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2-Bromo-1-phenylpentan-1-one
1. Basic Information
Name: 2-Bromo-1-phenylpentan-1-one
Alias: α-Bromo valerophenone, 2-Bromovalerophenone
CAS No.: 49851-31-2
Molecular Formula: C11H13BrO
Molecular Weight: 241.12
Category: α-Bromo ketone pharmaceutical intermediate, fine chemical alkylation reagent, organic synthesis substrate, photoinitiator raw material
2. Physical and Chemical Properties
Physical Properties
- Appearance: Pale yellow transparent oily liquid
- Odor: Mild pungent aromatic ketone odor
- Solubility: Miscible with dichloromethane, chloroform, toluene, ethanol, acetone; slightly soluble in cold water
- Boiling Point: Decomposes above 260 °C under atmospheric pressure
- Density (20 °C): 1.325–1.332 g/cm3
- Refractive Index nD20: 1.538–1.543
- Flash Point: 112 °C
- Hygroscopy: Non-hygroscopic
- Aqueous property: Neutral α-bromo aromatic ketone, stable in neutral cold water at ambient temperature
Chemical Properties
- Molecular structure: Aromatic ketone with bromine substitution at the α-carbon adjacent to carbonyl group; highly reactive α-bromo carbonyl skeleton
- Alkylation reactivity: The α-bromine atom undergoes SN2 nucleophilic substitution with amines, thiols, alcohols and enolates to construct various drug side chains
- Elimination reaction: Under alkaline conditions, dehydrobromination occurs to form α,β-unsaturated ketone derivatives
- Photostability: Strongly light-sensitive; long-term UV exposure accelerates de-bromination and darkens liquid color
- Thermal stability: Stable below 140 °C; prolonged high-temperature heating releases irritating bromine-containing fumes
- Compatibility: Compatible with anhydrous aprotic solvents; incompatible with strong oxidants, concentrated alkaline solutions and primary/secondary amines under heating
3. Main Application Fields
1. Pharmaceutical Synthetic Intermediate (Core Application)
Key building block for synthesizing antidepressants, anti-inflammatory and cardiovascular small-molecule APIs via α-substitution cyclization
2. Organic Synthesis Laboratory Reagent
Standard α-halo ketone substrate for nucleophilic substitution, cyclization and heterocycle formation research
3. UV Photoinitiator Precursor
Raw material for synthesizing α-amino ketone type photoinitiators used in UV curing coatings and inks
4. Agrochemical Intermediate
Precursor for brominated ketone fungicides and plant growth regulators
4. Quality Specification Table
| Test Item | Standard Specification |
| CAS Number | 49851-31-2 |
| Molecular Formula | C11H13BrO |
| Appearance | Pale yellow clear oily liquid without suspended solids |
| GC Purity | Synthetic Grade ≥98.5%, High-Purity Reagent Grade ≥99.0% |
| Water Content (KF) | ≤0.10% |
| Chroma (APHA) | ≤120 |
| Free Bromide Ion | ≤0.20% |
| Heavy Metals (Pb) | ≤10 ppm |
| Packaging | Amber light-proof sealed glass bottle; bulk 200kg lined iron drum filled with nitrogen |
| Storage Condition | Hermetically sealed cool dry warehouse below 25 °C, full light shielding, isolated from alkaline materials and oxidants |
| Transportation Requirement | Light-sensitive brominated ketone liquid, standard sealed packaging, separated from corrosive hazardous goods |
| Shelf Life | 24 months under nitrogen vacuum sealed storage |
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