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ChemicalBook CAS DataBase List Antioxidant 1520
110553-27-0

Antioxidant 1520 synthesis

3synthesis methods
-

Yield:110553-27-0 99.1%

Reaction Conditions:

Stage #1: formaldehyd;Octanethiol;ortho-cresolwith hydrogenchloride;2,2'-iminobis[ethanol] in water; pH=Ca. 3 - 4; for 8 h;Reflux;
Stage #2: methyl iodidewith copper(l) iodide at 95; for 4 h;Temperature;

Steps:

1-3; 1-4 Example 2

Add 216.3g (2.0mol) of o-cresol, 599.8g (4.1mol) of n-octyl mercaptan, 126.1g (4.2mol) of paraformaldehyde, 21.0g (0.2mol) of diethanolamine, and 120ml of water into the reaction kettle,Then add concentrated hydrochloric acid to adjust the pH to about 3-4, and react for about 8 hours under reflux conditions.Then the temperature was lowered to 60-70°C and left to stand for stratification, and the lower water phase was discharged from the lower outlet of the reactor.Then, 14.2 g (about 0.1 mol) of methyl iodide and 2.1 g of CuI were added, and then reheated to 95° C., and the reaction was continued for 4 hours.After the reaction, it was naturally cooled to room temperature, the insoluble matter was removed by filtration, 6 ml of formic acid was added, and the mixture was heated to 45° C. and stirred for 0.5 hour, and then washed twice with water.The washed liquid was vacuum distilled to remove residual small molecules and volatile substances under the conditions of 20mmHg vacuum/120°C, and then dried with anhydrous sodium sulfate to obtain 842.5g of a colorless, odorless and transparent solution with a yield of 99.1%.The content of 2,4-bis(n-octylthiomethylene)-6-methylphenol in the product was 99.2%, and n-octyl mercaptan was not detected.

References:

CN113045462,2021,A Location in patent:Paragraph 0004; 0037-0038; 0039-0040; 0041-0042; 0043-0044

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