| Identification | Back Directory | [Name]
3-CHLORO-5-HYDROXYBENZALDEHYDE | [CAS]
1829-33-0 | [Synonyms]
3-CHLORO-5-HYDROXYBENZALDEHYDE
Benzaldehyde, 3-chloro-5-hydroxy- | [Molecular Formula]
C7H5ClO2 | [MDL Number]
MFCD08234659 | [MOL File]
1829-33-0.mol | [Molecular Weight]
156.57 |
| Chemical Properties | Back Directory | [Melting point ]
104 °C | [Boiling point ]
268.3±20.0 °C(Predicted) | [density ]
1.404±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,2-8°C | [pka]
8.28±0.10(Predicted) | [Appearance]
Light brown to brown Solid |
| Hazard Information | Back Directory | [Synthesis]
Using 3-chloro-5-methoxybenzaldehyde (22.8 g, 134 mmol) as starting material, it was dissolved in dichloromethane (250 mL) and the solution was cooled to 0°C. Boron tribromide (15.8 mL, 167 mmol) was slowly added dropwise over a period of 15 min. After the dropwise addition was completed, the reaction mixture continued to be stirred at 0°C for 2 hr. Subsequently, water (50 mL) was added slowly to quench the reaction. The reaction mixture was extracted with ether (2 x 100 mL), the organic layers were combined, dried over anhydrous sodium sulfate, filtered and concentrated in vacuum. Purification by silica gel column chromatography using hexane: ethyl acetate (4:1) as eluent gave the target product 3-chloro-5-hydroxybenzaldehyde (5.2 g, 25% yield). The product was confirmed by 1H NMR (300 MHz, CDCl3): δ 9.85 (s, 1H), 7.35 (s, 1H), 7.20 (s, 1H), 7.10 (s, 1H), 3.68 (s, 1H). | [References]
[1] Patent: WO2003/101957, 2003, A1. Location in patent: Page 29-30
[2] Patent: US2004/19033, 2004, A1. Location in patent: Page/Page column 16
[3] Patent: WO2003/101423, 2003, A1. Location in patent: Page 19-20
[4] Patent: WO2003/101424, 2003, A1. Location in patent: Page 21-22
[5] Patent: WO2003/101956, 2003, A1. Location in patent: Page 40 |
|
|