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| Product Name: | 2-Chloro-5-acetylpyridine | | Synonyms: | 1-(6-CHLORO-3-PYRIDINYL)-1-ETHANONE;1-(6-CHLOROPYRIDIN-3-YL)ETHANONE;1-(6-chloro-3-pyridinyl)ethanone;6-CHLORO-3-ACETYLPYRIDINE;1-(6-CHLOROPYRIDIN-3-YL)ETHANONE ,97%;5-Acetyl-2-chloropyridine;3-Acetyl-6-chloropyridine;1-(6-Chloropyridin-3-yl)ethan-1-one, 2-Chloro-5-ethanoylpyridine | | CAS: | 55676-22-7 | | MF: | C7H6ClNO | | MW: | 155.58 | | EINECS: | | | Product Categories: | Heterocycle-Pyridine series | | Mol File: | 55676-22-7.mol |  |
| | 2-Chloro-5-acetylpyridine Chemical Properties |
| Melting point | 98 °C | | Boiling point | 280.5±20.0 °C(Predicted) | | density | 1.233±0.06 g/cm3(Predicted) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | form | powder to crystal | | pka | -2.14±0.10(Predicted) | | color | White to Light yellow to Light orange | | InChI | InChI=1S/C7H6ClNO/c1-5(10)6-2-3-7(8)9-4-6/h2-4H,1H3 | | InChIKey | UXSNZYGTQTXRAD-UHFFFAOYSA-N | | SMILES | C(=O)(C1=CC=C(Cl)N=C1)C | | CAS DataBase Reference | 55676-22-7 |
| Hazard Codes | Xn | | Risk Statements | 22-36 | | Safety Statements | 26 | | WGK Germany | WGK 3 | | Hazard Note | Harmful | | HazardClass | IRRITANT | | HS Code | 2933399990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Eye Irrit. 2 |
| | 2-Chloro-5-acetylpyridine Usage And Synthesis |
| Application | 2-Chloro-5-acetylpyridine is also used industrially as a denaturant and dyeing aid. | | Synthesis | Step 3 Synthesis of 1-(6-chloropyridin-3-yl)ethanone: Dimethyl 2-(6-chloronicotinoyl)malonate (89.8 g, 331 mmol) was dissolved in a solvent mixture of DMSO (445 mL) and water (11 mL), and the reaction was heated for 2.5 hr at 130 °C. After the reaction was completed, the reaction mixture was cooled and poured into H2O/ice (300 mL). The aqueous phase was extracted with EtOAc (4 x 150 mL). The organic phases were combined, washed with brine, dried and concentrated under reduced pressure. The residue was recrystallized by 60% ethanol-water solution to afford the target compound 1-(6-chloropyridin-3-yl)ethanone in a yield of 16.5 g (32% yield) as a yellow solid. | | References | [1] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 23, p. 6093 - 6096
[2] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 24, p. 6482 - 6485
[3] Patent: US2007/27184, 2007, A1. Location in patent: Page/Page column 17; 19
[4] Tetrahedron, 1992, vol. 48, # 42, p. 9233 - 9236
[5] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 18, p. 3041 - 3044 |
| | 2-Chloro-5-acetylpyridine Preparation Products And Raw materials |
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