| Identification | More | [Name]
6-BROMO-2-HYDROXY-3-METHOXYBENZALDEHYDE | [CAS]
20035-41-0 | [Synonyms]
6-BROMO-2-HYDROXY-3-METHOXYBENZALDEHYDE
6-Bromo-2-hydroxy-2-methoxybenzaldehyde
6-BROMO-2-HYDROXY-3-METHOXYBENZALDEHYDE 99+%
2-Hydroxy-3-methoxy-6-bromobenzaldehyde | [Molecular Formula]
C8H7BrO3 | [MDL Number]
MFCD00046152 | [Molecular Weight]
231.04 | [MOL File]
20035-41-0.mol |
| Chemical Properties | Back Directory | [Melting point ]
102-105 °C(lit.) | [Boiling point ]
282.1±35.0 °C(Predicted) | [density ]
1.653±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
DMSO : 113 mg/mL (489.09 mM) | [form ]
powder to crystal | [pka]
7.21±0.15(Predicted) | [color ]
Light yellow to Yellow to Orange | [InChI]
InChI=1S/C8H7BrO3/c1-12-7-3-2-6(9)5(4-10)8(7)11/h2-4,11H,1H3 | [InChIKey]
JUPJZUTYDWXZAQ-UHFFFAOYSA-N | [SMILES]
C(=O)C1=C(Br)C=CC(OC)=C1O | [CAS DataBase Reference]
20035-41-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [HS Code ]
2913000090 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Uses]
6-Bromo-2-hydroxy-3-methoxybenzaldehyde may be used in the synthesis of:
- 2-benzyloxy-6-bromo-3-methoxybenzaldehyde
- biphenyls
- antihypertensive natural products S-(+)-XJP and R-(-)-XJP
| [General Description]
6-Bromo-2-hydroxy-3-methoxybenzaldehyde is a bromobenzaldehyde derivative. It participates in the synthesis of (±)-norannuradhapurine. Its crystals exhibit monoclinic crystal system and space group P21/n. | [Synthesis]
2-Acetoxy-3-methoxy-6-bromobenzaldehyde (48.2 g, 176.5 mmol) was used as starting material and dissolved in methanol (500 mL). Subsequently, 6 N hydrochloric acid (500 mL) was slowly added and the reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the product was separated by diafiltration. The filter cake was washed with petroleum ether (100 mL × 3) and subsequently dried under vacuum to afford the yellow solid product 6-bromo-2-hydroxy-3-methoxybenzaldehyde (40.4 g, 99% yield). | [References]
[1] Patent: CN108358761, 2018, A. Location in patent: Paragraph 0042; 0043; 0078; 0079; 0096; 0097; 0105; 0106
[2] Journal of Medicinal Chemistry, 2000, vol. 43, # 14, p. 2731 - 2737
[3] Patent: US2003/220304, 2003, A1
[4] Patent: US2006/293394, 2006, A1. Location in patent: Figure 12
[5] Tetrahedron Letters, 2003, vol. 44, # 27, p. 5129 - 5132 |
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