- Preparation of sodium sulfonates using by copper as catalyst
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The sodium alkyl sulfonates were prepared by Strecker reaction. The synthesis of sodium chloroethyl sulfonate from dichloroethane and sodium sulfite with different catalysts, it was found that copper was an efficient catalyst with a yield (81%). The reaction conditions were also optimized to make the route more competitive and suitable for large-scale industrial production. Besides, some more sulfonates were also obtained with copper as catalyst via Strecker reaction.
- Bai, Ruijiao,Zhang, Richeng,Qi, Haofei,Yan, Xilong,Chen, Ligong
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p. 7226 - 7228
(2015/04/22)
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- N-Sulfonyl homoserine lactones as antagonists of bacterial quorum sensing
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A series of 11 N-sulfonyl homoserine lactones has been synthesised. Some of them were found to competitively inhibit the action of 3-oxohexanoyl-L- homoserine lactone, the natural inducer of bioluminescence in the bacterium Vibrio fischeri. Molecular modeling suggests a possible explanation based on the prevention of structural rearrangements necessary for the formation of the active dimer of LuxR.
- Castang, Sandra,Chantegrel, Bernard,Deshayes, Christian,Dolmazon, René,Gouet, Patrice,Haser, Richard,Reverchon, Sylvie,Nasser, William,Hugouvieux-Cotte-Pattat, Nicole,Doutheau, Alain
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p. 5145 - 5149
(2007/10/03)
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- Synthesis of Aromatic and Olefinic Sodium Sulfonates by Electrophilic Destannylation with Trimethylsilyl Chlorosulfonate
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A mild and effective method for the preparation of a variety of aromatic, olefinic, and acetylenic sodium sulfonates is described.The reaction of trialkylaryl- (2a-k) and -heteroarylstannanes (4a-d), bis-(1-alkenyl)dibutylstannanes (6a-f), or trialkylakynylstannanes with trimethylsilyl chlorosulfonate (1) followed by hydrolysis with aqueous NaHCO3 provides the sodium sulfonates in an ipso-specific and in the case of vinylic stannanes stereospecific manner.A comparision of the reactivity of stannylated and silylated olefinic compounds 13 and 14 underlines the greater leaving ability of the stannyl moiety.The in situ preparation of the stannanes makes it possible to apply the synthetic method to natural products such as N-substituted apocodeine (17). - Key Words: Electrophilic aromatic substitution/ Electrophilic vinylic substitution/ Trialkylstannanes, application of/ Arylsulfonates, sodium salts of/ Vinylsulfonates, sodium salts of
- Niestroj, Michael,Lube, Andreas,Neumann, Wilhelm P.
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p. 575 - 580
(2007/10/02)
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- Hydrates of Organic Compounds. XVI. Determination of the Melting Points and Hydration Numbers of the Hydrates of Tetrabutyl(or Tetraisopentyl)ammonium Alkanesulfonates
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The solid liquid phase diagrams of binary mixtures of water with tetraisopentylammonium alkanesulfonates, (n=1-8), bis(tetrabutylammonium) alkanedisulfonates, 2 (n=2-5), and with bis(tetraisopentylammonium) alkanedisulfonates, 2 (n=2-5), were examined in order to confirm the formation of hydrates.For all of the sulfonates examined the formation of hydrates has been newly confirmed.The hydrates of the tetraisopentylammonium alkanesulfonates have hydration numbers of around 37-40 and fairly high melting points (lie between 13 and 19 deg C).The typical hydrates formed by the bis(tetrabutylammonium) alkanedisulfonates have hydration numbers of around 52 and those by the bis(tetraisopentylammonium) alkanedisulfonates around 76.The former disulfonate hydrates have low melting points (between 1.0 and 10 deg C).However, the latter disulfonate hydrates have fairly high melting points (between 13 and 18 deg C).A salt with n=4 forms the most stable hydrate for both series of alkanedisulfonates.Judging from the hydration numbers and melting points, these hydrates seem to be clathrate-like.
- Nakayama, Haruo,Yamanobe, Masashi,Baba, Kei
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p. 3023 - 3028
(2007/10/02)
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- Studies on Sulphochlorination of Paraffins. VIII. Studies on the Hydrolysis of Individual Alkane Sulphochlorides by Sodium Hydroxide
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The hydrolysis of individual C1-C5 alkane sulphochlorides by sodium hydroxide in dioxane/water (1:1) was kinetically studied at 25 deg C by means of stopped-flow technique, measuring the change of electric conductivity.The rate constants were influenced by steric hindrance, but in all cases were higher than the rate constant for alkaline hydrolysis of benzene sulphochloride, which cannot react according to the elimination-addition (sulphene) mechanism.The reaction enthalpy of the alkaline hydrolysis of four individual alkane sulphochlorides was determined by a simple calorimetric apparatus; the average value amounts to ΔRH = -239 kJ mol-1.
- Hampel, M.,Just, G.,Krebes, W.,Pritzkow, W.
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p. 987 - 990
(2007/10/02)
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