Reaction #4168096
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-29e778605b2b4cacb35d1b6692f996b4No renderable structure data available
C1=C(C(=C(C(=C1F)F)C#N)F)FChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 2,3,5,6-tetrafluorobenzonitrile |
|---|---|
| IUPAC Name | — |
| CAS Number | 5216-17-1 |
| Database ID | 297546 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
2,3,5,6-tetrafluorobenzonitrile (CAS 5216-17-1) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 297546
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-29e778605b2b4cacb35d1b6692f996b4Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-0a7db5033d3d4c44bad92310dc675f2eConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-e21ce0b9f7dd4f289e9cf3e9792796a0Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-f48891e0f8ba48d99383cd5517ecb52fConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-d7af745feb4f4b189186207871edf868Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 100 g of ethylbenzene and 3.0 g of 5% palladium/activated carbon were added to a 1000 cc stainless steel autoclave. The gas phase was sufficiently replaced with hydrogen gas, then hydrogen gas was used to apply a pressure of 0.3 MPa and make the temperature 100° C. and catalytic pretreatment was carried out for 1 hour. The gas phase was again sufficiently replaced with nitrogen, then 3.0 g of the reaction material, that is, 2,3,5,6-tetrafluoroterephthalonitrile was added. The nitrogen atmosphere was maintained, the autoclave sealed as it was at atmospheric pressure, and the temperature held at 175° C. After 3 hours, the reaction solution was analyzed by gas chromatography, whereupon the conversion of 2,3,5,6-tetrafluoroterephthalonitrile was found to be 100% and the yield of 2,3,5,6-tetrafluorobenzonitrile (based on 2,3,5,6-tetrafluoroterephthalonitrile) was 95%. At the same time, 13.4 mmol of α-methylbenzylcyanide was produced. This corresponded to 0.95 times molar amount relative to the production of 2,3,5,6-tetrafluorobenzonitrile. the temperature 100° C. and catalytic pretreatment The nitrogen atmosphere was maintained the autoclave sealed as it held at 175° C After 3 hours
Source ID: ord-4362807adf114823bd7dabea1f3e1abbConditions: temp:190.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 200 g of ethylbenzene, 0.30 g of 5% palladium/activated carbon, and 6.0 g of 2,3,5,6-tetrafluoroterephthalonitrile were added to a 1000 cc stainless steel autoclave in a nitrogen atmosphere. The gas phase was sufficiently replaced with a mixed gas of 41 vol % hydrogen and 59 vol % nitrogen, then the mixed gas was used to keep the pressure at 0.23 MPa and the temperature was maintained at 190° C. After 2, 4, and 6 hours, the reaction solution was analyzed by gas chromatography, whereupon the conversions of 2,3,5,6-tetrafluoroterephthalonitrile were found to be 23, 62, and 99% and the yields of 2,3,5,6-tetrafluorobenzonitrile (based on 2,3,5,6-tetrafluoroterephthalonitrile) were 22, 56, and 87%, respectively. After 2, 4, and 6 hours
Source ID: ord-73e1ffea1a3f4f058791095336063d70Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-29e778605b2b4cacb35d1b6692f996b4Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 100 g of ethylbenzene and 3.0 g of 5% palladium/activated carbon were added to a 1000 cc stainless steel autoclave. The gas phase was sufficiently replaced with hydrogen gas, then hydrogen gas was used to apply a pressure of 0.3 MPa and make the temperature 100° C. and catalytic pretreatment was carried out for 1 hour. The gas phase was again sufficiently replaced with nitrogen, then 3.0 g of the reaction material, that is, 2,3,5,6-tetrafluoroterephthalonitrile was added. The nitrogen atmosphere was maintained, the autoclave sealed as it was at atmospheric pressure, and the temperature held at 175° C. After 3 hours, the reaction solution was analyzed by gas chromatography, whereupon the conversion of 2,3,5,6-tetrafluoroterephthalonitrile was found to be 100% and the yield of 2,3,5,6-tetrafluorobenzonitrile (based on 2,3,5,6-tetrafluoroterephthalonitrile) was 95%. At the same time, 13.4 mmol of α-methylbenzylcyanide was produced. This corresponded to 0.95 times molar amount relative to the production of 2,3,5,6-tetrafluorobenzonitrile. the temperature 100° C. and catalytic pretreatment The nitrogen atmosphere was maintained the autoclave sealed as it held at 175° C After 3 hours
Source ID: ord-4362807adf114823bd7dabea1f3e1abbConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 100 g of ethylbenzene and 3.0 g of 5% palladium/activated carbon were added to a 1000 cc stainless steel autoclave. The gas phase was sufficiently replaced with hydrogen gas, then hydrogen gas was used to apply a pressure of 0.3 MPa and make the temperature 100° C. and catalytic pretreatment was carried out for 1 hour. The gas phase was again sufficiently replaced with nitrogen, then 3.0 g of the reaction material, that is, 2,3,5,6-tetrafluoroterephthalonitrile was added. The nitrogen atmosphere was maintained, the autoclave sealed as it was at atmospheric pressure, and the temperature held at 175° C. After 3 hours, the reaction solution was analyzed by gas chromatography, whereupon the conversion of 2,3,5,6-tetrafluoroterephthalonitrile was found to be 100% and the yield of 2,3,5,6-tetrafluorobenzonitrile (based on 2,3,5,6-tetrafluoroterephthalonitrile) was 95%. At the same time, 13.4 mmol of α-methylbenzylcyanide was produced. This corresponded to 0.95 times molar amount relative to the production of 2,3,5,6-tetrafluorobenzonitrile. the temperature 100° C. and catalytic pretreatment The nitrogen atmosphere was maintained the autoclave sealed as it held at 175° C After 3 hours
Source ID: ord-4362807adf114823bd7dabea1f3e1abbConditions: temp:190.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 200 g of ethylbenzene, 0.30 g of 5% palladium/activated carbon, and 6.0 g of 2,3,5,6-tetrafluoroterephthalonitrile were added to a 1000 cc stainless steel autoclave in a nitrogen atmosphere. The gas phase was sufficiently replaced with a mixed gas of 41 vol % hydrogen and 59 vol % nitrogen, then the mixed gas was used to keep the pressure at 0.23 MPa and the temperature was maintained at 190° C. After 2, 4, and 6 hours, the reaction solution was analyzed by gas chromatography, whereupon the conversions of 2,3,5,6-tetrafluoroterephthalonitrile were found to be 23, 62, and 99% and the yields of 2,3,5,6-tetrafluorobenzonitrile (based on 2,3,5,6-tetrafluoroterephthalonitrile) were 22, 56, and 87%, respectively. After 2, 4, and 6 hours
Source ID: ord-73e1ffea1a3f4f058791095336063d70Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-0a7db5033d3d4c44bad92310dc675f2ePubChem References
These sources are listed in the compound's public database record.
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