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Sigma-Aldrich

5′-Bromo-2′-hydroxyacetophenone

98%

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About This Item

Fórmula lineal:
BrC6H3(OH)COCH3
Número de CAS:
1450-75-5
Peso molecular:
215.04
MDL number:
MFCD00191850
UNSPSC Code:
12352100
PubChem Substance ID:
24863962
NACRES:
NA.22

Quality Level

100

assay

98%

form

powder

mp

58-61 °C (lit.)

SMILES string

CC(=O)c1cc(Br)ccc1O

InChI

1S/C8H7BrO2/c1-5(10)7-4-6(9)2-3-8(7)11/h2-4,11H,1H3

InChI key

HQCCNFFIOWYINW-UHFFFAOYSA-N

Application

5′-Bromo-2′-hydroxyacetophenone (5-Bromo-2-hydroxyacetophenone) may be used in the following studies:
  • As ligand in the preparation of tetrahedral metallocene complexes containing vanadium(IV) (vanadocene), having potential spermicidal activity against human sperm.
  • Synthesis of {2′-[1-(5-bromo-2-oxidophenyl) ethylidene] benzohydrazidato (2-)} tris(pyridine) nickel(II)] pyridine solvate.
  • Synthesis of N′-[1-(5-bromo-2-hydroxyphenyl)ethylidene]-3,4,5-trihydroxybenzohydrazide dimethyl sulfoxide solvate trihydrate.
  • Preparation of 6-bromochromen-4-one.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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O J D'Cruz et al.
Biology of reproduction, 60(2), 435-444 (1999-01-23)
We have recently reported that tetrahedral metallocene complexes containing vanadium(IV) (vanadocene) have potent spermicidal activity against human sperm. The spermicidal activity was dependent on vanadium(IV) as the central metal ion within the bis-cyclopentadienyl (Cp2)-metal complex, but the variation of diacido
{2'-[1-(5-Bromo-2-oxidophenyl) ethylidene] benzohydrazidato (2-)} tris (pyridine) nickel (II)] pyridine solvate.
Ali HM, et al.
Acta Crystallographica Section E, Structure Reports Online, 60(11), m1708-m1709 (2004)
5'-Bromo-2'-hydroxyacetophenone.
Ng SW.
Acta Crystallographica Section E, Structure Reports Online, 63(4), o1805-o1806 (2007)
Nura Suleiman Gwaram et al.
Acta crystallographica. Section E, Structure reports online, 66(Pt 3), o721-o721 (2010-01-01)
The benzohydrazide mol-ecule in the title compound, C(15)H(13)BrN(2)O(5)·C(2)H(6)OS·3H(2)O, is almost planar with an r.m.s. deviation for the non-H atoms of 0.078 Å. The organic mol-ecules, water and dimethyl sulfoxide solvent mol-ecules are linked by N-H⋯O, O-H⋯O and O-H⋯S inter-molecular hydrogen bonds
Justin J J Leahy et al.
Bioorganic & medicinal chemistry letters, 14(24), 6083-6087 (2004-11-18)
A solution-phase multiple-parallel synthesis approach was employed for the preparation of 6-, 7- and 8-aryl-substituted chromenone libraries, which were screened as inhibitors of the DNA repair enzyme DNA-dependent protein kinase (DNA-PK). These studies resulted in the identification of 8-dibenzothiophen-4-yl-2-morpholin-4-yl-chromen-4-one (NU7441)
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