4-CHLORO-2-BUTANONE CAS 6322-49-2
Introduction：Basic information about 4-CHLORO-2-BUTANONE CAS 6322-49-2, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
4-CHLORO-2-BUTANONE Basic information
| Product Name: | 4-CHLORO-2-BUTANONE |
| Synonyms: | B-CHLOROETHYL METHYL KETONE;TIMTEC-BB SBB007824;4-chlorobutan-2-one;4-Chloro-2-butanone, Pract.;Einecs 228-680-6;2-Butanone, 4-chloro-;2-Chloroethylmethylketone;4-CHLORO-2-BUTANONE |
| CAS: | 6322-49-2 |
| MF: | C4H7ClO |
| MW: | 106.55 |
| EINECS: | 228-680-6 |
| Product Categories: | Fine Chemical;API Intermediate |
| Mol File: | 6322-49-2.mol |
4-CHLORO-2-BUTANONE Chemical Properties
| Boiling point | 146℃ |
| density | 1.033 |
| refractive index | 1.4299-1.4334 |
| Fp | 45℃ |
| storage temp. | Inert atmosphere,Store in freezer, under -20°C |
| solubility | Chloroform, Ethyl Acetate (Slightly) |
| form | Oil |
| color | Black |
| InChI | InChI=1S/C4H7ClO/c1-4(6)2-3-5/h2-3H2,1H3 |
| InChIKey | MAGOYBJJLVSJIC-UHFFFAOYSA-N |
| SMILES | CC(=O)CCCl |
| LogP | 0.666 (est) |
Safety Information
| Chemical Properties | Liquid. Boiling point 123°C (98 kPa, decomposition), 55°C (2.13 kPa), relative density 1.068 (23/4°C), refractive index 1.4284 (23°C). |
| Uses | 4-Chloro-2-butanone acts as a reagent for the preparation of pyrrolopyrazine derivatives as selective spleen tyrosine kinase inhibitors. |
| Application | 4-Chloro-2-butanone is a reagent for Robinson annulation; often interchangeable with methyl vinyl ketone and the corresponding Mannich base 4-dialkylamino-2-butanone. |
| Synthesis Reference(s) | Synthetic Communications, 26, p. 3479, 1996 DOI: 10.1080/00397919608003752 |
| Synthesis | 590-90-9 6322-49-2 General procedure for the synthesis of β-chlorobutanone from 4-hydroxy-2-butanone: 4-hydroxy-2-butanone (0.881 g, 10 mmol), dichloromethane (2 ml), and thionyl chloride (1.46 ml, 20 mmol) were added in a reaction flask and the reaction was stirred at room temperature overnight. Upon completion of the reaction, the solvent was removed by rotary evaporator and the residue was dried with a stream of nitrogen to give 2-chlorobutan-2-one (1.06 g). The product was characterized by 1H-NMR (400 MHz, DMSO-d6): δ 2.12 (s, 3H), 2.94 (t, 2H), 3.74 (t, 2H). |
| References | [1] Angewandte Chemie - International Edition, 2012, vol. 51, # 27, p. 6713 - 6716 [2] Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1936, vol. 202, p. 1687 [3] Zhurnal Obshchei Khimii, 1938, vol. 8, p. 909 [4] Chem. Zentralbl., 1939, vol. 110, # I, p. 4953 [5] Patent: WO2015/169999, 2015, A1. Location in patent: Page/Page column 63 |
4-CHLORO-2-BUTANONE Preparation Products And Raw materials
| Raw materials | Paraformaldehyde-->4-Hydroxy-2-butanone-->Dichloromethane-->Thionyl chloride |
| Preparation Products | 4,5-Dihydro-3-methyl-1H-pyrazole-->1-DIETHYLAMINO-3-BUTANONE-->4-Methylthio-2-butanone-->4-methylquinoline-8-carboxylic acid-->1-chlorobutane-2,3-dione 2-oxime |
