No renderable structure data available
C1=C(C(=C(C(=C1F)F)Cl)F)C(=O)ClChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 3-Chloro-2,4,5-trifluorobenzoyl chloride |
|---|---|
| IUPAC Name | — |
| CAS Number | 101513-78-4 |
| Database ID | 2782245 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
3-Chloro-2,4,5-trifluorobenzoyl chloride (CAS 101513-78-4) 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 2782245
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-0de750d8fd2c4d3e87b344dfb3afec04Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-f91c67c2eb564f90a2388593554f6786Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The chlorination of 2,4,5-trifluorobenzoic acid in chlorosulphonic acid leads to 3-chloro-2,4,5-trifluorobenzoic acid which is reacted as the crude product with thionyl chloride to give 3-chloro-2,4,5-trifluorobenzoyl chloride (boiling point 94°/18 mbar; nD20 =1.5164): ##STR18##
Source ID: ord-38ab52e7bf344f2b9d55e3e79b300f4fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The chlorination of 2,4,5-trifluorobenzoic acid in chlorosulphonic acid leads to 3-chloro-2,4,5-trifluorobenzoic acid which is reacted as the crude product with thionyl chloride to give 3-chloro-2,4,5-trifluorobenzoyl chloride (boiling point 94°/18 mbar; nD20 =1.5164): ##STR18##
Source ID: ord-38ab52e7bf344f2b9d55e3e79b300f4fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The chlorination of the 2,4,5-trifluorobenzoic acid is carried out in the melt, under pressure and/or in a solvent, for example chlorosulphonic acid or oleum, in the presence of halogen transfer agents, for example iodine. 2,4,5-Trifluoro-3-chlorobenzoic acid is obtained in this reaction. However, since the reaction mixture still contains unchanged starting material and some 2,4,5,-trifluoro-3,6-dichlorobenzoic acid, the crude mixture is treated, without intermediate isolation, with thionyl chloride. The desired 2,4,5-trifluoro-3-chlorobenzoyl chloride is then obtained by fractional distillation. However, it is more favorable to carry out the separation by distillation of the acid fluorides.
Source ID: ord-03814d21227b45659a805b0580aa7f68Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The chlorination of the 2,4,5-trifluorobenzoic acid is carried out in the melt, under pressure and/or in a solvent, for example chlorosulphonic acid or oleum, in the presence of halogen transfer agents, for example iodine. 2,4,5-Trifluoro-3-chlorobenzoic acid is obtained in this reaction. However, since the reaction mixture still contains unchanged starting material and some 2,4,5,-trifluoro-3,6-dichlorobenzoic acid, the crude mixture is treated, without intermediate isolation, with thionyl chloride. The desired 2,4,5-trifluoro-3-chlorobenzoyl chloride is then obtained by fractional distillation. However, it is more favorable to carry out the separation by distillation of the acid fluorides.
Source ID: ord-03814d21227b45659a805b0580aa7f68Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The chlorination of 2,4,5-trifluorobenzoic acid in chlorosulphonic acid leads to 3-chloro-2,4,5-trifluorobenzoic acid, which is reacted as a crude product with thionyl chloride to give 3-chloro-2,4,5-trifluorobenzoyl chloride (boiling point 94°/18 mbar; nD20 =1.5164): ##STR14##
Source ID: ord-815ae327e8d2461e98f565a02497dfb9Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The chlorination of 2,4,5-trifluorobenzoic acid in chlorosulphonic acid leads to 3-chloro-2,4,5-trifluorobenzoic acid which is reacted, as the crude product, with thionyl chloride to give 3-chloro-2,4,5-trifluorobenzoyl chloride (boiling point: 94°/18 mbar; nD20 =1.5164): ##STR13##
Source ID: ord-51dad1b708504fb8b9cc3549421165feConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The benzoyl halides (1) used as starting materials for this synthetic route are prepared as follows: 3,5-dichloro-2,4-difluorobenzoyl fluoride (boiling point 97°/20 mbar; nD20 =1.5148) and 5-chloro-2,3,4-trifluorobenzoyl fluoride (boiling point (68°-70°/20 mbar; nD20 =1.4764) are obtained together by heating tetrachlorobenzoyl chloride with potassium fluoride in sulpholane at elevated temperatures: ##STR18## The chlorination of 2,4,5-trifluorobenzoic acid in chlorosulphonic acid leads to 3-chloro-2,4,5-trifluorobenzoic acid which is reacted as the crude product with thionyl chloride to give 3-chloro-2,4,5-trifluorobenzoyl chloride (boiling point 94°/18 mbar; nD20 =1.5164): ##STR19## are prepared 68°-70°/20 mbar nD20 =1.4764) are obtained together
Source ID: ord-511951e1ac0142619fad8c15c3c8adffConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The benzoyl halides (1) used as starting materials for this synthetic route are prepared as follows: 3,5-dichloro-2,4-difluorobenzoyl fluoride (boiling point 97°/20 mbar; nD20 =1.5148) and 5-chloro-2,3,4-trifluorobenzoyl fluoride (boiling point (68°-70°/20 mbar; nD20 =1.4764) are obtained together by heating tetrachlorobenzoyl chloride with potassium fluoride in sulpholane at elevated temperatures: ##STR18## The chlorination of 2,4,5-trifluorobenzoic acid in chlorosulphonic acid leads to 3-chloro-2,4,5-trifluorobenzoic acid which is reacted as the crude product with thionyl chloride to give 3-chloro-2,4,5-trifluorobenzoyl chloride (boiling point 94°/18 mbar; nD20 =1.5164): ##STR19## are prepared 68°-70°/20 mbar nD20 =1.4764) are obtained together
Source ID: ord-511951e1ac0142619fad8c15c3c8adffConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Chlorination of 2,4,5-trifluorobenzoic acid in chlorosulphonic acid leads to 3-chloro-2,4,5-trifluorobenzoic acid, which is reacted as the crude product with thionyl chloride to give 3-chloro-2,4,5-trifluorobenzoyl chloride (boiling point 94°/18 mbar; nD20 =1.5164): ##STR15##
Source ID: ord-c0734b5703f94849aad48417adbc702eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 9.4g (45 mmol) of 3-chloro-2,4,5-trifluorobenzoic acid, oxalyl chloride (7.6 g, 60 mmol), 3 drops of dimethylformamide, and 100 ml of dichloro-methane was stirred at room temperature for three hours. The solvent and excess oxalyl chloride were evaporated on the steam bath, and the residue was distilled at 121°-123° C. at 30 mm Hg to give 2.9 g of the title compound. The solvent and excess oxalyl chloride were evaporated on the steam bath the residue was distilled at 121°-123° C. at 30 mm Hg
Source ID: ord-ecc32570b7344cd187b1775e6b1f6af5PubChem References
These sources are listed in the compound's public database record.
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