No renderable structure data available
C1=CC(=C(C(=C1)Br)C(F)(F)F)FChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 1-bromo-3-fluoro-2-(trifluoromethyl)benzene |
|---|---|
| IUPAC Name | — |
| CAS Number | 261951-85-3 |
| Database ID | 2773345 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
1-bromo-3-fluoro-2-(trifluoromethyl)benzene (CAS 261951-85-3) 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 2773345
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-9b19eafa99e34c83a0c11de16ade28f1Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-987b081f20134486be7bdb4b7377be53Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Phenyl-methanethiol (4.g g, 37.0 mmol) was treated with commercially available 1-bromo-3-fluoro-2-trifluoromethyl-benzene (10.0 g, 41.1 mmol) in close analogy to the procedure described in step 5.3). The crude product (10.5 g) after workup was used as such in the next reaction step without purification by chromatography. such in the next reaction step without purification by chromatography
Source ID: ord-e82cb9c16d524ad382d59b2d011bdb18Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-9b19eafa99e34c83a0c11de16ade28f1Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 3-fluoro-2-(trifluoromethyl)bromobenzene (1 g, 4.1 mmol) in tetrahydrofuran (25 mL) was added dropwise to nbutyl lithium (2.5M in hexanes, 3.2 mL, 8 mmol), at −78° C., and the mixture was stirred at this temperature for 30 minutes. Trimethyl borate (1.84 mL, 16.4 mmol) was added and the reaction mixture was stirred at −78° C. for a further 30 minutes and at room temperature for 18 hours. 2M sodium hydroxide solution (4 mL) and 35% hydrogen peroxide solution (2 mL) were then added and the mixture was heated under reflux for 3 hours. The reaction mixture was cooled to room temperature and diluted with diethyl ether (100 mL). The aqueous layer was separated and the organic solution was washed with 2M sodium hydroxide solution. The combined basic washings were acidified with 2M hydrochloric acid, extracted with diethyl ether (2×50 mL) and the organic solution was concentrated in vacuo to afford the title compound as a yellow oil in 40% yield, 300 mg. 1H NMR (400 MHz, CD3OD) δ: 6.64 (m, 1H), 6.75 (d, 1H), 7.36 (q, 1H) the reaction mixture was stirred at −78° C. for a further 30 minutes and at room temperature for 18 hours the mixture was heated under reflux for 3 hours The aqueous layer was separated the organic solution was washed with 2M sodium hydroxide solution extracted with diethyl ether (2×50 mL) the organic solution was concentrated in vacuo
Source ID: ord-97df30c678544ac9ac996eb7a882eae6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 3-fluoro-2-(trifluoromethyl)bromobenzene (1 g, 4.1 mmol) in tetrahydrofuran (25 mL) was added dropwise to nbutyl lithium (2.5M in hexanes, 3.2 mL, 8 mmol), at −78° C., and the mixture was stirred at this temperature for 30 minutes. Trimethyl borate (1.84 mL, 16.4 mmol) was added and the reaction mixture was stirred at −78° C. for a further 30 minutes and at room temperature for 18 hours. 2M sodium hydroxide solution (4 mL) and 35% hydrogen peroxide solution (2 mL) were then added and the mixture was heated under reflux for 3 hours. The reaction mixture was cooled to room temperature and diluted with diethyl ether (100 mL). The aqueous layer was separated and the organic solution was washed with 2M sodium hydroxide solution. The combined basic washings were acidified with 2M hydrochloric acid, extracted with diethyl ether (2×50 mL) and the organic solution was concentrated in vacuo to afford the title compound as a yellow oil in 40% yield, 300 mg. 1H NMR (400 MHz, CD3OD) δ: 6.64 (m, 1H), 6.75 (d, 1H), 7.36 (q, 1H) the reaction mixture was stirred at −78° C. for a further 30 minutes and at room temperature for 18 hours the mixture was heated under reflux for 3 hours The aqueous layer was separated the organic solution was washed with 2M sodium hydroxide solution extracted with diethyl ether (2×50 mL) the organic solution was concentrated in vacuo
Source ID: ord-8303374ce4f94dacbacce728b95bd680Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Phenyl-methanethiol (4.g g, 37.0 mmol) was treated with commercially available 1-bromo-3-fluoro-2-trifluoromethyl-benzene (10.0 g, 41.1 mmol) in close analogy to the procedure described in step 5.3). The crude product (10.5 g) after workup was used as such in the next reaction step without purification by chromatography. such in the next reaction step without purification by chromatography
Source ID: ord-e82cb9c16d524ad382d59b2d011bdb18Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Phenyl-methanethiol (4.g g, 37.0 mmol) was treated with commercially available 1-bromo-3-fluoro-2-trifluoromethyl-benzene (10.0 g, 41.1 mmol) in close analogy to the procedure described in step 5.3). The crude product (10.5 g) after workup was used as such in the next reaction step without purification by chromatography. such in the next reaction step without purification by chromatography
Source ID: ord-e82cb9c16d524ad382d59b2d011bdb18Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 3-fluoro-2-(trifluoromethyl)bromobenzene (1 g, 4.1 mmol) in tetrahydrofuran (25 mL) was added dropwise to nbutyl lithium (2.5M in hexanes, 3.2 mL, 8 mmol), at −78° C., and the mixture was stirred at this temperature for 30 minutes. Trimethyl borate (1.84 mL, 16.4 mmol) was added and the reaction mixture was stirred at −78° C. for a further 30 minutes and at room temperature for 18 hours. 2M sodium hydroxide solution (4 mL) and 35% hydrogen peroxide solution (2 mL) were then added and the mixture was heated under reflux for 3 hours. The reaction mixture was cooled to room temperature and diluted with diethyl ether (100 mL). The aqueous layer was separated and the organic solution was washed with 2M sodium hydroxide solution. The combined basic washings were acidified with 2M hydrochloric acid, extracted with diethyl ether (2×50 mL) and the organic solution was concentrated in vacuo to afford the title compound as a yellow oil in 40% yield, 300 mg. 1H NMR(400 MHz, CD3OD) δ: 6.64(m, 1H), 6.75(d, 1H), 7.36(q, 1H) the reaction mixture was stirred at −78° C. for a further 30 minutes and at room temperature for 18 hours the mixture was heated under reflux for 3 hours The aqueous layer was separated the organic solution was washed with 2M sodium hydroxide solution extracted with diethyl ether (2×50 mL) the organic solution was concentrated in vacuo
Source ID: ord-6cba04fc93db4f34b4a5ef867542b20eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 3-fluoro-2-(trifluoromethyl)bromobenzene (1 g, 4.1 mmol) in tetrahydrofuran (25 mL) was added dropwise to nbutyl lithium (2.5M in hexanes, 3.2 mL, 8 mmol), at −78° C., and the mixture was stirred at this temperature for 30 minutes. Trimethyl borate (1.84 mL, 16.4 mmol) was added and the reaction mixture was stirred at −78° C. for a further 30 minutes and at room temperature for 18 hours. 2M sodium hydroxide solution (4 mL) and 35% hydrogen peroxide solution (2 mL) were then added and the mixture was heated under reflux for 3 hours. The reaction mixture was cooled to room temperature and diluted with diethyl ether (100 mL). The aqueous layer was separated and the organic solution was washed with 2M sodium hydroxide solution. The combined basic washings were acidified with 2M hydrochloric acid, extracted with diethyl ether (2×50 mL) and the organic solution was concentrated in vacuo to afford the title compound as a yellow oil in 40% yield, 300 mg. 1H NMR (400 MHz, CD3OD) δ: 6.64 (m, 1H), 6.75 (d, 1H), 7.36 (q, 1H) the reaction mixture was stirred at −78° C. for a further 30 minutes and at room temperature for 18 hours the mixture was heated under reflux for 3 hours The aqueous layer was separated the organic solution was washed with 2M sodium hydroxide solution extracted with diethyl ether (2×50 mL) the organic solution was concentrated in vacuo
Source ID: ord-4163f46eeefb46d8bc31f4ed23d3bbf9Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 3-fluoro-2-(trifluoromethyl)bromobenzene (1 g, 4.1 mmol) in tetrahydrofuran (25 mL) was added dropwise to nbutyl lithium (2.5M in hexanes, 3.2 mL, 8 mmol), at −78° C., and the mixture was stirred at this temperature for 30 minutes. Trimethyl borate (1.84 mL, 16.4 mmol) was added and the reaction mixture was stirred at −78° C. for a further 30 minutes and at room temperature for 18 hours. 2M sodium hydroxide solution (4 mL) and 35% hydrogen peroxide solution (2 mL) were then added and the mixture was heated under reflux for 3 hours. The reaction mixture was cooled to room temperature and diluted with diethyl ether (100 mL). The aqueous layer was separated and the organic solution was washed with 2M sodium hydroxide solution. The combined basic washings were acidified with 2M hydrochloric acid, extracted with diethyl ether (2×50 mL) and the organic solution was concentrated in vacuo to afford the title compound as a yellow oil in 40% yield, 300 mg. 1H NMR(400 MHz, CD3OD) δ: 6.64(m, 1H), 6.75(d, 1H), 7.36(q, 1H) the reaction mixture was stirred at −78° C. for a further 30 minutes and at room temperature for 18 hours the mixture was heated under reflux for 3 hours The aqueous layer was separated the organic solution was washed with 2M sodium hydroxide solution extracted with diethyl ether (2×50 mL) the organic solution was concentrated in vacuo
Source ID: ord-6cba04fc93db4f34b4a5ef867542b20eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 3-fluoro-2-(trifluoromethyl)bromobenzene (1 g, 4.1 mmol) in tetrahydrofuran (25 mL) was added dropwise to nbutyl lithium (2.5M in hexanes, 3.2 mL, 8 mmol), at −78° C., and the mixture was stirred at this temperature for 30 minutes. Trimethyl borate (1.84 mL, 16.4 mmol) was added and the reaction mixture was stirred at −78° C. for a further 30 minutes and at room temperature for 18 hours. 2M sodium hydroxide solution (4 mL) and 35% hydrogen peroxide solution (2 mL) were then added and the mixture was heated under reflux for 3 hours. The reaction mixture was cooled to room temperature and diluted with diethyl ether (100 mL). The aqueous layer was separated and the organic solution was washed with 2M sodium hydroxide solution. The combined basic washings were acidified with 2M hydrochloric acid, extracted with diethyl ether (2×50 mL) and the organic solution was concentrated in vacuo to afford the title compound as a yellow oil in 40% yield, 300 mg. 1H NMR (400 MHz, CD3OD) δ: 6.64 (m, 1H), 6.75 (d, 1H), 7.36 (q, 1H) the reaction mixture was stirred at −78° C. for a further 30 minutes and at room temperature for 18 hours the mixture was heated under reflux for 3 hours The aqueous layer was separated the organic solution was washed with 2M sodium hydroxide solution extracted with diethyl ether (2×50 mL) the organic solution was concentrated in vacuo
Source ID: ord-4163f46eeefb46d8bc31f4ed23d3bbf9PubChem References
These sources are listed in the compound's public database record.
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