2-Chloropropiophenone
- CAS No.
- 6084-17-9
- Chemical Name:
- 2-Chloropropiophenone
- Synonyms
- 2-CHLORO-1-PHENYLPROPAN-1-ONE;2-CHLOROPROPIOPHENONE;2-Chloropropiophenone >2-CHLORO-1-PHENYL-1-PROPANONE;1-(2-Chlorophenyl)-1-propanone;1-Propanone,2-chloro-1-phenyl-;1-Propanone, 2-chloro-1-phenyl- (9CI)
- CBNumber:
- CB2690429
- Molecular Formula:
- C9H9ClO
- Molecular Weight:
- 168.62
- MDL Number:
- MFCD03844782
- MOL File:
- 6084-17-9.mol
- MSDS File:
- SDS
| Melting point | 213-214 °C |
|---|---|
| Boiling point | 80 °C(Press: 0.3 Torr) |
| Density | 1.560 g/cm3(Temp: 25 °C) |
| refractive index | 1.5430-1.5470 |
| form | clear liquid |
| color | Colorless to Light yellow to Light orange |
| InChI | InChI=1S/C9H9ClO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7H,1H3 |
| InChIKey | AXCPQHPNAZONTH-UHFFFAOYSA-N |
| SMILES | C(C1=CC=CC=C1)(=O)C(Cl)C |
| CAS DataBase Reference | 6084-17-9(CAS DataBase Reference) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319 | |||||||||
| Precautionary statements | P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313 | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 26-36/37/39 | |||||||||
| HS Code | 2914790090 | |||||||||
| NFPA 704 |
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2-Chloropropiophenone price More Price(10)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TCI Chemical | C1647 | 2-Chloropropiophenone >95.0%(GC) | 6084-17-9 | 5g | $153 | 2026-04-30 | Buy |
| TCI Chemical | C1647 | 2-Chloropropiophenone >95.0%(GC) | 6084-17-9 | 25g | $535 | 2026-04-30 | Buy |
| Rieke Metals | K0440264 | 2-chloro-1-phenylpropan-1-one 97%GC-FID | 1g | $806 | 2026-05-06 | Buy | |
| Rieke Metals | K0440264 | 2-chloro-1-phenylpropan-1-one 97%GC-FID | 5g | $2106 | 2026-05-06 | Buy | |
| AHH | MT-06394 | 2-Chloropropiophenone 97% | 500g | $932 | 2026-05-26 | Buy |
2-Chloropropiophenone Chemical Properties, Uses, Production
Synthesis Reference(s)
The Journal of Organic Chemistry, 28, p. 630, 1963 DOI: 10.1021/jo01038a007
Synthesis
Step 1: Preparation of allylsilane ether: add phenylacetone (1 g, 8 mmol) to a 50 mL two-necked flask, and cool the solution to 0 under nitrogen protection, then add 10 mL of anhydrous THF solution, then add lithium diisopropylammonium (2 mol/L, 4.2 mL) drop by drop to it, and when the addition is completed, remove the ice-water mixture used for cooling, and stir the solution at room temperature for 1 h. When the solution turns yellow, add trimethylchlorosilane (1.04 g, 9.6 mmol) to it drop by drop, and then add the lithium chlorotrimethylsilane (1.04 g, 9.6 mmol) to it. When the solution turned yellow, the reaction mixture was cooled to 0 again, to which trimethylchlorosilane (1.04 g, 9.6 mmol) was added dropwise with stirring at room temperature and detected by TLC until the end of the reaction. The solvent was removed by distillation under reduced pressure and the final oily liquid was separated by column chromatography (pure petroleum ether) to give product 1a (1.3 g, yield: 84%).
Step 2: Preparation of α-chloropropiophenone: To a 50 mL two-necked vial was added iodobenzene diacetate (2a) (0.244 g, 0.75 mmol) protected by nitrogen, then phenylpropiophenone enol silane (1a) (0.096 g, 0.5 mmol) and trimethylchlorosilane (3a) (0.108 g, 1 mmol) of MeCN (5 mL) solution was added to the system. The reaction system was allowed to stir at room temperature and detected by TLC until the reaction was complete. After removal of the solvent by distillation under reduced pressure, the residue was separated by column chromatography [V(petroleum ether):V(ethyl acetate) = 10:1]. Final isolation gave the product 4l (α-chloropropiophenone) as a colorless liquid in 84% yield.
