2,4'-Dibromoacetophenone
Synonym(s):α-4-Dibromoacetophenone, TPK I Inhibitor, Tau Protein Kinase I Inhibitor;2,4′-Dibromoacetophenone;4′-Bromophenacyl bromide;GSK-3β Inhibitor VII - CAS 99-73-0 - Calbiochem;p-Bromophenacyl bromide
- CAS NO.：99-73-0
- Empirical Formula: C8H6Br2O
- Molecular Weight: 277.94
- MDL number: MFCD00000200
- EINECS: 202-783-6
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-08-31 16:33:09
What is 2,4'-Dibromoacetophenone?
Chemical properties
2,4'-Dibromoacetophenone is off-white crystals or powder
The Uses of 2,4'-Dibromoacetophenone
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.
The Uses of 2,4'-Dibromoacetophenone
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
The Uses of 2,4'-Dibromoacetophenone
Identification of carboxylic acids.
What are the applications of Application
GSK-3β Inhibitor VII is a cell-permeable, and non-ATP competitive inhibitor of GSK-3β
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.]
Properties of 2,4'-Dibromoacetophenone
| 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. |
| CAS DataBase Reference | 99-73-0(CAS DataBase Reference) |
| EPA Substance Registry System | Ethanone, 2-bromo-1-(4-bromophenyl)- (99-73-0) |
Safety information for 2,4'-Dibromoacetophenone
| Signal word | Danger |
| Pictogram(s) |
 Corrosion Corrosives GHS05 |
| GHS Hazard Statements |
H314:Skin corrosion/irritation |
| Precautionary Statement Codes |
P260:Do not breathe dust/fume/gas/mist/vapours/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P363:Wash contaminated clothing before reuse. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 2,4'-Dibromoacetophenone
| InChIKey | FKJSFKCZZIXQIP-UHFFFAOYSA-N |
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