The halogen atom, X, leaves the haloalkane molecule as the halide ion, X-. Consistent with a structural impact of the four alanine replacements, the mutant ATPase activity showed enhanced inhibition by dicyclohexylcarbodiimide, which blocks the helix-2 carboxylate. generation, Solid catalyst for etherification reaction and production process for ether compound using this catalyst, <- Previous Patent (Stereoselective redu...). Incidentally, the identification of the CMOS-3Na was carried out by 1H-NMR and 13C-NMR. The hydroxyl-group-containing organic compound (A) is, for example, at least one compound selected from the group consisting of: hydroxycarboxylic acids, such as glycolic acid, β-hydroxypropionic acid, lactic acid, glyceric acid, gluconic acid, diethylene glycol monocarboxylic acids, malic acid, tartaric acid, tartronic acid, and citric acid; polyhydric alcohols, such as ethylene glycol, isopropylene glycol, diethylene glycol, glycerol, diglycerol, polyglycerol, sorbitol, 1,4-sorbitan, pentaerythritol, and dipentaerythritol; higher alcohols with 6 to 22 carbon atoms; and saccharides, such as glucose, mannose, galactose, fructose, lactose, and sucrose. (1) Using IUPAC substitutive nomenclature these compounds are haloalkanes, using the alternative functional class nomenclature they are alkyl halides. Then, 21.7 g of a 70 weight % aqueous glycolic acid solution and 0.8 g of lanthanum oxide (molar ratio to maleic anhydride: 0.012) were added thereto, and the resultant reaction liquid was stirred at room temperature until it became homogeneous. As a result, the CMOS was obtained with a yield of 95.6 mol % as based on the charged maleic anhydride. When the temperature of the reaction liquid fell to 60 °C after the end of the reaction, 3.2 g of sodium carbonate was added thereto, and the resultant mixture was stirred at 60 °C for 1 hour. After the end of the reaction, the same operation as of Example 1 was carried out to obtain trisodium carboxymethoxysuccinate (CMOS-3Na) with a yield of 81.0 mol % (as based on the charged maleic anhydride) in the filtrate. An object of the present invention is to save the amount of expensive catalyst as used. The pH of the above aqueous medium is in the range of usually 9 to 13 (but not including 9), preferably 9.2∼12, more preferably 9.5∼11, during the reaction. However, the invention is not limited to the below-mentioned examples. Then, 21.7 g of a 70 weight % aqueous glycolic acid solution and the entirety of the solid (1), as separated and recovered in Example 1, were added thereto, and the resultant reaction liquid was stirred at room temperature until it became homogeneous. Another object of the present invention is to facilitate the recovery of the expensive catalyst. After the end of the reaction, the same operation as of Example 5 was carried out to obtain trisodium carboxymethoxysuccinate (CMOS-3Na) with a yield of 84.7 mol % (as based on the charged maleic anhydride) in the filtrate. The following example reactions are organized by type, with references to text chapters. methyl - 1 hydrogen of methane has been replaced by a halogen. Thus, the inventors concluded that the reason why a large amount of catalyst is necessary at the pH of 5∼9 is because the active free lanthanum ion is gradually consumed by a reaction product. (2) Typically the halogen atom to be replaced is Cl, Br or I, (4) Tertiary haloalkanes do not undergo SN2 reactions due to steric hindrance. Log in or sign up to get involved in the conversation. The foregoing description of the preferred embodiments according to the present invention is provided for the purpose of illustration only, and not for the purpose of limiting the invention as defined by the appended claims. Next, while the resultant reaction mixture was stirred, sodium hydroxide was gradually added thereto to adjust the pH of the reaction mixture to 10, thus carrying out a reaction at 90 °C for 2 hours. Typical examples are diethylene glycol monocarboxylates. The raw compounds include a hydroxyl-group-containing organic compound and a carboxyl-group-containing organic compound, wherein the carboxyl-group-containing organic compound is at least one compound selected from the group consisting of carboxyl-group-containing unsaturated organic compounds and carboxyl-group-containing epoxy compounds. As is mentioned above, the ether carboxylate salt, as obtained above, particularly, sodium salt, is useful as a detergent builder and can be used for various detergent compositions, and further, as chelating agents. Then, the reaction temperature was adjusted to 80 °C to initiate the reaction. In addition, from results of analysis of the filtrate by ICP (inductively coupled plasma) emission spectrometry, it was found that the lanthanum ion concentration in the filtrate was 10 ppm or less, and that most of lanthanum constituting the lanthanum oxide was recovered as the solid (1). (d) Compounds of the following general formula (4): wherein: R4 and R5, independently of each other, denote a hydrogen atom or an alkyl with 1 to 3 carbon atoms; R6 denotes a hydrogen atom, an alkyl with 1 to 8 carbon atoms, or hydroxyl; and X is the same as that in general formula (1) above. Links within these summaries (which may show up as boxes around reagents) will provide further information about the reagents and their other reactions. After the reaction, if the pH of the reaction liquid is adjusted within the range of 10∼14, preferably 12∼14, then the hydroxide of the rare earth element precipitates in the form of a hardly soluble solid and therefore can easily be separated from the reaction liquid by conventional separation means such as filtration. Please enable javascript and pop-ups to view all page content. On the other hand, in the case where the pH of the aqueous medium exceeds 13 during the reaction, the etherification reaction runs, but the reaction rate greatly decelerates. After this stirring, the pH of the reaction liquid was adjusted to 9.8 with sodium hydroxide to carry out a reaction at 80 °C for 10 hours. carboxylate - definition and meaning After the end of the reaction, the same operation as of Example 1 was carried out to obtain trisodium carboxymethoxysuccinate (CMOS-3Na) with a yield of 11.8 mol % (as based on the charged maleic anhydride) in the filtrate. The production process for an ether carboxylate salt, according to the present invention, comprises the etherification step of reacting raw compounds, which step is carried out in an aqueous medium in the presence of a catalyst containing a rare earth element. Known as a dry acid, sodium bisulfate is used in commercial applications, such as reducing the pH level of spas and swimming pools, washing concrete and cleaning metals. Soaps, which are usually the sodium or potassium salts of fatty acids, are carboxylates. Thereafter, the deposited solid (3) containing a major proportion of lanthanum carbonate was separated and recovered by filtration, and the resultant filtrate was analyzed by high performance liquid chromatography (HPLC). (7) High yeilds are only obtained for primary haloalkanes, and, to a lesser extent, secondary haloalkanes. (a) Compounds of the following general formula (8): (a) Compounds of the following general formula (9). by distilling off the solvent), the deposition is preferably carried out after the yield of the ether carboxylate salt has reached at least 50 weight %, further preferably at least 60 weight %, of the charged carboxyl-group-containing unsaturated organic compound or carboxyl-group-containing epoxy compound. An amount of 19.6 g of maleic anhydride was dissolved into 50 g of water. The carboxyl-group-containing unsaturated organic compound (B1) is, for example, at least one compound selected from the group consisting of: unsaturated monocarboxylic acids, such as acrylic acid and methacrylic acid; and unsaturated dicarboxylic acids, such as (anhydrous) maleic acid. Incidentally, the identification of the CMOS-3Na was carried out by 1H-NMR and 13C-NMR. Incidentally, in the formulae below, the carboxylate salt is represented as the corresponding carboxylic acid. As a result, it was found that trisodium carboxymethoxysuccinate (CMOS-3Na) was obtained with a yield of 80.3 mol % (as based on the charged maleic anhydride). & Terms of Use. Examples of the hydroxyl-group-containing organic compound include hydroxycarboxylic acid compounds, polyhydric alcohol compounds, higher alcohol compounds with 6 to 22 carbon atoms, and saccharides. A carboxylic acid is an organic acid that contains a carboxyl group (C(=O)OH) attached to an R-group. 16, p. 5741-58 (1990)). This reaction is easily advanced by heating the reaction liquid to the temperature in the range of 40∼150 °C, preferably 70∼120 °C. In the etherification step, the ether compound may be deposited in the course of the reaction of the raw compounds in the solvent. The deposition of the ether carboxylate salt, which is a product, might naturally occur with the proceeding of the reaction, depending on the concentration during the reaction. The above water-insoluble salt, as separated from the reaction liquid, can be reused as a rare earth element source for a new etherification reaction, so the aforementioned etherification reaction can repeatedly be carried out. The conditions, such as temperature, in adding the seed crystal are not especially limited. 46, No. The amount of the above alkaline carbonate, as added, is at least a sufficient amount to convert the rare earth element ion into its carbonate, and the concrete amount thereof can easily be determined from the amount of the rare earth element ion as used. After 2.5 hours from the initiation of the reaction, the deposition of crystals of CMOS began, and then the reaction was continued for 6 more hours. Typical examples thereof are alcohols in which R is hexyl, heptyl, octyl, nonyl, decyl, undecyl, lauryl, myristyl, palmityl, stearyl, arachidyl, behenyl, oleyl, linol, linolenyl, or 2-ethylhexyl. The deposition of the ether compound is, for example, carried out by adding a seed crystal, or by distilling off the reaction solvent, or by carrying out the addition of the seed crystal and the distilling-off of the reaction solvent at the same time.

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