ChemicalBook--->CAS DataBase List--->49660-57-3

49660-57-3

49660-57-3 Structure

49660-57-3 Structure
IdentificationMore
[Name]

6-Bromo-2,3-dihydro-4H-chromen-4-one
[CAS]

49660-57-3
[Synonyms]

4H-1-BENZOPYRAN-4-ONE, 6-BROMO-2,3-DIHYDRO-
6-BROMO-2,3-DIHYDRO-4H-CHROMEN-4-ONE
6-BROMOCHROMAN-4-ONE
6-BROMOCHROMANONE
AKOS BBS-00006811
BUTTPARK 35\07-34
6-Bromo-4-chromanone
6-Bromochromanone (6-Bromochroman-4-one)
[EINECS(EC#)]

663-717-3
[Molecular Formula]

C9H7BrO2
[MDL Number]

MFCD00546803
[Molecular Weight]

227.05
[MOL File]

49660-57-3.mol
Chemical PropertiesBack Directory
[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)
Questions And AnswerBack Directory
[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.
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22
[WGK Germany ]

3
[HS Code ]

2914390090
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Diethyl ether-->polyphosphoric acid-->4-Bromophenol-->2-Oxetanone-->3-(4-Bromophenoxy)propanoic acid-->4-Chromanone-->Water-->Sulfuric acid
Hazard InformationBack Directory
[Chemical Properties]

Pale 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
Spectrum DetailBack Directory
[Spectrum Detail]

6-Bromo-2,3-dihydro-4H-chromen-4-one(49660-57-3)1HNMR
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