| Identification | More | [Name]
6-Bromoveratraldehyde | [CAS]
5392-10-9 | [Synonyms]
2-BROMO-4,5-DIMETHOXYBENZALDEHYDE
6-BROMOVERATRALDEHYDE
AKOS B005109
TIMTEC-BB SBB003186
6-BROMOVEZATALDEHYDE
2-BROMO-4,5-DIMETHOXYBENZALDEHYDE/6-BROMOVERATRALDEHYDE
6-BROMOVERATRALDEHYDE 98%
2-BROMO-4,5-DIMETHOXYBENZALEHYDE
4,5-Dimethoxy-2-bromobenzaldehyde | [EINECS(EC#)]
226-390-4 | [Molecular Formula]
C9H9BrO3 | [MDL Number]
MFCD00003301 | [Molecular Weight]
245.07 | [MOL File]
5392-10-9.mol |
| Chemical Properties | Back Directory | [Appearance]
WHITE TO LIGHT YELLOW CRYSTALS OR POWDER | [Melting point ]
150-151 °C (lit.) | [Boiling point ]
316.1±37.0 °C(Predicted) | [density ]
1.5955 (rough estimate) | [refractive index ]
1.4730 (estimate) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
powder to crystal | [color ]
White to Yellow to Orange | [Water Solubility ]
Insoluble in water. | [Sensitive ]
Air Sensitive | [BRN ]
2052355 | [InChI]
InChI=1S/C9H9BrO3/c1-12-8-3-6(5-11)7(10)4-9(8)13-2/h3-5H,1-2H3 | [InChIKey]
UQQROBHFUDBOOK-UHFFFAOYSA-N | [SMILES]
C(=O)C1=CC(OC)=C(OC)C=C1Br | [CAS DataBase Reference]
5392-10-9(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Chemical Properties]
WHITE TO LIGHT YELLOW CRYSTALS OR POWDER | [Uses]
6-Bromoveratraldehyde was used in the preparation of benzylchromenylamines. | [Synthesis]
(1) Add 529 g of bromine dropwise to 500 g of 3,4-dimethoxybenzaldehyde dissolved in 2.5 L of methanol at room temperature (cooled if necessary) within 1 hour and stir the reaction mixture at the same temperature for 3 hours. Subsequently, 2.5 L of water was slowly added dropwise to the reaction solution to induce precipitation of crystals. A 20% aqueous sodium hydroxide solution was added to the crystal suspension at room temperature and the pH was adjusted to about 9-10, followed by cooling. The precipitated crystals were collected by filtration, washed with water and dried at 50 °C for 12 h. 718.78 g of 6-bromo-3,4-dimethoxybenzaldehyde was finally obtained (yield: 98%). | [References]
[1] Heterocycles, 2015, vol. 90, # 1, p. 730 - 739
[2] Patent: WO2007/40240, 2007, A1. Location in patent: Page/Page column 26
[3] Advanced Synthesis and Catalysis, 2015, vol. 357, # 14-15, p. 3255 - 3261
[4] Patent: EP1964925, 2016, B1. Location in patent: Paragraph 0068
[5] Journal of Asian Natural Products Research, 2012, vol. 14, # 4, p. 322 - 326 |
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