| Identification | Back Directory | [Name]
2-BROMO-3-HYDROXY-4-METHOXYBENZALDEHYDE | [CAS]
2973-58-2 | [Synonyms]
NSC 12212
NSC 139143
BroMovanin
AKOS B028891
2-BroMo-3-forMyl-6-Methoxyphenol
2-BroMo-3-hydroxy-p-anisaldehyde
2-BROMO-3-HYDROXY-4-METHOXYBENZALDEHYDE
Benzaldehyde, 2-bromo-3-hydroxy-4-methoxy-
2-BroMo-3-hydroxy-4-Methoxybenzaldehyde 97%
2-Bromo-3-hydroxy-4-methoxybenzaldehyde (2-Bromoisovanillin)
(E,4E)-4-[cyano-[[3,4,5-trihydroxy-6-(hydroxymethyl)-2-oxanyl]oxy]methylidene]-2-hexenedioic acid | [Molecular Formula]
C8H7BrO3 | [MDL Number]
MFCD02380230 | [MOL File]
2973-58-2.mol | [Molecular Weight]
231.04 |
| Chemical Properties | Back Directory | [Melting point ]
202-207 °C (lit.) | [Boiling point ]
289.5±35.0 °C(Predicted) | [density ]
1.653±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Dichloromethane, Ethyl Acetate | [form ]
Solid | [pka]
7.71±0.15(Predicted) | [color ]
Off-White | [InChI]
1S/C8H7BrO3/c1-12-6-3-2-5(4-10)7(9)8(6)11/h2-4,11H,1H3 | [InChIKey]
QPDFBPIHEDAUKK-UHFFFAOYSA-N | [SMILES]
COc1ccc(C=O)c(Br)c1O |
| Hazard Information | Back Directory | [Chemical Properties]
Off-White Solid | [Uses]
Taspine intermediate. | [General Description]
2-Bromo-3-hydroxy-4-methoxybenzaldehyde, also known as 2-bromo-isovanillin, can be synthesized by the bromination of 3-hydroxy-4-methoxybenzaldehyde. | [Synthesis]
General procedure for the synthesis of 2-bromo-3-hydroxy-4-methoxybenzaldehyde from isovanillin: 3-hydroxy-4-methoxybenzaldehyde (10.0 g, 65.7 mmol) was dissolved in dichloromethane (150 mL), followed by addition of N-bromosuccinimide (NBS, 11.7 g, 65.7 mmol) at room temperature. The reaction mixture was stirred for 30 min at room temperature. Upon completion of the reaction, the target product 2-bromo-3-hydroxy-4-methoxybenzaldehyde (14.1 g, 93% yield) was obtained by conventional post-treatment. | [References]
[1] Synthesis (Germany), 2018, vol. 50, # 5, p. 1053 - 1089
[2] Organic and Biomolecular Chemistry, 2018, vol. 16, # 42, p. 7851 - 7860
[3] Organic and Biomolecular Chemistry, 2007, vol. 5, # 9, p. 1466 - 1471
[4] Angewandte Chemie - International Edition, 2011, vol. 50, # 17, p. 3892 - 3894
[5] Synlett, 2000, # 8, p. 1163 - 1165 |
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