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2-bromo-3-methylpropiophenone
1. Basic Information
Name: 2-bromo-3-methylpropiophenone
Alias: 2-Bromo-1-phenyl-3-methylbutan-1-one
CAS No.: 1451-83-8
Molecular Formula: C10H11BrO
Molecular Weight: 227.10
Category: α-Bromo aliphatic aromatic ketone fine chemical intermediate, pharmaceutical synthetic building block, cross-coupling reaction substrate
2. Physical and Chemical Properties
Physical Properties
- Appearance: Pale yellow transparent oily liquid
- Odor: Pungent halogenated ketone irritating smell
- Solubility: Soluble in DCM, chloroform, THF, DMF, toluene, ethanol; insoluble in water, hexane, petroleum ether
- Boiling Point: Decomposes at high temperature under normal pressure, vacuum distillable
- Density (20℃): 1.32–1.36 g/cm3
- Refractive Index n?2?: 1.545–1.555
- Hygroscopy: Non-hygroscopic
- Aqueous property: Neutral liquid, stable in neutral water at room temperature; hydrolyzes slowly under strong acid/alkali heating
Chemical Properties
- Molecular structure: Phenyl ketone parent, α-position active bromine atom, isobutyl side chain; active α-bromo is the core reactive site
- SN2 nucleophilic substitution: α-bromo easily reacts with amines, thiols, alcohols to construct heterocyclic skeletons for antibacterial and anti-inflammatory drugs
- Carbonyl characteristic reactions: Ketone group undergoes condensation, reduction, cyclization to generate five-membered nitrogen heterocyclic intermediates
- Debromination risk: Strong reducing agents remove bromine atom to form alkyl ketone impurities
- Photolysis characteristic: Strongly light-sensitive; UV light breaks C-Br bond, releases bromine free radicals, liquid darkens
- Thermal stability: Stable below 100 ℃; long-time heating above 120 ℃ produces decomposition impurities
- Compatibility: Compatible with anhydrous aprotic solvents; incompatible with strong reducing agents, concentrated alkali, strong oxidants, active metals
3. Main Application Fields
1. Pharmaceutical Heterocyclic Intermediate (Core Application)
Key raw material for synthesis of small-molecule antibacterial, anti-inflammatory APIs; α-bromo site for ring closure reaction to form nitrogen/sulfur heterocyclic drug skeletons
2. Organic Synthesis Research Reagent
Difunctional substrate containing carbonyl and active bromine for multi-step synthetic methodology research
3. Dye & Fine Fragrance Intermediate
Precursor for synthesis of halogen-substituted aromatic ketone derivatives with special chromogenic and aromatic properties
4. Quality Specification Table
| Test Item | Standard Specification |
| CAS Number | 1451-83-8 |
| Molecular Formula | C10H11BrO |
| Appearance | Pale yellow clear oily liquid without precipitate |
| GC Purity | Synthetic Intermediate Grade ≥98.0% |
| Water Content (KF) | ≤0.15% |
| Chroma (APHA) | ≤150 |
| Free Bromide Ion | ≤0.10% |
| Heavy Metals (Pb) | ≤10 ppm |
| Packaging | Nitrogen-filled amber light-proof glass bottle; bulk 200kg nitrogen-sealed galvanized iron drum |
| Storage Condition | Hermetically sealed cool dark warehouse below 25 ℃, full light shielding, isolate reducing agents and alkaline chemicals |
| Transportation Requirement | Highly light-sensitive corrosive bromoketone liquid, sealed light-proof packaging, separated from food, oxidants and acid chemicals |
| Shelf Life | 24 months under nitrogen vacuum sealed storage |
Safety Warning
Highly irritating toxic brominated ketone liquid. Vapor severely irritates eyes, nasal cavity, throat and respiratory tract; skin contact causes corrosive redness, burning and blistering. Contact with strong alkali releases irritating bromide fumes. All operations must be carried out in fully ventilated fume hood with gas-proof respirator, UV-blocking splash-proof goggles and thick oil-resistant nitrile gloves. Strictly avoid light exposure, high temperature, open flame and mixing with reducing agents/alkali. Waste liquid treated with sodium thiosulfate reduction + neutralization before discharge; waste classified as halogen-containing toxic organic hazardous waste, handled by qualified licensed institutions.
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