No renderable structure data available
C1=CC(=C(C=C1OC(F)(F)F)Cl)BrChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 1-bromo-2-chloro-4-(trifluoromethoxy)benzene |
|---|---|
| IUPAC Name | — |
| CAS Number | 892845-59-9 |
| Database ID | 53414034 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
1-bromo-2-chloro-4-(trifluoromethoxy)benzene (CAS 892845-59-9) 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 53414034
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-83401deb1f8a40e98d952fe4a45854adConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of sodium nitrite (16.31 g) in concentrated sulphuric acid was added dropwise to a solution of 2-chloro-4-trifluoromethoxyaniline (50 g) in acetic acid, while maintaining the temperature below 10° C. The mixture was stirred at 5°-10° C. for 0.5 hours then added slowly to a mixture of cuprous bromide (33.9 g) in aqueous hydrobromic acid (200 ml) and ice. The mixture was stirred at room temperature for 0.5 hours and left to stand overnight. The mixture was diluted with water and extracted with dichloromethane, washed with water, dried (MgSO4) and filtered. The filtrate was evaporated to dryness to give 2-chloro-4-trifluoromethoxybromobenzene (63.64 g) as a brown oil which was not further purified. while maintaining the temperature below 10° C The mixture was stirred at room temperature for 0.5 hours left to stand overnight extracted with dichloromethane washed with water dried (MgSO4) filtered The filtrate was evaporated to dryness
Source ID: ord-be70d093f5cd4d11af9348bb3408e6fdConditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: n-Butyllithium (2.5M in hexane, 38 ml) was added to a stirred, cooled solution of 2-chloro-4-trifluoromethoxybromobenzene (25 g) in ether while maintaining the temperature below -70° C. The mixture was stirred at -78° C. for 4 hours then poured onto solid carbon dioxide with stirring. The mixture was allowed to warm to room temperature and acidified to pH1. The layers were separated and the organic layer was washed with water, dried (MgSO4) and filtered. The filtrate was evaporated to dryness and the residue was triturated with cyclohexane and filtered to give 2-chloro-4-trifluoromethoxybenzoic acid as a white solid mp 90.6°-91.2° C. while maintaining the temperature below -70° C with stirring to warm to room temperature The layers were separated the organic layer was washed with water dried (MgSO4) filtered The filtrate was evaporated to dryness the residue was triturated with cyclohexane filtered
Source ID: ord-7651f9372baa45618372694f28087396Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of sodium nitrite (16.31 g) in concentrated sulphuric acid was added dropwise to a solution of 2-chloro-4-trifluoromethoxyaniline (50 g) in acetic acid, while maintaining the temperature below 10° C. The mixture was stirred at 5°-10° C. for 0.5 hours then added slowly to a mixture of cuprous bromide (33.9 g) in aqueous hydrobromic acid (200 ml) and ice. The mixture was stirred at room temperature for 0.5 hours and left to stand overnight. The mixture was diluted with water and extracted with dichloromethane, washed with water, dried (MgSO4) and filtered. The filtrate was evaporated to dryness to give 2-chloro-4-trifluoromethoxybromobenzene (63.64 g) as a brown oil which was not further purified. while maintaining the temperature below 10° C The mixture was stirred at room temperature for 0.5 hours left to stand overnight extracted with dichloromethane washed with water dried (MgSO4) filtered The filtrate was evaporated to dryness
Source ID: ord-d2d148276cd54858a13ee521177f5d16Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of sodium nitrite (16.31 g) in concentrated sulphuric acid was added dropwise to a solution of 2-chloro-4-trifluoromethoxyaniline (50 g) in acetic acid, while maintaining the temperature below 10° C. The mixture was stirred at 5°-10° C. for 0.5 hours then added slowly to a mixture of cuprous bromide (33.9 g) in aqueous hydrobromic acid (200 ml) and ice. The mixture was stirred at room temperature for 0.5 hours and left to stand overnight. The mixture was diluted with water and extracted with dichloromethane, washed with water, dried (MgSO4) and filtered. The filtrate was evaporated to dryness to give 2-chloro-4-trifluoromethoxybromobenzene (63.64 g) as a brown oil which was not further purified. while maintaining the temperature below 10° C The mixture was stirred at room temperature for 0.5 hours left to stand overnight extracted with dichloromethane washed with water dried (MgSO4) filtered The filtrate was evaporated to dryness
Source ID: ord-d2d148276cd54858a13ee521177f5d16Conditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: n-Butyllithium (2.5M in hexane, 38 ml) was added to a stirred, cooled solution of 2-chloro-4-trifluoromethoxybromobenzene (25 g) in ether while maintaining the temperature below -70° C. The mixture was stirred at -78° C. for 4 hours then poured onto solid carbon dioxide with stirring. The mixture was allowed to warm to room temperature and acidified to pH1. The layers were separated and the organic layer was washed with water, dried (MgSO4) and filtered. The filtrate was evaporated to dryness and the residue was triturated with cyclohexane and filtered to give 2-chloro-4-trifluoromethoxybenzoic acid as a white solid mp 90.6°-91.2° C. while maintaining the temperature below -70° C with stirring to warm to room temperature The layers were separated the organic layer was washed with water dried (MgSO4) filtered The filtrate was evaporated to dryness the residue was triturated with cyclohexane filtered
Source ID: ord-5fe8c67971aa4038833c6c95d643a23eConditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: n-Butyllithium (2.5M in hexane, 38 ml) was added to a stirred, cooled solution of 2-chloro-4-trifluoromethoxybromobenzene (25 g) in ether while maintaining the temperature below -70° C. The mixture was stirred at -78° C. for 4 hours then poured onto solid carbon dioxide with stirring. The mixture was allowed to warm to room temperature and acidified to pH1. The layers were separated and the organic layer was washed with water, dried (MgSO4) and filtered. The filtrate was evaporated to dryness and the residue was triturated with cyclohexane and filtered to give 2-chloro-4-trifluoromethoxybenzoic acid as a white solid mp 90.6°-91.2° C. while maintaining the temperature below -70° C with stirring to warm to room temperature The layers were separated the organic layer was washed with water dried (MgSO4) filtered The filtrate was evaporated to dryness the residue was triturated with cyclohexane filtered
Source ID: ord-5fe8c67971aa4038833c6c95d643a23eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of sodium nitrite (16.31 g) in concentrated sulphuric acid was added dropwise to a solution of 2-chloro-4-trifluoromethoxyaniline (50 g) in acetic acid, while maintaining the temperature below 10° C. The mixture was stirred at 5°-10° C. for 0.5 hours then added slowly to a mixture of cuprous bromide (33.9 g) in aqueous hydrobromic acid (200 ml) and ice. The mixture was stirred at room temperature for 0.5 hours and left to stand overnight. The mixture was diluted with water and extracted with dichloromethane, washed with water, dried (MgSO4) and filtered. The filtrate was evaporated to dryness to give 2-chloro-4-trifluoromethoxybromobenzene (63.64 g) as a brown oil which was not further purified. while maintaining the temperature below 10° C The mixture was stirred at room temperature for 0.5 hours left to stand overnight extracted with dichloromethane washed with water dried (MgSO4) filtered The filtrate was evaporated to dryness
Source ID: ord-be70d093f5cd4d11af9348bb3408e6fdConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of sodium nitrite (16.31 g) in concentrated sulphuric acid was added dropwise to a solution of 2-chloro-4-trifluoromethoxyaniline (50 g) in acetic acid, while maintaining the temperature below 10° C. The mixture was stirred at 5°-10° C. for 0.5 hours then added slowly to a mixture of cuprous bromide (33.9 g) in aqueous hydrobromic acid (200 ml) and ice. The mixture was stirred at room temperature for 0.5 hours and left to stand overnight. The mixture was diluted with water and extracted with dichloromethane, washed with water, dried (MgSO4) and filtered. The filtrate was evaporated to dryness to give 2-chloro-4-trifluoromethoxybromobenzene (63.64 g) as a brown oil which was not further purified. while maintaining the temperature below 10° C The mixture was stirred at room temperature for 0.5 hours left to stand overnight extracted with dichloromethane washed with water dried (MgSO4) filtered The filtrate was evaporated to dryness
Source ID: ord-be70d093f5cd4d11af9348bb3408e6fdConditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: n-Butyllithium (2.5M in hexane, 38 ml) was added to a stirred, cooled solution of 2-chloro-4-trifluoromethoxybromobenzene (25 g) in ether while maintaining the temperature below -70° C. The mixture was stirred at -78° C. for 4 hours then poured onto solid carbon dioxide with stirring. The mixture was allowed to warm to room temperature and acidified to pH1. The layers were separated and the organic layer was washed with water, dried (MgSO4) and filtered. The filtrate was evaporated to dryness and the residue was triturated with cyclohexane and filtered to give 2-chloro-4-trifluoromethoxybenzoic acid as a white solid mp 90.6°-91.2° C. while maintaining the temperature below -70° C with stirring to warm to room temperature The layers were separated the organic layer was washed with water dried (MgSO4) filtered The filtrate was evaporated to dryness the residue was triturated with cyclohexane filtered
Source ID: ord-7651f9372baa45618372694f28087396Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of sodium nitrite (16.31 g) in concentrated sulphuric acid was added dropwise to a solution of 2-chloro-4-trifluoromethoxyaniline (50 g) in acetic acid, while maintaining the temperature below 10° C. The mixture was stirred at 5°-10° C. for 0.5 hours then added slowly to a mixture of cuprous bromide (33.9 g) in aqueous hydrobromic acid (200 ml) and ice. The mixture was stirred at room temperature for 0.5 hours and left to stand overnight. The mixture was diluted with water and extracted with dichloromethane, washed with water, dried (MgSO4) and filtered. The filtrate was evaporated to dryness to give 2-chloro-4-trifluoromethoxybromobenzene (63.64 g) as a brown oil which was not further purified. while maintaining the temperature below 10° C The mixture was stirred at room temperature for 0.5 hours left to stand overnight extracted with dichloromethane washed with water dried (MgSO4) filtered The filtrate was evaporated to dryness
Source ID: ord-d2d148276cd54858a13ee521177f5d16Conditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: n-Butyllithium (2.5M in hexane, 38 ml) was added to a stirred, cooled solution of 2-chloro-4-trifluoromethoxybromobenzene (25 g) in ether while maintaining the temperature below -70° C. The mixture was stirred at -78° C. for 4 hours then poured onto solid carbon dioxide with stirring. The mixture was allowed to warm to room temperature and acidified to pH1. The layers were separated and the organic layer was washed with water, dried (MgSO4) and filtered. The filtrate was evaporated to dryness and the residue was triturated with cyclohexane and filtered to give 2-chloro-4-trifluoromethoxybenzoic acid as a white solid mp 90.6°-91.2° C. while maintaining the temperature below -70° C with stirring to warm to room temperature The layers were separated the organic layer was washed with water dried (MgSO4) filtered The filtrate was evaporated to dryness the residue was triturated with cyclohexane filtered
Source ID: ord-5fe8c67971aa4038833c6c95d643a23ePubChem References
These sources are listed in the compound's public database record.
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