CN101885665A - Method for preparing tetrabromomethane - Google Patents
Method for preparing tetrabromomethane Download PDFInfo
- Publication number
- CN101885665A CN101885665A CN2010102295324A CN201010229532A CN101885665A CN 101885665 A CN101885665 A CN 101885665A CN 2010102295324 A CN2010102295324 A CN 2010102295324A CN 201010229532 A CN201010229532 A CN 201010229532A CN 101885665 A CN101885665 A CN 101885665A
- Authority
- CN
- China
- Prior art keywords
- solution
- preparation
- tetrabromomethane
- bromine
- acetone
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
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- HJUGFYREWKUQJT-UHFFFAOYSA-N tetrabromomethane Chemical compound BrC(Br)(Br)Br HJUGFYREWKUQJT-UHFFFAOYSA-N 0.000 title claims abstract description 34
- 238000000034 method Methods 0.000 title abstract description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 27
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims abstract description 26
- 238000003756 stirring Methods 0.000 claims abstract description 22
- 238000007654 immersion Methods 0.000 claims abstract description 17
- 238000006243 chemical reaction Methods 0.000 claims abstract description 16
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims abstract description 15
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims abstract description 15
- 229910052794 bromium Inorganic materials 0.000 claims abstract description 15
- 238000002360 preparation method Methods 0.000 claims abstract description 15
- 239000007787 solid Substances 0.000 claims abstract description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000003444 phase transfer catalyst Substances 0.000 claims abstract description 7
- 238000007670 refining Methods 0.000 claims abstract description 6
- 238000001816 cooling Methods 0.000 claims abstract description 4
- 235000011194 food seasoning agent Nutrition 0.000 claims description 6
- JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical group [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 claims description 6
- 230000000750 progressive effect Effects 0.000 claims description 5
- 239000000047 product Substances 0.000 abstract description 13
- 239000006227 byproduct Substances 0.000 abstract description 3
- 239000000376 reactant Substances 0.000 abstract description 2
- DIKBFYAXUHHXCS-UHFFFAOYSA-N bromoform Chemical compound BrC(Br)Br DIKBFYAXUHHXCS-UHFFFAOYSA-N 0.000 abstract 2
- 229950005228 bromoform Drugs 0.000 abstract 1
- 238000001035 drying Methods 0.000 abstract 1
- 238000009776 industrial production Methods 0.000 abstract 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 230000002265 prevention Effects 0.000 description 3
- 239000003643 water by type Substances 0.000 description 3
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000010189 synthetic method Methods 0.000 description 2
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000005498 polishing Methods 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention relates to a method for preparing tetrabromomethane. The preparation method comprises the following steps of: (1) solution preparation: adding water and sodium hydroxide into a reactor in turn, starting a cooling device to cool the system to zero DEG C, then slowly dropping bromine into the solution through an immersion dropping funnel, wherein the temperature of the system is guaranteed not to be over 5 DEG C, and continuously stirring the solution for 20 minutes after all the bromine is added; (2) reaction: slowly dropping acetone into the solution prepared in the step (1) through the immersion dropping funnel, continuously stirring the solution for 3 to 5 hours after all the acetone is added, and standing and demixing the solution; and (3) refining: separating solid from the reaction solution system stood over night and naturally drying the solid to obtain a finished product. The method determines the optimal concentrations of various reactants containing the bromine, the sodium hydroxide and the acetone, so the reaction yield is improved and the method is more suitable for the requirement of industrial production; moreover, the problem of a bromoform byproduct is solved by adding a phase transfer catalyst.
Description
Technical field
The invention belongs to the organic compound preparation field, especially a kind of preparation method of tetrabromomethane
Background technology
Tetrabromomethane claims carbon tetrabromide again, is one of domestic and international mass-produced chemical products, is widely used in organic synthesis fields such as pharmacy, leather polishing, papery glory.Simultaneously, can be used for the fire prevention of electric insulation oil, the fire prevention of organic solvent, the fire prevention of some superpolymer etc.; And the combined composition of using in vulcanizing agent, superpolymer chainpropagation conditioning agent, illumination polymerization starter, photoactive layer and the fire extinguishing composition when making whipping agent that expanded plastic uses, synthetic elastomer, testing laboratory are with reagent, medicine intermediate additive etc.The synthetic method of existing tetrabromomethane is to be more common in domestic, external bibliographical information, and synthetic method is roughly the same, but details is described less, and the product yield that synthesizes is not high; And always contain the by product methenyl bromide in the synthetic product.This will ask the producer also will separate after reaction, make with extra care, and improve cost thus, has elongated man-hour, reduced plant factor, reduce the market competitiveness.
Summary of the invention
The objective of the invention is to overcome the deficiencies in the prior art, the preparation method of a kind of yield height, tetrabromomethane that cost is low is provided.
The objective of the invention is to be achieved through the following technical solutions:
A kind of preparation method of tetrabromomethane, preparation method's step is:
(1) dosing: in a reactor that has refrigerating unit, electric stirring, thermometer, water circulation condenser and an immersion type dropping funnel, drop into water, sodium hydroxide successively, open refrigerating unit system is chilled to zero degrees celsius, slowly drip bromine by the immersion type dropping funnel then, the temperature of guarantee system is no more than 5 degrees centigrade, adds the back and continues to stir 20 minutes;
(2) reaction: when continuing stirring and continuing to keep the state of cooling, acetone is dripped lentamente by the immersion type dropping funnel in the solution for preparing in progressive rapid (1), continue after adding to stir standing demix 3-5 hour;
(3) refining: solid in the reaction solution of standing over night is separated from system, and seasoning is finished product.
And described bromine: the ratio of weight and number of acetone is 10: 1.
And described phase-transfer catalyst is a Tetrabutyl amonium bromide.
And described bromine: sodium hydroxide weight fraction ratio is 2: 1-1.4.
Advantage of the present invention and beneficial effect are:
1, the present invention by careful research, has determined the reaction conditionss such as best proportioning of various reactants, thereby has reached market demands to improve yield, has satisfied the demand in market, has created economic benefit of enterprises and social benefit.
2, the present invention removes the by product methenyl bromide by adding a kind of phase-transfer catalyst Tetrabutyl amonium bromide, through need not to make with extra care after the reaction of chemical examination product, content just meets the requirements after the seasoning, and does not detect methenyl bromide, and product meets the chemical reagent secondary standard.
Embodiment
The invention will be further described below by specific embodiment.Following examples are descriptive, are not restrictive, can not limit protection scope of the present invention with this.
Embodiment 1:
A kind of preparation method of tetrabromomethane, preparation process is:
(1) dosing:
Have refrigerating unit to one, electricity stirs, and thermometer in 1000 milliliters the reactor of water circulation condenser and immersion type dropping funnel, drops into 500 ml waters, 100 gram sodium hydroxide successively, opens refrigerating unit system is chilled to zero degrees celsius; Slowly drip bromine 200 grams by the immersion type dropping funnel then; In this process, come the temperature of guarantee system to be no more than 5 degrees centigrade, add the back and continue to stir 20 minutes by the speed of control dropping bromine;
(2) reaction:
When continuing stirring and keeping the state of cooling, add phase-transfer catalyst Tetrabutyl amonium bromide 1 gram, drip 20 gram acetone in the solution for preparing in progressive rapid (1) lentamente by the immersion type dropping funnel then, have white solid in the system and separate out this moment, the product tetrabromomethane that Here it is generates; Meanwhile system temperature can raise synchronously, comes the temperature of guarantee system to be no more than 5 degrees centigrade by the speed of control dropping acetone in this process, adds the back and continues to stir standing demix 3-5 hour;
(3) refining:
Solid in the reaction solution of standing over night is separated from system, and seasoning is finished product, can pack commercially available.
Embodiment 2:
(1) dosing:
In a reactor of 1000 milliliters that has refrigerating unit, electric stirring, thermometer, water circulation condenser and an immersion type dropping funnel, drop into 500 ml waters, 120 gram sodium hydroxide successively, open refrigerating unit system is chilled to zero degrees celsius.Slowly drip bromine 200 grams by the immersion type dropping funnel then and in this process, come the temperature of guarantee system to be no more than 5 degrees centigrade, add the back and continue to stir 20 minutes by the speed of control dropping bromine.
(2) reaction:
Continuing to stir and proceed the refrigerative while, add phase-transfer catalyst Tetrabutyl amonium bromide 1 gram, drip 20 gram acetone in the solution for preparing in progressive rapid (1) lentamente by the immersion type dropping funnel then, have white solid in the system and separate out this moment, the product tetrabromomethane that Here it is generates; Meanwhile system temperature can raise synchronously, comes the temperature of guarantee system to be no more than 5 degrees centigrade by the speed of control dropping acetone in this process, adds the back and continues to stir standing demix 3-5 hour.
(3) refining:
Solid in the reaction solution of standing over night is separated from system, and seasoning is finished product, can pack commercially available.
Embodiment 3:
(1) dosing:
In a reactor of 1000 milliliters that has refrigerating unit, electric stirring, thermometer, water circulation condenser and an immersion type dropping funnel, drop into 500 ml waters, 140 gram sodium hydroxide successively, open refrigerating unit system is chilled to zero degrees celsius; Slowly drip bromine 200 grams by the immersion type dropping funnel then and in this process, come the temperature of guarantee system to be no more than 5 degrees centigrade, add the back and continue to stir 20 minutes by the speed of control dropping bromine.
(2) reaction:
Continuing to stir and proceed the refrigerative while, add phase-transfer catalyst Tetrabutyl amonium bromide 1 gram, drip 20 gram acetone in the solution for preparing in progressive rapid (1) lentamente by the immersion type dropping funnel then, have white solid in the system and separate out this moment, the product tetrabromomethane that Here it is generates; Meanwhile system temperature can raise synchronously, comes the temperature of guarantee system to be no more than 5 degrees centigrade by the speed of control dropping acetone in this process, adds the back and continues to stir standing demix 3-5 hour.
(3) refining:
Solid in the reaction solution of standing over night is separated from system, and seasoning is finished product, can pack commercially available.
Claims (4)
1. the preparation method of a tetrabromomethane, it is characterized in that: preparation method's step is:
(1) dosing: in a reactor that has refrigerating unit, electric stirring, thermometer, water circulation condenser and an immersion type dropping funnel, drop into water, sodium hydroxide successively, open refrigerating unit system is chilled to zero degrees celsius, slowly drip bromine by the immersion type dropping funnel then, the temperature of guarantee system is no more than 5 degrees centigrade, adds the back and continues to stir 20 minutes;
(2) reaction: when continuing stirring and continuing to keep the state of cooling, acetone is dripped lentamente by the immersion type dropping funnel in the solution for preparing in progressive rapid (1), continue after adding to stir standing demix 3-5 hour;
(3) refining: solid in the reaction solution of standing over night is separated from system, and seasoning is finished product.
2. the preparation method of tetrabromomethane according to claim 1, it is characterized in that: described bromine: the ratio of weight and number of acetone is 10: 1.
3. the preparation method of tetrabromomethane according to claim 1, it is characterized in that: described phase-transfer catalyst is a Tetrabutyl amonium bromide.
4. the preparation method of tetrabromomethane according to claim 1, it is characterized in that: described bromine: sodium hydroxide weight fraction ratio is 2: 1-1.4.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2010102295324A CN101885665A (en) | 2010-07-17 | 2010-07-17 | Method for preparing tetrabromomethane |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2010102295324A CN101885665A (en) | 2010-07-17 | 2010-07-17 | Method for preparing tetrabromomethane |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN101885665A true CN101885665A (en) | 2010-11-17 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2010102295324A Pending CN101885665A (en) | 2010-07-17 | 2010-07-17 | Method for preparing tetrabromomethane |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN101885665A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114853562A (en) * | 2022-06-15 | 2022-08-05 | 江苏南大光电材料股份有限公司 | High-purity carbon tetrabromide and preparation method thereof |
-
2010
- 2010-07-17 CN CN2010102295324A patent/CN101885665A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114853562A (en) * | 2022-06-15 | 2022-08-05 | 江苏南大光电材料股份有限公司 | High-purity carbon tetrabromide and preparation method thereof |
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| C06 | Publication | ||
| PB01 | Publication | ||
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| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20101117 |