No renderable structure data available
C1=CC(=C(C=C1Br)CBr)ClChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 4-bromo-2-(bromomethyl)-1-chlorobenzene |
|---|---|
| IUPAC Name | — |
| CAS Number | 149965-41-3 |
| Database ID | 11558280 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
4-bromo-2-(bromomethyl)-1-chlorobenzene (CAS 149965-41-3) 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 11558280
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-c7417a0c5d73423c82890f2ddb1f268bConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-ba91566e1ee6456290b70acb6f304843Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-611f778a299f4623a3cad07d82797579Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-2d030413cc5a492f88158f6c513dc252Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-db450cef724b41a0bfef98341381e23cConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-c7417a0c5d73423c82890f2ddb1f268bConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-ba91566e1ee6456290b70acb6f304843Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-ba91566e1ee6456290b70acb6f304843Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 4-bromo-2-(bromomethyl)-1-chlorobenzene (4.76 g. 16.7 mmol), 6-methyl-2-sulfanylpyrimidin-4-ol (1.83 g, 12.9 mmol), and triethylamine (5 mL, 36.0 mmol) in absolute ethanol (200 mL) was stirred at room temperature overnight. The reaction mixture was evaporated to dryness. The solid residue was treated with water (500 mL). The solid product was recovered by filtration, washed with water (2×50 mL), diethyl ether (3×50 mL), and hexanes (3×50 mL), and then dried in vacuo, affording the title compound (3.23 g, 56% yield); 1H NMR (400 MHz, DMSO-d6): δ 2.21 (s, 3H), 4.39 (s, 2H), 6.00 (s (br), 1H), 7.41 (d, 1H, J=8.4 Hz), 7.53 (dd, 1H, J=2.3 Hz, 8.4 Hz), 7.86 (d, 1H, J=2.0 Hz); M+347. The reaction mixture was evaporated to dryness The solid residue was treated with water (500 mL) The solid product was recovered by filtration washed with water (2×50 mL), diethyl ether (3×50 mL), and hexanes (3×50 mL) dried in vacuo
Source ID: ord-72541b91c8f248b29162cba4a45398d1Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 4-bromo-1-chloro-2-methylbenzene (5.0 g, 24.0 mmol), N-bromosuccinimide (4.4 g, 25.0 mmol), and benzoyl peroxide (700 mg, 2.9 mmol) in anhydrous carbon tetrachloride (85 mL) was stirred at reflux for 4 hours. Dichloromethane (50 mL) was added. The mixture was extracted with 1 N NaOH (1×150 mL) and brine (1×150 mL). The organic extract was recovered, dried over MgSO4, filtered, evaporated, and dried in vacuo. The crude product was purified by flash chromatography (0-5% EtOAc/hexanes), affording 4-bromo-2-(bromomethyl)-1-chlorobenzene (4.76 g, 70% yield). The product was used without further purification. at reflux for 4 hours The mixture was extracted with 1 N NaOH (1×150 mL) and brine (1×150 mL) The organic extract was recovered dried over MgSO4 filtered evaporated dried in vacuo The crude product was purified by flash chromatography (0-5% EtOAc/hexanes)
Source ID: ord-ed3849c3768241ef9ae0d89b7e3ab53dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 4-bromo-2-(bromomethyl)-1-chlorobenzene (4.76 g. 16.7 mmol), 6-methyl-2-sulfanylpyrimidin-4-ol (1.83 g, 12.9 mmol), and triethylamine (5 mL, 36.0 mmol) in absolute ethanol (200 mL) was stirred at room temperature overnight. The reaction mixture was evaporated to dryness. The solid residue was treated with water (500 mL). The solid product was recovered by filtration, washed with water (2×50 mL), diethyl ether (3×50 mL), and hexanes (3×50 mL), and then dried in vacuo, affording the title compound (3.23 g, 56% yield); 1H NMR (400 MHz, DMSO-d6): δ 2.21 (s, 3H), 4.39 (s, 2H), 6.00 (s (br), 1H), 7.41 (d, 1H, J=8.4 Hz), 7.53 (dd, 1H, J=2.3 Hz, 8.4 Hz), 7.86 (d, 1H, J=2.0 Hz); M+ 347. The reaction mixture was evaporated to dryness The solid residue was treated with water (500 mL) The solid product was recovered by filtration washed with water (2×50 mL), diethyl ether (3×50 mL), and hexanes (3×50 mL) dried in vacuo
Source ID: ord-070ba8e15b8b403390a5ea667bc2d95fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 4-bromo-2-(bromomethyl)-1-chlorobenzene (4.76 g. 16.7 mmol), 6-methyl-2-sulfanylpyrimidin-4-ol (1.83 g, 12.9 mmol), and triethylamine (5 mL, 36.0 mmol) in absolute ethanol (200 mL) was stirred at room temperature overnight. The reaction mixture was evaporated to dryness. The solid residue was treated with water (500 mL). The solid product was recovered by filtration, washed with water (2×50 mL), diethyl ether (3×50 mL), and hexanes (3×50 mL), and then dried in vacuo, affording the title compound (3.23 g, 56% yield); 1H NMR (400 MHz, DMSO-d6): δ 2.21 (s, 3H), 4.39 (s, 2H), 6.00 (s (br), 1H), 7.41 (d, 1H, J=8.4 Hz), 7.53 (dd, 1H, J=2.3 Hz, 8.4 Hz), 7.86 (d, 1H, J=2.0 Hz); M+ 347. The reaction mixture was evaporated to dryness The solid residue was treated with water (500 mL) The solid product was recovered by filtration washed with water (2×50 mL), diethyl ether (3×50 mL), and hexanes (3×50 mL) dried in vacuo
Source ID: ord-070ba8e15b8b403390a5ea667bc2d95fPubChem References
These sources are listed in the compound's public database record.
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