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2,4'-Dibromoacetophenone

Basic information Safety Supplier Related

2,4'-Dibromoacetophenone Basic information

Product Name:
2,4'-Dibromoacetophenone
Synonyms:
  • P-BROMOPHENACYL BROMIDE
  • PBPB
  • OMEGA-BROMOACETOPHENONE
  • bromomethyl4-bromophenylketone
  • bromomethylp-bromophenylketone
  • omega,4-dibromoacetophenone
  • p,alpha-dibromoacetophenone
  • p-bromophenacyl-8
CAS:
99-73-0
MF:
C8H6Br2O
MW:
277.94
EINECS:
202-783-6
Product Categories:
  • Other enzyme inhibitors and activators
  • Aromatic Acetophenones & Derivatives (substituted)
  • Carboxyl Group Labeling Reagents for HPLC
  • UV Detection (HPLC Labeling Reagents)
  • Analytical Chemistry
  • HPLC Labeling Reagents
  • Adehydes, Acetals & Ketones
  • Bromine Compounds
  • Analytical Reagents
  • Analytical/Chromatography
  • Bioactive Small Molecules
  • Biochemicals and Reagents
  • Building Blocks
  • C7 to C8
  • Carbonyl Compounds
  • Cell Biology
  • Chemical Synthesis
  • D-DIF
  • Derivatization agents
  • Derivatization Reagents
  • Derivatization Reagents HPLC
  • Fluorescence
  • Halogenated
  • Ketones
  • Luminescent Compounds/Detection
  • Organic Building Blocks
Mol File:
99-73-0.mol
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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.
solubility 
DMF: 5 mg/ml; DMSO: 2 mg/ml; Ethanol: 1 mg/ml; PBS (pH 7.2): insol
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.
InChIKey
FKJSFKCZZIXQIP-UHFFFAOYSA-N
CAS DataBase Reference
99-73-0(CAS DataBase Reference)
EPA Substance Registry System
Ethanone, 2-bromo-1-(4-bromophenyl)- (99-73-0)
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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

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2,4'-Dibromoacetophenone Usage And Synthesis

Chemical Properties

2,4'-Dibromoacetophenone is off-white crystals or powder

Uses

Identification of carboxylic acids.

Uses

Undergoes 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

Uses

2,4'-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 Description

A 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 Actions

Cell permeable: yes

Purification Methods

Crystallise the bromide from EtOH (ca 8mL/g). [Beilstein 7 IV 652.]

2,4'-Dibromoacetophenone Preparation Products And Raw materials

Preparation Products

Raw materials

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