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

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6-Bromo-2,3-dihydro-4H-chromen-4-one Basic information
Uses
Product Name:6-Bromo-2,3-dihydro-4H-chromen-4-one
Synonyms:BUTTPARK 35\07-34;6-Bromochromanone (6-Bromochroman-4-one);6-Bromo-2,3-dihydro-4H-chromen-4-one 6-Bromo-4-chromanone;6-broMo-3,4-dihydro-2H-1-benzopyran-2-one;6-BroMo-4-chroManone 97%;4H-1-BENZOPYRAN-4-ONE, 6-BROMO-2,3-DIHYDRO-;6-BROMOCHROMANONE;6-BROMO-2,3-DIHYDRO-4H-CHROMEN-4-ONE
CAS:49660-57-3
MF:C9H7BrO2
MW:227.05
EINECS:663-717-3
Product Categories:
Mol File:49660-57-3.mol
6-Bromo-2,3-dihydro-4H-chromen-4-one Structure
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
InChIInChI=1S/C9H7BrO2/c10-6-1-2-9-7(5-6)8(11)3-4-12-9/h1-2,5H,3-4H2
InChIKeyPFLPVOXSUCCZDH-UHFFFAOYSA-N
SMILESC1OC2=CC=C(Br)C=C2C(=O)C1
CAS DataBase Reference49660-57-3(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 22
WGK Germany 3
HS Code 2914390090
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
MSDS Information
6-Bromo-2,3-dihydro-4H-chromen-4-one Usage And Synthesis
Uses4-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 PropertiesPale yellow crystalline solid
Synthesis
3-(4-BROMOPHENOXY)PROPANOIC ACID

93670-18-9

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

49660-57-3

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 Preparation Products And Raw materials
Raw materialsDiethyl ether-->polyphosphoric acid-->4-Bromophenol-->2-Oxetanone-->3-(4-Bromophenoxy)propanoic acid-->4-Chromanone-->Water-->Sulfuric acid
Tag:6-Bromo-2,3-dihydro-4H-chromen-4-one(49660-57-3) Related Product Information
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