Chemical Industry and Engineering Progree ›› 2012, Vol. 31 ›› Issue (02 ): 300-303.

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Structure characterization of primary impurity formed in the rectification process of dehydrolinalool under vacuum condition

WENG Yufei1,GUO Shizhuo1,WANG Yahui2,XI Jun1,YANG Zushou1,YAO Yajuan1   

  1. (1The Fine Chemical Research Institute of Shanghai Petrochemical Co. Ltd.,Shanghai 200540,China; 2The Quality Management Center of Shanghai Petrochemical Co. Ltd.,Shanghai 200540,China)
  • Online:2012-02-25 Published:2012-02-05

脱氢芳樟醇减压精馏过程形成的杂质结构表征

翁羽飞1,郭世卓1,王雅辉2,奚  军1,杨祖寿1,姚亚娟1   

  1. 1中国石化上海石油化工股份有限公司精细化工研究所,上海 200540
    2中国石化上海上海石油化工股份有限公司质量管理中心,上海 200540

Abstract: Thermal cyclization of dehydrolinalool with 97.2 mass percent at 198—202 ℃ under the condition of atmospheric pressure for 7.5h gave the product containing of 94.0 mass percent of cis and trans isomers of 1-methyl-2-methylidene-3-isopropenyl-1-cyclopentanol which were characterized by GC-MS,GC-IR,13C NMR,HSQC and 1H NMR spectroscopy. Effect of temperature on the thermal cyclization of dehydrolinalool was investigated. Based on the analytical data of the sample of 1-methyl-2- methylidene-3-isopropenyl-1-cyclopentanol prepared as above and impurities tested by GC/MS spectra in dehydrolinalool,it showed that the primary impurities formed in the rectification process of dehydrolinalool under vacuum condition are cis and trans isomers of 1-methyl-2-methylidene-3- isopropenyl-1-cyclopentanol.

Key words: thermal cyclization, dehydrolinalool, NMR spectroscopy, cis and trans-1-methyl-2- methylidene-3-isopropenyl-1-cyclopentanol, structure characterization of impurity

摘要: 以质量分数为97.2%的脱氢芳樟醇为原料,198~202 ℃、常压条件下进行热环化反应,反应时间7.5 h,得到质量分数为94.0%的1-甲基-2-亚甲基-3-异丙烯基-1-环戊醇顺反异构体混合物,以GC/IR、GC/MS、1H NMR、13C NMR、HSQC技术对自制的1-甲基-2-亚甲基-3-异丙烯基-1-环戊醇样品进行表征。考察了温度对脱氢芳樟醇热环化反应影响,以自制1-甲基-2-亚甲基-3-异丙烯基-1-环戊醇标样进行比对分析,结合脱氢芳樟醇精馏产品杂质的GC/MS谱图,确定脱氢芳樟醇减压精馏过程形成的主要杂质是1-甲基-2-亚甲基-3-异丙烯基-1-环戊醇顺反异构体混合物,是由脱氢芳樟醇精馏过程中发生热环化反应形成的。

关键词: 脱氢芳樟醇, 热环化反应, 1-甲基-2-亚甲基-3-异丙烯基-1-环戊醇, NMR分析, 结构表征