694-28-0Relevant articles and documents
Efficient α-chlorination of carbonyl containing compounds under basic conditions using methyl chlorosulfate
Silva, Saúl,Maycock, Christopher D.
supporting information, p. 1233 - 1238 (2018/02/27)
An efficient method for the α-chlorination of ketones under basic conditions is described using methyl chlorosulfate. Its applicability for the chlorination of other functional groups has also been studied and it is equally useful for the synthesis of α-chloroesters and amides. Methyl chlorosulfate is described for the first time as a positive chlorine source. Some aldol reactions which occur during the chlorination of some substrates are also reported.
Electrophilicities of α-chlorinating agents used in organocatalysis
Duan, Xin-Hua,Mayr, Herbert
supporting information; experimental part, p. 2238 - 2241 (2010/08/05)
Kinetics of the reactions of the chlorinating agents 1a-c with π-nucleophiles have been studied to include these compounds in our comprehensive electrophilicity scale.
Rate coefficients and products for gas-phase reactions of chlorine atoms with cyclic unsaturated hydrocarbons at 298 K
Sharma,Pushpa,Dhanya,Naik,Bajai
body text, p. 98 - 105 (2011/06/21)
Rate coefficients for the reaction of Cl atoms with cycloalkenes have been determined using the relative rate method, at 298 K and atmospheric pressure of N2. Reference molecule was n -hexane, and the concentrations of the organics were followed by gas chromatographic analysis. Cl atoms were prepared by photolysis of trichloroacetyl chloride at 254 nm. The relative rates of reactions of Cl atoms with cycloalkenes, with, respect to M-hexane, are measured as 1.12 ±0.38, 1.31 ±0.14, and 1.69±0.18forcyclopentene, cyclohexene, and cycloheptene, respectively. Considering the absolute value of the rate coefficient of the reaction of Cl atom with n-hexane as 3.03 ± 0.06 × 10-10 cm3 molecule-1 s -1, the rate coefficient values for cyclopentene, cyclohexene, and cycloheptene are calculated, to be (3.39 ± 1.08) × 10 -10, (3.97 ±0.43) × 10-10, and (5.12 ± 0.55) × 10-10 cm3 molecule-1 S -1', respectively. The experiments for each, molecule were repeated six to eight times, and the slopes and the rate coefficients given above are the average values of these measurements, and the quoted error includes 2σ as well as all other uncertainties in the measurement and calculations. The rate coefficient increases linearly with the number of carbon atoms, with an increment per additional CH2 group being (8.7 ± 1.6) × 11-12 cm3 molecule-1 s-1. Chloroketones and chloroalcohols, along with unsaturated, ketones and alcohols, were found to be the major products of Cl-atom-initiated oxidation of cycloalkenes in the presence of air. The atmospheric implications of these results are discussed, along with a comparison with the reported structure activity relationships.
Process For Preparing Chlorinated Carbonyl Compounds In Jet Loop Reactors
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Page/Page column 5, (2008/12/05)
The present invention relates to a process for preparing chlorinated or partly chlorinated carbonyl compounds, which comprises reacting unchlorinated or partly chlorinated carbonyl compounds with a chlorinating agent in a jet loop reactor.
Rapid and catalyst-free α-halogenation of ketones using N-halosuccinamides in DMSO
Sreedhar,Reddy, P. Surendra,Madhavi
, p. 4149 - 4156 (2008/03/13)
α-Halogenation of various carbonyl compounds such as β-keto-esters, cyclic ketones, and lactams with N-halosuccinamides (NBS, NCS, NIS) in the presence of DMSO proceeded very smoothly to give the corresponding α-monohalogenated products in good to excellent yields with high selectivity under catalyst-free conditions. Copyright Taylor & Francis Group, LLC.
Halogenation of carbonyl compounds by an ionic liquid, [AcMIm]X, and Ceric Ammonium Nitrate (CAN)
Ranu, Brindaban C.,Adak, Laksmikanta,Banerjee, Subhash
, p. 358 - 362 (2008/02/13)
An ionic liquid, acetylmethylimidazolium halide ([AcMIm]X), in combination with ceric ammonium nitrate promotes halogenations of a wide variety of ketones and 1,3-keto esters at the ?-position. The ionic liquid acts here as reagent as well as reaction medium, and thus the reaction does not require any organic solvent or conventional halogenating agent. The reaction is completely arrested when the radical quencher TEMPO is used. A plausible radical mechanism is also suggested. CSIRO 2007.
A green approach for efficient α-halogenation of β-dicarbonyl compounds and cyclic ketones using N-halosuccinimides in ionic liquids
Meshram,Reddy,Vishnu,Sadashiv,Yadav
, p. 991 - 995 (2007/10/03)
Room temperature ionic liquids (ILs) are used as a green recyclable reaction media for the α-monohalogenation of 1,3-diketones, β-keto-esters and cyclic ketones with N-halosuccinimides in excellent yields in the absence of a catalyst. The recovered ionic liquid was reused five to six times with consistent activity.
Amberlyst-15-promoted efficient 2-halogenation of 1,3-keto-esters and cyclic ketones using N-halosuccinimides
Meshram,Reddy,Sadashiv,Yadav
, p. 623 - 626 (2007/10/03)
A simple and rapid process has been developed for the α- monohalogenation of 1,3-keto-esters with N-halosuccinimides catalyzed by Amberlyst-15 at room temperature to produce the corresponding 2-halo 1,3-keto-esters in high yields. This protocol also extended to α-halogenation of cyclic ketones.
Efficient microwave induced direct α-halogenation of carbonyl compounds
Lee, Jong Chan,Park, Jin Young,Yoon, So Young,Bae, Yong Hun,Lee, Seung Jun
, p. 191 - 193 (2007/10/03)
A novel and direct method for the synthesis of α-halocarbonyl compounds using sequential treatment of carbonyl compounds with [hydroxy(tosyloxy)iodo]benzene followed by magnesium halides under solvent-free microwave irradiation conditions is described.
FUROISOQUINOLINE DERIVATIVES, PROCESS FOR PRODUCING THE SAME AND USE THEREOF
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, (2008/06/13)
A compound having a partial structure represented by Formula: or a salt thereof has an excellent phosphodiesterase (PDE) IV-inhibiting effect, and is useful as a prophylactic or therapeutic agent against inflammatory diseases, for example, bronchial asthma, chronic obstructive pulmonary disease (COPD), rheumatoid arthritis, autoimmune disease, diabetes and the like.
