2,4'-Dibromoacetophenone

2,4'-Dibromoacetophenone
  • CAS No.:99-73-0
Other grades of this product :
2,4'-Dibromoacetophenone Chemical Properties
Melting point 108-110 °C(lit.)
Boiling point 1415°C/760mm
density 1.7855 (rough estimate)
refractive index 1.5560 (estimate)
storage temp. Store below +30°C.
form Crystalline Solid
color Slightly yellow to beige
Water Solubility Soluble in dimethyl sulfoxide (5 mg/ml), methanol (20 mg/ml), toluene and ethanol. Insoluble in water.
Sensitive Lachrymatory
Merck 14,1427
BRN 607604
Stability:Stable. Incompatible with strong bases, strong reducing agents, strong oxidizing agents.
InChIKeyFKJSFKCZZIXQIP-UHFFFAOYSA-N
CAS DataBase Reference99-73-0(CAS DataBase Reference)
EPA Substance Registry SystemEthanone, 2-bromo-1-(4-bromophenyl)- (99-73-0)
Safety Information
Hazard Codes C
Risk Statements 34
Safety Statements 26-36/37/39-45
RIDADR UN 3261 8/PG 2
WGK Germany 2
RTECS AM6950000
19-21
Hazard Note Corrosive/Lachrymatory
TSCA T
HazardClass 8
PackingGroup III
HS Code 29147090
MSDS Information
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2,4'-Dibromoacetophenone English
SigmaAldrich English
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ALFA English
2,4'-Dibromoacetophenone Usage And Synthesis
Chemical Properties2,4'-Dibromoacetophenone is off-white crystals or powder
UsesUndergoes condensation reactions with aldehydes in the presence of SnCl21 or SmI32 to afford α,β-unsaturated ketones. Also useful in the esterification of carboxylic acids.3
UsesIdentification of carboxylic acids.
Uses2,4'-Dibromoacetophenone is used as a reagent for analysis of fatty acids by HPLC as 4-bromophenacyl esters, for use in the protection of phenols and carboxylic acids. It undergoes condensation reactions with aldehydes in the presence of SnCl2 or SmI3 to afford α,β-unsaturated ketones. It is also useful in the esterification of carboxylic acids.
General DescriptionA phenyl α-bromomethyl ketone compound that acts as a cell-permeable, and non-ATP competitive inhibitor of GSK-3β (IC50 = 0.5 μM). This reactive alkylating agent is selective towards GSK-3β and does not affect PKA activity even at concentrations as high as 100 μM.
Biochem/physiol ActionsCell permeable: yes
Purification MethodsCrystallise the bromide from EtOH (ca 8mL/g). [Beilstein 7 IV 652.]

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