99-73-0

Basic information

• Product Name: 2,4'-Dibromoacetophenone
• Synonyms: P-BROMOPHENACYL BROMIDE;PBPB;OMEGA-BROMOACETOPHENONE;2,4’-dibromo-acetophenon;2-bromo-1-(4-bromophenyl)-ethanon;4,alpha-dibromoacetophenone;4-bromo(bromoacetyl)benzene;-4-Dibromoacetophenone
• CAS NO: 99-73-0
• Molecular Formula: C₈H₆Br₂O
• Molecular Weight: 277.94064
• EINECS: 202-783-6
• Product Categories: Aromatic Acetophenones & Derivatives (substituted);Adehydes, Acetals & Ketones;Bromine Compounds;Carboxyl Group Labeling Reagents for HPLC;UV Detection (HPLC Labeling Reagents);Analytical Chemistry;HPLC Labeling Reagents;Other enzyme inhibitors and activators;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
• Article Data: 182

Chemical Properties

• Melting Point: 108-110 °C(lit.)
• Boiling Point: 1415°C/760mm
• Flash Point: 114.1 °C
• Appearance: Slightly yellow to beige/Crystalline Solid
• Density: 1.7855 (rough estimate)
• Refractive Index: 1.5560 (estimate)
• Storage Temp.: 2-8°C
• Water Solubility: Soluble in dimethyl sulfoxide (5 mg/ml), methanol (20 mg/ml), toluene and ethanol. Insoluble in water.
• Sensitive: Lachrymatory
• Stability: Stable. Incompatible with strong bases, strong reducing agents, strong oxidizing agents.
• Merck: 14,1427
• BRN: 607604
• CAS DataBase Reference: 2,4'-Dibromoacetophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4'-Dibromoacetophenone(99-73-0)
• EPA Substance Registry System: 2,4'-Dibromoacetophenone(99-73-0)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 2
• RTECS: AM6950000
• F: 19-21
• TSCA: T
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 99-73-0(Hazardous Substances Data)

Usage

Chemical Properties

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

Uses

Different sources of media describe the Uses of 99-73-0 differently. You can refer to the following data:
1. 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
2. Identification of carboxylic acids.
3. 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.]

Upstream product

• 22118-09-8 2-bromoacetyl chloride 
• 108-86-1 bromobenzene 
• 4203-30-9 1-(4-bromo-phenyl)-2-diazo-ethanone 
• 7402-45-1 α,α,α-tribromoacetophenone 
• 99-90-1 para-bromoacetophenone 
• 934-94-1 1-bromo-4-bromoethynyl-benzene 
• 67-56-1 methanol 
• 13195-79-4 2,2-dibromo-1-(4-bromophenyl)ethan-1-one 
• 71-91-0 tetraethylammonium bromide 
• 598-21-0 2-Bromoacetyl bromide 
• 117465-34-6 2-bromo-1-(4-bromophenyl)ethanol 
• 57342-22-0 2-bromo-1-(4-bromophenyl)ethanone oxime 
• 3418-22-2 2-bromomethyl-2-(4-bromophenyl)-1,3-dioxolane 
• 17343-73-6 (2,2-dibromo-1-methylcyclopropyl)benzene 

Downstream Products

• 111022-38-9 1-(4-bromo-phenyl)-2-piperidin-1-yl-ethanone 
• 17282-37-0 1-(p-bromophenacyl)pyridinium bromide 
• 82746-41-6 1-(2-(4-bromophenyl)-2-oxoethyl)-2-methylpyridinium bromide 
• 6954-94-5 3-bromo-1-(4-bromo-phenacyl)-pyridinium; bromide 
• 838-32-4 2-(4-bromophenyl)-7-methylimidazo[1,2-a]pyridine 
• 56708-70-4 1-[2-(4-bromophenyl)-2-oxoethyl]isoquinolinium bromide 
• 7495-29-6 3,5-dibromo-1-(4-bromo-phenacyl)-pyridinium; bromide 
• 96464-10-7 2-(4-bromophenyl)-6-chloroimidazo[1,2-a]pyridine 
• 100398-02-5 1-(4-bromo-phenyl)-2-(pyridine-3-sulfonyl)-ethanone 
• 6332-23-6 3-bromo-1-(4-bromo-phenacyl)-quinolinium; bromide 
• 6320-82-7 1-(4-bromo-phenacyl)-6-chloro-quinolinium; bromide 
• 6320-93-0 1-(4-bromo-phenyl)-2-(3,4-dihydro-2H-[1]quinolyl)-ethanone 
• 122262-61-7 6,8-dibromo-2-(4-bromo-phenyl)-3-hydroxy-quinoline-4-carboxylic acid 
• 108749-69-5 1-(2-(4-bromophenyl)-2-oxoethyl)-3-carbamoylpyridin-1-ium bromide 

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