Academic literature on the topic 'Chlorination of Ketones'

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Journal articles on the topic "Chlorination of Ketones"

1

Stamhuis, Eize J., Henk Maatman, and Geert E. H. Joosten. "Reactions of alicyclic ketones in carbon tetrachloride. II. Kinetics of the chlorination of 2-chlorocyclopentanone and 2-chlorocyclohexanone, catalyzed by hydrogen chloride." Canadian Journal of Chemistry 64, no. 9 (1986): 1690–96. http://dx.doi.org/10.1139/v86-278.

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The kinetics of the direct chlorination of 2-chlorocyclopentanone (2-mccp) and 2-chlorocyclohexanone (2-mcch) in carbon tetrachloride, catalyzed by hydrogen chloride, were studied. Reaction products are all the possible 2,2-, 2,5-, and 2,6-dichloro compounds. The ratios depend on the concentrations of the monochloro compound and hydrogen chloride. Surprisingly, even at conversions of the monochloro compound as low as 2%, 2,2,5-trichlorocyclopentanone and 2,2,6-trichlorocyclohexanone, respectively, are also formed. The chlorination reaction of both monochloro ketones shows zero order in chlorin
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2

Haynes, RK, SC Vonwiller, JP Stokes та LM Merlino. "The Preparation of Some β-Sulfonylacrylate Thioesters and β-Sulfonylvinyl Ketones". Australian Journal of Chemistry 41, № 6 (1988): 881. http://dx.doi.org/10.1071/ch9880881.

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β- Sulfonylacrylate phenyl and t-butyl thioesters , and β- sulfonylvinyl ketones have been prepared by oxidation of the corresponding β-aryl- and β-alkyl- thio compounds. In one case the β- sulfonylvinyl ketone was obtained from an epoxy sulfone . The β-aryl- and β-alkyl- thio compounds were obtained by chlorination- dehydrochlorination of saturated precursors. The reactions of 3-( phenylthio ) propionyl chloride with organocadmium and Grignard reagents were used to prepare some of the saturated precursors of the β- sulfonylvinyl ketones.
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3

Stamhuis, Eize J., Henk Maatman, Henk Stinissen, and Geert E. H. Joosten. "Reactions of alicyclic ketones in carbon tetrachloride. I, The kinetics of the chlorination of cyclopentanone and cyclohexanone catalyzed by hydrogen chloride." Canadian Journal of Chemistry 64, no. 9 (1986): 1681–89. http://dx.doi.org/10.1139/v86-277.

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The kinetics of the direct chlorination of cyclopentanone (cp) and cyclohexanone (ch) in carbon tetrachloride, catalyzed by hydrogen chloride, was studied. The rate of chlorination, measured by flow and stopped-flow techniques, is zero order in chlorine; the order in cp and ch increases from 1 at [cp] and [ch] of 0.01 M concentration to 2 at concentrations of 1 M. This is explained by self-association of the ketones in carbon tetrachloride solutions. The order in hydrogen chloride is 1. Since this compound is one of the products, the reaction is autocatalytic. Deuterium isotope effects and the
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4

Kitahara, Kazumasa, Haruna Mizutani, Seiji Iwasa та Kazutaka Shibatomi. "Asymmetric Synthesis of α-Chloro-α-halo Ketones by Decarboxylative Chlorination of α-Halo-β-ketocarboxylic Acids". Synthesis 51, № 23 (2019): 4385–92. http://dx.doi.org/10.1055/s-0039-1690009.

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Chiral α-chloro-α-fluoro ketones were synthesized by enantio­selective decarboxylative chlorination of α-chloro-β-ketocarboxylic acids in the presence of a chiral amine catalyst. The reaction yielded the corresponding α-chloro-α-fluoro ketones with moderate-to-high enantioselectivity (up to 90% ee). The method was also applied to the synthesis of α-bromo-α-chloro ketones with 90% ee.
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5

Švec, Petr. "Chlorination of 2,4,6-trichlorophenol in acidic aqueous medium." Collection of Czechoslovak Chemical Communications 50, no. 8 (1985): 1842–51. http://dx.doi.org/10.1135/cccc19851842.

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The course of chlorination of 2,4,6-trichlorophenol (I) in water and approximately 20% sulfuric and hydrochloric acids has been investigated. In all these media the reaction gives primarily 2,4,6,6-tetrachloro-2,4-cyclohexadienone (II) which is subsequently chlorinated under formation of polychlorinated alicyclic ketones or isomerized to give the more stable 2,4,6,6-tetrachloro-2,5-cyclohexadienone (III), the precursor of further arising chlorinated 1,4-benzoquinones. The ratio of the arising polychlorinated alicyclic ketones to chlorinated 1,4-benzoquinones is significantly influenced by conc
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6

Hiegel, Gene A., and Kim B. Peyton. "Chlorination of Ketones with Trichloroisocyanuric Acid." Synthetic Communications 15, no. 5 (1985): 385–92. http://dx.doi.org/10.1080/00397918508063816.

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7

Gordon, JLM, MP Hartshorn, RJ Martyn, WT Robinson, and GJ Wright. "The Mechanism and Stereochemistry of Chlorination of 2,4-Dichloro-3,,5,6-trimethylphenol and 2,4-Dichloro-3,6-dimethylphenol." Australian Journal of Chemistry 47, no. 2 (1994): 279. http://dx.doi.org/10.1071/ch9940279.

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Electrophilic attack of chlorine on 2,4,6-trichloro-3,5,6-trimethylcyclohexa-2,4-dienone (2a) gives the trans-pentachloro ketones (3a) and (4a), while similar reaction of 2,4,6-trichloro-3,6-dimethylcyclohexa-2,4-dienone (2b) gives the trans- pentachloro ketones (3b) and (4b), resulting from 2,5- and 4,5-addition of chlorine. The probable stereochemistry of chlorine addition in ketones (3b) and (4b) is determined by chlorination of 2,4-dibromo-3,6-dimethylphenol (6). X-Ray crystal structures are reported for compounds (3a,b), (7) and (8).
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8

Guthrie, J. Peter, John Cossar, and Jinqiao Lu. "Dihydroxyacids from the chlorination of ketones: an unexpected process." Canadian Journal of Chemistry 69, no. 12 (1991): 1904–8. http://dx.doi.org/10.1139/v91-275.

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Chlorination of propiophenone in aqueous alkali at room temperature, with low concentrations of hypochlorite, leads to 2-phenylglyceric acid as the major product. This acid is formed by further oxidation of 1-phenyl-1,2-propanedione, which is an intermediate in the oxidation of propiophenone. Formation of this acid is reasonable in the light of other halogenation chemistry. Analogous reactions are observed for butyrophenone, which yields 2,3-dihydroxy-2-phenylbutanoic acid, and for cycloheptanone, which yields 1,2-dihydroxycyclohexanecarboxylic acid. Key words: 2-phenylglyceric acid, propiophe
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9

Liu, Xingchao, Lu Wang, and Jianping Zou. "Mn(III)-Mediated Chlorination of Conjugated Ketones." Chinese Journal of Chemistry 29, no. 10 (2011): 2097–100. http://dx.doi.org/10.1002/cjoc.201180363.

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10

Hartshorn, MP, MC Judd, and WT Robinson. "The Chlorination of 2-Tert-Butyl-4,6-Dimethylphenol and 2,6-Di-Tert-Butyl-4-Methylphenol. The Formation of 5,6-Dichloro-4-Methylenecyclohex-2-Enones." Australian Journal of Chemistry 39, no. 12 (1986): 2121. http://dx.doi.org/10.1071/ch9862121.

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The chlorination in acetic acid of 2-t-butyl-4,6-dimethylphenol (1) gives two chloromethylene compounds (4) and (5), and trichloro ketones (6) and (7). In contrast, 2,6-di-t-butyl-4-methylphenol (2) gives six chlorination products (14)-(19). The notable feature of the reactions is the modification of the 4-methyl groups of the phenols (1) and (2). The modes of formation of all reaction products are described. X-ray structure determinations are reported for compounds (5),(6),(15),(17), (19) and (21).
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Book chapters on the topic "Chlorination of Ketones"

1

Parrain, J. L., and J. Thibonnet. "Chlorination of Terminal Alkynes." In Ketones. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-026-00634.

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Suffert, J. "Direct Chlorination with Chlorine." In Ketones. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-026-00774.

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Parrain, J. L., and J. Thibonnet. "Chlorination of α-Alkoxy Ketones." In Ketones. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-026-00647.

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Parrain, J. L., and J. Thibonnet. "Chlorination of α-Amino Ketones." In Ketones. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-026-00661.

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Suffert, J. "Direct Chlorination with Sulfuryl Chloride." In Ketones. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-026-00775.

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Suffert, J. "Direct Chlorination with Selenium Oxychloride." In Ketones. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-026-00776.

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Suffert, J. "Direct Chlorination with Trichloroisocyanuric Acid." In Ketones. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-026-00781.

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Parrain, J. L., and J. Thibonnet. "Synthesis by Direct Chlorination of Ketones." In Ketones. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-026-00631.

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9

Suffert, J. "Direct Chlorination with Manganese(IV) Chloride." In Ketones. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-026-00778.

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10

Suffert, J. "Direct Chlorination with Chlorotrimethylsilane/Dimethyl Sulfoxide." In Ketones. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-026-00779.

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