All Photos(1)
Synonym(s):
1-(3-Bromo-5-chloro-2-hydroxyphenyl)ethanone, 5-Chloro-3-bromo-2-hydroxyacetophenone
Linear Formula:
ClC6H2(Br)(OH)COCH3
CAS Number:
Molecular Weight:
249.49
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Assay
97%
mp
100-103 °C (lit.)
SMILES string
CC(=O)c1cc(Cl)cc(Br)c1O
InChI
1S/C8H6BrClO2/c1-4(11)6-2-5(10)3-7(9)8(6)12/h2-3,12H,1H3
InChI key
FFAVKFQPEOGJOA-UHFFFAOYSA-N
General description
3′-Bromo-5′-chloro-2′-hydroxyacetophenone is a halogenated aromatic hydroxyl ketone. It participates in the synthesis of racemates of 8-bromo-6-chloro-2-alkyl substituted chroman-4-ones.
Packaging
3′-Bromo-5′-chloro-2′-hydroxyacetophenone (3-bromo-5-chloro-2-hydroxyacetophenone) may be used in the synthesis of corresponding chalcones and structurally related dienones by reacting with appropriate aldehydes.
It may also be used in the preparation of the bioactive 8-bromo-6-chloro-2-substituted 4-chromanone.
It may also be used in the preparation of the bioactive 8-bromo-6-chloro-2-substituted 4-chromanone.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Christine Dyrager et al.
Bioorganic & medicinal chemistry, 19(8), 2659-2665 (2011-04-05)
A series of dihalogenated chalcones and structurally related dienones were synthesized and evaluated for their antiproliferative activity in 10 different cancer cell lines and for their effect on microtubule assembly. All compounds showed cytotoxic activity, with IC(50) values in the
Maria Fridén-Saxin et al.
Journal of medicinal chemistry, 55(16), 7104-7113 (2012-07-04)
A series of substituted chromone/chroman-4-one derivatives has been synthesized and evaluated as novel inhibitors of SIRT2, an enzyme involved in aging-related diseases, e.g., neurodegenerative disorders. The analogues were efficiently synthesized in a one-step procedure including a base-mediated aldol condensation using
Proline-mediated formation of novel chroman-4-one tetrahydropyrimidines.
Friden-Saxin M, et al.
Tetrahedron, 68(35), 7035-7040 (2012)
Maria Fridén-Saxin et al.
The Journal of organic chemistry, 74(7), 2755-2759 (2009-03-28)
A base-promoted condensation between 2-hydroxyacetophenones and aliphatic aldehydes has been studied. The reaction has been optimized to afford 2-alkyl-substituted 4-chromanones in an efficient manner using microwave heating. Performing the reaction using diisopropylamine in EtOH at 170 degrees C for 1
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