Method for selectively preparing o-chlorotoluene

An o-chlorotoluene, selective technology, applied in the field of chemistry, can solve the problems of equipment corrosion, high cooling energy consumption, low reaction temperature, etc., and achieve the effect of improving selectivity

Inactive Publication Date: 2014-03-05
SOUTHEAST UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The reaction temperature of this method is low, the cooling energy consumption is high, and due to the use of aqueous hydrogen chloride solution, the equipment is severely corroded.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Add 20mg of elemental iodine and 10mg of iron powder into 30ml of toluene solution. Under the condition of avoiding light, uniformly and slowly pass chlorine gas for about 3-5 hours. The temperature range of the whole process is controlled within the range of 40-50℃, and the intermediate gas phase is monitored until the end of the reaction. Samples were taken for gas chromatography. The detection results are as follows: the conversion rate of toluene is 99.91%, the content of o-chlorotoluene is 68.1%, the content of p-chlorotoluene is 29.21%, the content of m-chlorotoluene is 0.15% and the total content of polychlorinated toluene is 2.45%.

Embodiment 2

[0019] Add 10mg of elemental iodine and 30mg of iron powder into 30ml of toluene solution. Under the condition of avoiding light, uniformly and slowly pass chlorine gas for 3-5 hours. The temperature range of the whole process is controlled within the range of 40-50℃, and the intermediate gas phase is monitored until the reaction is completed. Samples were taken for gas chromatography. The test results are as follows: the conversion rate of toluene is 99.95%, the content of o-chlorotoluene is 64.95%, the content of p-chlorotoluene is 32.34%, the content of m-chlorotoluene is 0.13% and the total content of polychlorinated toluene is 2.53%.

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Abstract

The invention provides a novel method for preparing o-chlorotoluene through chlorinating toluene. The technical scheme is as follows: the method comprises the steps of taking a mixture of elemental iodine and iron powder as a catalyst under dark conditions, adding the catalyst into a toluene solution, slowly introducing chlorine gas, controlling the temperature of a whole chlorination process to be 40-50 DEG C, and controlling an introduced chlorine gas volume so as to enable the toluene conversion ratio to be not lower than about 99%. According to the method, after the catalyst is applied to toluene chlorination, the percent content of o-chlorotoluene in a product is increased effectively, the content ratio of o-chlorotoluene to p-chlorotoluene reaches 2.0, the content of m-chlorotoluene is lower than 0.2%, and the total content of poly-chlorotoluene is lower than 5.0%.

Description

technical field [0001] The invention belongs to the technical field of chemistry and relates to a new method for preparing o-chlorotoluene by selective chlorination of toluene. Background technique [0002] Ortho-chlorotoluene (OCT) is an important raw material intermediate for pesticides, dyes, medicines and paints, and a medium-boiling organic solvent with good performance. At present, o-chlorotoluene is being increasingly widely used in organic synthesis. For example, direct application of o-chlorotoluene can synthesize thiazole compounds, high-pressure greases and oils, insulating paints for colleges and universities, etc. The indirect application of o-chlorotoluene can synthesize o-chlorobenzyl chloride, o-chlorobenzonitrile, o-toluidine, phenylacetic acid, o-chlorobenzoic acid, o-cresol and other valuable intermediates in pesticides, dyes, medicines and dyes. [0003] In recent years, with the intensification of the subsequent product development of o-chlorotoluene, ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C25/02C07C17/12B01J27/128
Inventor 王明亮车军强马健
Owner SOUTHEAST UNIV
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