 169 (92.0%); 138 (18.8%); 99 (16.3%); 81 (12.3%); 69 (30.1%). The material is found to be air sensitive, fuming acid gasses if left exposed to oxygen. A 5 liter 3-necked round bottom flask is fitted with a mechanical stirrer a nitrogen padded reflux condenser The flask is then purged with nitrogen for 15 minutes get warm After 2 hours a white precipitate begins to form After stirring without heat for 4 hours purge The mixture is stirred overnight resulting in the formation of a large amount of suspended solid to stir an additional 24 hours after which it is filtered the precipitate is washed with hexane (3 times with 50 ml each wash) evaporated at 30° C. on a rotary evaporator to provide a residue which is purified by column chromatography (neutral alumnia, hexane eluent) to give 7.50 g of CF2 =CF--Ph--CF=CF2 as product (0.0315 mole, 65% yield) gives the following spectrum if left