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4-CHLORO-2-BUTANONE

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4-CHLORO-2-BUTANONE Basic information
Product Name:4-CHLORO-2-BUTANONE
Synonyms:B-CHLOROETHYL METHYL KETONE;TIMTEC-BB SBB007824;4-Chloro-2-butanone, Pract.;Einecs 228-680-6;2-Butanone, 4-chloro-;2-Chloroethylmethylketone;4-CHLORO-2-BUTANONE;1-CHLORO-3-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 Structure
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
InChIInChI=1S/C4H7ClO/c1-4(6)2-3-5/h2-3H2,1H3
InChIKeyMAGOYBJJLVSJIC-UHFFFAOYSA-N
SMILESCC(=O)CCCl
LogP0.666 (est)
Safety Information
MSDS Information
4-CHLORO-2-BUTANONE Usage And Synthesis
Uses4-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
4-Hydroxy-2-butanone

590-90-9

4-CHLORO-2-BUTANONE

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
Tag:4-CHLORO-2-BUTANONE(6322-49-2) Related Product Information
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