Identification | Back Directory | [Name]
2-Bromo-5-chlorobenzaldehyde | [CAS]
84459-33-6 | [Synonyms]
2-BroMo-4-chlorobenaldehyde 2-BroMo-4-chlorobenaldehy... 2-Bromo-4-chlorobenzaldehyde 4-chloro-2-broMobenzaldehyde Benzaldehyde,2-broMo-4-chloro- 2 - broMine - 4 - chlorobenzene forMaldehyde 2-Bromo-4-chlorobenzaldehyde ISO 9001:2015 REACH | [Molecular Formula]
C7H4BrClO | [MDL Number]
MFCD09056792 | [MOL File]
84459-33-6.mol | [Molecular Weight]
219.47 |
Chemical Properties | Back Directory | [Melting point ]
69.0 to 73.0 °C | [Boiling point ]
264.6±20.0 °C(Predicted) | [density ]
1.698±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,2-8°C | [form ]
powder to crystal | [color ]
White to Orange to Green | [InChI]
InChI=1S/C7H4BrClO/c8-7-3-6(9)2-1-5(7)4-10/h1-4H | [InChIKey]
AJOAHIKYBSZIEV-UHFFFAOYSA-N | [SMILES]
C(=O)C1=CC=C(Cl)C=C1Br |
Hazard Information | Back Directory | [Chemical Properties]
Yellow crystalline | [Uses]
2-Bromo-4-chlorobenzaldehyde is an important organic synthesis intermediate and pharmaceutical intermediate, widely used in laboratory research and chemical production processes.
| [Synthesis]
General procedure for the synthesis of 4-chloro-2-bromobenzaldehyde from (2-bromo-4-chlorophenyl)methanol: Pyridinium chlorochromate (432 mg, 2 mmol) was added to a solution of 2-bromo-4-chlorobenzyl alcohol (200 mg, 0.9 mmol) in dichloromethane (4 mL). The reaction mixture was stirred at room temperature for 2 hours. After the reaction was complete, ether (4 mL) was added and stirring was continued for 20 minutes. The mixture was poured into ether and the remaining solid was washed twice with ether. All ether solutions were combined and concentrated under reduced pressure. The product was purified by silica gel column chromatography with an eluent ratio of 20:80 to 1:1 ethyl acetate:dichloromethane to give 4-chloro-2-bromobenzaldehyde as a white solid (167 mg, 85% yield). | [References]
[1] Patent: WO2006/44454, 2006, A1. Location in patent: Page/Page column 47 [2] Patent: WO2010/55005, 2010, A1. Location in patent: Page/Page column 72-73 [3] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 23, p. 6463 - 6466 |
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