6-Bromoveratraldehyde Chemical Properties

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)

Safety Information

Hazard Codes 

Xi

Safety Statements 

24/25

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29124990

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

6-Bromoveratraldehyde Usage And Synthesis

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

6-Bromoveratraldehyde(5392-10-9)Related Product Information

• Veratraldehyde
• 3,4-Dimethoxybenzoic acid
• p-Anisaldehyde
• 3-(METHOXYMETHOXY)BENZALDEHYDE
• 2-Bromo-5-methoxybenzaldehyde
• 3,4-Dimethoxybenzyl alcohol
• Benzaldehyde
• Dimethyldimethoxysilane
• 2,5-Dimethoxybenzaldehyde
• 2,6-Dimethoxybenzaldehyde
• 2,4-Dimethoxybenzaldehyde
• o-Anisaldehyde
• 2,3-Dimethoxybenzaldehyde
• 3,5-Dimethoxybenzaldehyde
• 1,1-Dimethoxyethane
• 4-Dimethylaminobenzaldehyde
• Diphenyldimethoxysilane
• Bromine