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Method for synthesizing diselenides

A technology of diselenide and selenium powder, which is applied in the direction of organic chemistry, can solve the problems of difficult large-scale production, polluting the environment, and long routes, and achieves the effects of low equipment corrosion, large load capacity, and less solid waste

Inactive Publication Date: 2016-05-11
YANGZHOU UNIV
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  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, from the current literature reports, usually diselenide is prepared by the reaction of selenium and Grignard reagent or sodium diselenide with halogenated hydrocarbons and sulfonic acid esters. These methods have long routes and harsh conditions for some reactions, resulting in The odorous intermediate selenol does not conform to the spirit of green chemistry, which makes the reaction cost high and pollutes the environment, making it difficult to apply to large-scale production

Method used

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  • Method for synthesizing diselenides
  • Method for synthesizing diselenides
  • Method for synthesizing diselenides

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] Add 180mg (0.75mol) sodium sulfide nonahydrate and 237mg (3mol) selenium powder into the high-pressure sealed tube, vacuumize and fill with nitrogen, take 2mL of water into the high-pressure sealed tube, fill with nitrogen, place in an oil bath at 140°C and stir for 48 hours .

[0017] Weigh 274 mg (2 mol) of n-bromobutane and 1 mL of ethanol into a high-pressure sealed tube, purging with air, and stirring in an oil bath at 100°C for 48 hours. After the reaction was completed, it was extracted with ether, and the product was separated by climbing a board, and the yield was 64%.

Embodiment 2

[0019] Based on the reaction reported in Example 1, the effects of each reaction at different temperatures in the two steps were investigated, and the experimental results are shown in Tables 1 and 2.

[0020] Table 1: The temperature of step 2 is unchanged, only the temperature of step 1 is changed:

[0021]

[0022] In the above table rt means room temperature.

[0023] Table 2: The temperature of step 1 is unchanged (140°C), only the temperature of step 2 is changed:

[0024]

[0025] In the above table rt means room temperature.

[0026] It can be seen from the above table that when the reaction temperature of step 1 is 140°C and the reaction temperature of step 2 is 100°C, the yield is the highest.

Embodiment 3

[0028] Other conditions are the same as in Example 1, and the influence of different reactant dosages on the reaction is checked, and the experimental results are shown in Table 3.

[0029] The impact of table 3 reactant dosage

[0030]

[0031] As can be seen from the above table, the yield is the highest when the selenium reagent is 1.5 equivalents (Example 1).

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Abstract

The invention relates to the technical field of chemical synthesis of organic selenium, in particular to a method for synthesizing diselenides. The method comprises the steps that selenium powder and sodium sulfide nonahydrate are utilized for reacting to generate selenium disodium tetrasulphide, and then selenium disodium tetrasulphide and halohydrocarbon react to prepare the diselenides. According to the provided by the invention, raw materials are simple and easy to obtain, cost is low, the path is short, reaction conditions are mild, and the reaction is easy to operate.

Description

technical field [0001] The invention relates to a technical field of synthesis of diselenide. Background technique [0002] The development of organic selenium chemistry is quite rapid, and the synthesis and new methods of many useful selenium reagents in organic synthesis have been discovered and reported continuously. Among them, diselenide is the most widely used selenium reagent in organic synthesis, and it can be transformed into a variety of useful organoselenium compounds, so it is the most widely used in organoselenium compounds. However, from the current literature reports, usually diselenide is prepared by the reaction of selenium and Grignard reagent or sodium diselenide with halogenated hydrocarbons and sulfonic acid esters. These methods have long routes and harsh conditions for some reactions, resulting in The foul-smelling intermediate selenol does not conform to the spirit of green chemistry, which makes the reaction cost high and pollutes the environment, m...

Claims

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Application Information

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IPC IPC(8): C07C391/00
CPCC07C391/00
Inventor 俞磊凌海刘名轩唐大亮刘永红
Owner YANGZHOU UNIV
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