| Identification | Back Directory | [Name]
4-CHLORO-2-BUTANONE | [CAS]
6322-49-2 | [Synonyms]
Einecs 228-680-6
TIMTEC-BB SBB007824
4-chlorobutan-2-one
4-CHLORO-2-BUTANONE
1-CHLORO-3-BUTANONE
2-Butanone, 4-chloro-
2-Chloroethylmethylketone
4-Chloro-2-butanone, Pract.
B-CHLOROETHYL METHYL KETONE
TIANFUCHEM--6322-49-2--4-CHLORO-2-BUTANONE factory price | [EINECS(EC#)]
228-680-6 | [Molecular Formula]
C4H7ClO | [MDL Number]
MFCD00037116 | [MOL File]
6322-49-2.mol | [Molecular Weight]
106.55 |
| Chemical Properties | Back Directory | [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) |
| Hazard Information | Back Directory | [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]
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 |
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