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CC(C#N)C1=CC=C(C=C1)FChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 2-(4-fluorophenyl)propanenitrile |
|---|---|
| IUPAC Name | — |
| CAS Number | 198879-88-8 |
| Database ID | 103573 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
2-(4-fluorophenyl)propanenitrile (CAS 198879-88-8) 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 103573
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-1b87bb3e7fd2450b8e8b0379c4970884Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-272d04a0f88f40beb8a7e68c19e51638Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-1b87bb3e7fd2450b8e8b0379c4970884Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-1b87bb3e7fd2450b8e8b0379c4970884Conditions: temp:5.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a stirred solution of 20 parts of 1,2-dichloro-4-nitrobenzene in 160 parts of pyridine was added a paste of 28 parts of solid potassium hydroxide and 40 parts of pyridine. After cooling to 5° C., there was added dropwise 15.6 parts of 4-fluoro-α-methylbenzeneacetonitrile. Upon completion, the whole was further stirred for 10 hours at -5° C. The cooling bath was removed and the reaction mixture was diluted with 80 parts of benzene. The whole was filtered and the filtrate was evaporated. The residue was poured into water and the product was extracted with methylbenzene. The latter was dried, filtered and evaporated. The solid residue was crystallized from a mixture of 1,1'-oxybisethane and benzene, yielding 15 parts of α-(2-chloro-4-nitrophenyl)-4-fluoro-α-methylbenzeneacetonitrile; mp. 133.1° C. (intermediate 2). The cooling bath was removed the reaction mixture was diluted with 80 parts of benzene The whole was filtered the filtrate was evaporated The residue was poured into water the product was extracted with methylbenzene The latter was dried filtered evaporated The solid residue was crystallized from a mixture of 1,1'-oxybisethane and benzene
Source ID: ord-2e4fce10581a4fa7bb815b3ab7232393Conditions: temp:5.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a stirred solution of 20 parts of 1,2-dichloro-4-nitrobenzene in 160 parts of pyridine was added a paste of 28 parts of solid potassium hydroxide and 40 parts of pyridine. After cooling to 5° C., there was added dropwise 15.6 parts of 4-fluoro-α-methylbenzeneacetonitrile. Upon completion, the whole was further stirred for 10 hours at -5° C. The cooling bath was removed and the reaction mixture was diluted with 80 parts of benzene. The whole was filtered and the filtrate was evaporated. The residue was poured into water and the product was extracted with methylbenzene. The latter was dried, filtered and evaporated. The solid residue was crystallized from a mixture of 1,1'-oxybisethane and benzene, yielding 15 parts of α-(2-chloro-4-nitrophenyl)-4-fluoro-α-methylbenzeneacetonitrile; mp. 133.1° C. (intermediate 2). The cooling bath was removed the reaction mixture was diluted with 80 parts of benzene The whole was filtered the filtrate was evaporated The residue was poured into water the product was extracted with methylbenzene The latter was dried filtered evaporated The solid residue was crystallized from a mixture of 1,1'-oxybisethane and benzene
Source ID: ord-2e4fce10581a4fa7bb815b3ab7232393Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 68 parts of 4-fluorobenzeneacetonitrile, 180 parts of ethyl carbonate, 100 parts of a sodium methoxide solution 30% and 200 parts of dimethylbenzene was distilled till an internal temperature of 110° C. was reached. The distillate was cooled and 80 parts of 2-propanol were added, followed by the dropwise addition of 63 parts of methyl sulfate at room temperature (exothermic reaction: temperature rose to 80° C.). The remaining 120 parts of 2-propanol were added while stirring vigorously. Upon completion, stirring was continued for 20 hours. Then there were added 56 parts of potassium hydroxide (exothermic reaction: temperature rose to 75° C.). The whole was stirred and refluxed for 30 minutes. The reaction mixture was cooled and poured into 750 parts of water. The aqueous phase was separated and extracted with methylbenzene. The extract was dried, filtered and evaporated. The oily residue was distilled, yielding 54 parts of 4-fluoro-α-methylbenzeneacetonitrile; bp. 110°- 115° C. at 11 mm. pressure (intermediate 1). was distilled till an internal temperature of 110° C. The distillate was cooled 80 parts of 2-propanol were added followed by the dropwise addition of 63 parts of methyl sulfate at room temperature (exothermic reaction: temperature rose to 80° C.) Upon completion, stirring The whole was stirred refluxed for 30 minutes The reaction mixture was cooled The aqueous phase was separated extracted with methylbenzene The extract was dried filtered evaporated The oily residue was distilled
Source ID: ord-5c732eb0904b45989b9c5a1c88932afcConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-272d04a0f88f40beb8a7e68c19e51638Conditions: temp:5.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a stirred solution of 20 parts of 1,2-dichloro-4-nitrobenzene in 160 parts of pyridine was added a paste of 28 parts of solid potassium hydroxide and 40 parts of pyridine. After cooling to 5° C., there was added dropwise 15.6 parts of 4-fluoro-α-methylbenzeneacetonitrile. Upon completion, the whole was further stirred for 10 hours at -5° C. The cooling bath was removed and the reaction mixture was diluted with 80 parts of benzene. The whole was filtered and the filtrate was evaporated. The residue was poured into water and the product was extracted with methylbenzene. The latter was dried, filtered and evaporated. The solid residue was crystallized from a mixture of 1,1'-oxybisethane and benzene, yielding 15 parts of α-(2-chloro-4-nitrophenyl)-4-fluoro-α-methylbenzeneacetonitrile; mp. 133.1° C. (intermediate 2). The cooling bath was removed the reaction mixture was diluted with 80 parts of benzene The whole was filtered the filtrate was evaporated The residue was poured into water the product was extracted with methylbenzene The latter was dried filtered evaporated The solid residue was crystallized from a mixture of 1,1'-oxybisethane and benzene
Source ID: ord-64bbfc83967b4573a1891c07553c34dfConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 68 parts of 4-fluorobenzeneacetonitrile, 180 parts of ethyl carbonate, 100 parts of a sodium methoxide solution 30% and 200 parts of dimethylbenzene was distilled till an internal temperature of 110° C. was reached. The distillate was cooled and 80 parts of 2-propanol were added, followed by the dropwise addition of 63 parts of methyl sulfate at room temperature (exothermic reaction: temperature rose to 80° C.). The remaining 120 parts of 2-propanol were added while stirring vigorously. Upon completion, stirring was continued for 20 hours. Then there were added 56 parts of potassium hydroxide (exothermic reaction: temperature rose to 75° C.). The whole was stirred and refluxed for 30 minutes. The reaction mixture was cooled and poured into 750 parts of water. The aqueous phase was separated and extracted with methylbenzene. The extract was dried, filtered and evaporated. The oily residue was distilled, yielding 54 parts of 4-fluoro-α-methylbenzeneacetonitrile; bp. 110°-115° C. at 11 mm. pressure (intermediate 1). was distilled till an internal temperature of 110° C. The distillate was cooled 80 parts of 2-propanol were added followed by the dropwise addition of 63 parts of methyl sulfate at room temperature (exothermic reaction: temperature rose to 80° C.) Upon completion, stirring The whole was stirred refluxed for 30 minutes The reaction mixture was cooled The aqueous phase was separated extracted with methylbenzene The extract was dried filtered evaporated The oily residue was distilled
Source ID: ord-b421c5be3fe447289fe945ea1b8ae023Conditions: temp:5.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a stirred solution of 20 parts of 1,2-dichloro-4-nitrobenzene in 160 parts of pyridine was added a paste of 28 parts of solid potassium hydroxide and 40 parts of pyridine. After cooling to 5° C., there was added dropwise 15.6 parts of 4-fluoro-α-methylbenzeneacetonitrile. Upon completion, the whole was further stirred for 10 hours at -5° C. The cooling bath was removed and the reaction mixture was diluted with 80 parts of benzene. The whole was filtered and the filtrate was evaporated. The residue was poured into water and the product was extracted with methylbenzene. The latter was dried, filtered and evaporated. The solid residue was crystallized from a mixture of 1,1'-oxybisethane and benzene, yielding 15 parts of α-(2-chloro-4-nitrophenyl)-4-fluoro-α-methylbenzeneacetonitrile; mp. 133.1° C. (intermediate 2). The cooling bath was removed the reaction mixture was diluted with 80 parts of benzene The whole was filtered the filtrate was evaporated The residue was poured into water the product was extracted with methylbenzene The latter was dried filtered evaporated The solid residue was crystallized from a mixture of 1,1'-oxybisethane and benzene
Source ID: ord-2e4fce10581a4fa7bb815b3ab7232393Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 68 parts of 4-fluorobenzeneacetonitrile, 180 parts of ethyl carbonate, 100 parts of a sodium methoxide solution 30% and 200 parts of dimethylbenzene was distilled till an internal temperature of 110° C. was reached. The distillate was cooled and 80 parts of 2-propanol were added, followed by the dropwise addition of 63 parts of methyl sulfate at room temperature (exothermic reaction: temperature rose to 80° C.). The remaining 120 parts of 2-propanol were added while stirring vigorously. Upon completion, stirring was continued for 20 hours. Then there were added 56 parts of potassium hydroxide (exothermic reaction: temperature rose to 75° C.). The whole was stirred and refluxed for 30 minutes. The reaction mixture was cooled and poured into 750 parts of water. The aqueous phase was separated and extracted with methylbenzene. The extract was dried, filtered and evaporated. The oily residue was distilled, yielding 54 parts of 4-fluoro-α-methylbenzeneacetonitrile; bp. 110°- 115° C. at 11 mm. pressure (intermediate 1). was distilled till an internal temperature of 110° C. The distillate was cooled 80 parts of 2-propanol were added followed by the dropwise addition of 63 parts of methyl sulfate at room temperature (exothermic reaction: temperature rose to 80° C.) Upon completion, stirring The whole was stirred refluxed for 30 minutes The reaction mixture was cooled The aqueous phase was separated extracted with methylbenzene The extract was dried filtered evaporated The oily residue was distilled
Source ID: ord-5c732eb0904b45989b9c5a1c88932afcPubChem References
These sources are listed in the compound's public database record.
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