精细石油化工2025,Vol.42Issue(1) :23-26.DOI:10.20075/j.cnki.issn.1003-9384.2025.01.006

Sandmeyer法合成2-溴-6-氯甲苯

SYNTHESIS OF 2-BROMO-6-CHLOROTOLUENE BY SANDMEYER METHOD

王博闻 南沛然 李世云 文彬 陈兴权 鲍晓军
精细石油化工2025,Vol.42Issue(1) :23-26.DOI:10.20075/j.cnki.issn.1003-9384.2025.01.006

Sandmeyer法合成2-溴-6-氯甲苯

SYNTHESIS OF 2-BROMO-6-CHLOROTOLUENE BY SANDMEYER METHOD

王博闻 1南沛然 1李世云 2文彬 2陈兴权 2鲍晓军1
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作者信息

  • 1. 福州大学化工学院,福建 福州 350000;清源创新实验室,福建泉州 362000
  • 2. 清源创新实验室,福建泉州 362000
  • 折叠

摘要

采用Sandmeyer法以3-氯-2-甲基苯胺为原料,亚硝酸钠为重氮化试剂,在低温、酸性环境下得到重氮盐,再利用铜基催化剂、不同温度的条件下分解,得到2-氯-6-溴甲苯.适宜合成条件为:以30%硫酸溶解胺,以亚硝酸钠的硫酸溶液成盐,以氢溴酸为溴源、铜粉为催化剂、在0 ℃分解.其中,酸用量为原料的5倍,n(3-氯-2-甲基苯胺)∶n(亚硝酸钠)∶n(铜粉)∶n(工业氢溴酸)=1∶1.2∶0.1∶1.2,2-溴-6-氯甲苯的收率可达95%.

Abstract

Using the Sandmeyer method with 3-chloro-2-methylaniline as the raw material and sodium nitrite as diazotization reagent,diazonium salts were obtained at low temperature and acid environ-ment.Then,copper-based catalysts were used to decompose diazonium salts under-different tempera-ture conditions to obtain 2-chloro-6-bromotoluene.The optimal synthesis conditions are to dissolve the amine in 30%sulfuric acid(mass fraction),form the diazonium salt with a sulfuric acid solution of sodium nitrite,use hydrobromic acid as the bromine source,copper powder as the catalyst,and de-compose at 0℃.Among them,the amount of acid used is 5 times that of the raw material,n(3-Chlo-ro-2-methylaniline)∶n(sodium nitrite)∶n(copper)∶n(industrial hydrobromic acid)=1∶1.2∶0.1∶1.2,and the yield of 2-chloro-6-bromotoluene reaches 95%.

关键词

Sandmeyer反应/重氮盐/亚硝酸钠/2-溴-6-氯甲苯/3-氯-2-甲基苯胺

Key words

Sandmeyer reaction/diazonium salts/sodium nitrite/2-bromo-6-chlorotoluene/3-chloro-2-methylaniline

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出版年

2025
精细石油化工
中国石化集团资产经营管理有限公司天津石化分公司

精细石油化工

影响因子:0.513
ISSN:1003-9384
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