2,4'-Dibromoacetophenone

2,4'-Dibromoacetophenone

Product Introduction

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
2,4'-Dibromoacetophenone Structure
 
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)
 
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
F 19-21
Hazard Note Corrosive/Lachrymatory
TSCA T
HazardClass 8
PackingGroup III
HS Code 29147090
 
MSDS Information
Provider Language
2,4'-Dibromoacetophenone English
SigmaAldrich English
ACROS English
ALFA English
 
2,4'-Dibromoacetophenone Usage And Synthesis
Chemical Properties 2,4'-Dibromoacetophenone is off-white crystals or powder
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 Identification of carboxylic acids.
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
Raw materials 4'-Bromoacetophenone
Preparation Products 3-(4-BROMOPHENYL)ISOXAZOL-5-AMINE-->4-(4-BROMO-PHENYL)-1H-IMIDAZOLE-->2-(4-BROMOBENZOYL)-1-BENZOFURAN-5-CARBALDEHYDE-->2-(4-bromophenyl)morpholine-->2-Amino-4'-bromoacetophenone-->1-(4-bromophenyl)-2-chloroethan-1-one-->2-Thiazolecarboxylic acid,4-(4-bromophenyl)-,ethyl ester-->1-(4-Bromophenyl)-2-(4-methylpiperazin-1-yl)ethanone-->6-(4-BROMOPHENYL)-3-PHENYL-7H-[1,2,4]TRIAZOLO[3,4-B][1,3,4]THIADIAZINE-->4-(4-BROMOPHENYL)-2(3H)-THIAZOLONE HYDRAZONE

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