6-Bromo-2,3-dihydro-4H-chromen-4-one Chemical Properties

Melting point:

77-83°C

Boiling point:

336.6±42.0 °C(Predicted)

Density 

1.621±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

powder to crystal

color 

White to Orange to Green

InChI

InChI=1S/C9H7BrO2/c10-6-1-2-9-7(5-6)8(11)3-4-12-9/h1-2,5H,3-4H2

InChIKey

PFLPVOXSUCCZDH-UHFFFAOYSA-N

SMILES

C1OC2=CC=C(Br)C=C2C(=O)C1

CAS DataBase Reference

49660-57-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

WGK Germany 

3

HS Code 

2914390090

6-Bromo-2,3-dihydro-4H-chromen-4-one Usage And Synthesis

Uses

4-Dihydrochromone is a class of natural compounds with excellent biological activities, including anticancer, antibacterial, anti-inflammatory, and anti-allergic activities, as well as antiplatelet aggregation activities. 6-Bromo-4-dihydrochromone is a derivative of 4-dihydrochromone and can be used as a pharmaceutical intermediate.

Chemical Properties

Pale yellow crystalline solid

Synthesis

3-(4-Bromophenoxy)propionic acid (150 g, 0.61 mol) was slowly added to 1.0 liter of concentrated sulfuric acid at room temperature with continuous stirring for 1 hour. Upon completion of the reaction, the mixture was carefully poured into 500 g of ice water, whereupon a white solid precipitated. The white solid was separated by filtration and dried naturally in air. The crude product was purified by recrystallization using ethanol, resulting in 89 g (64% yield) of the target compound 6-bromobenzodihydropyran-4-one as a white solid.

References

[1] E-Journal of Chemistry, 2012, vol. 9, # 3, p. 1251 - 1256
[2] Patent: CN106699716, 2017, A. Location in patent: Paragraph 0022; 0035
[3] Australian Journal of Chemistry, 2010, vol. 63, # 11, p. 1582 - 1593
[4] Journal of the American Chemical Society, 1951, vol. 73, p. 4205,4207
[5] Tetrahedron, 2017, vol. 73, # 27-28, p. 3913 - 3922

6-Bromo-2,3-dihydro-4H-chromen-4-one(49660-57-3)Related Product Information

• Dihydromyrcenol
• Decabromodiphenyl Ethane
• 2-Bromoacetophenone
• Dehydroepiandrosterone
• Epiandrosterone acetate
• 4'-Bromoacetophenone
• Naringin dihydrochalcone
• 4-Chromanone
• Centchroman
• Tetrahydro-4H-pyran-4-one
• Bromine
• 6,8-dibromo-2,3-dihydrochromen-4-one
• 8-Bromo-3-chromanone
• 7-bromochroman-4-one
• 5-Bromo-3-chromanone
• 8-Bromo-4-chromanone
• 3-BROMO-2,3-DIHYDRO-BENZO[H]CHROMEN-4-ONE
• TERT-BUTYL6-BROMO-4-OXO-3,4-DIHYDRO-1'H-SPIRO[CHROMENE-2,4'-PIPERIDINE!-1'-CARBOXY