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诺卜乙基醚的氧化反应(PDF)

《南京林业大学学报(自然科学版)》[ISSN:1000-2006/CN:32-1161/S]

Issue:
2004年06期
Page:
31-34
Column:
研究论文
publishdate:
1900-01-01

Article Info:/Info

Title:
A Study on Oxidation of Nopyl Ethyl Ether
Article ID:
1000-2006(2004)06-0031-04
Author(s):
WANG Zong-de~1XIAO Zhuan-quan~2CHEN Jin-zhu~1
1.Jiangxi Agricultural University,Nanchang 330045,China;2.Jiangxi Normal University,Nanchang 330027,China
Keywords:
NopolNopyl ethyl etherPotassium permanganateOxidation
Classification number :
0624.33;TQ351.47+2
DOI:
10.3969/j.jssn.1000-2006.2004.06.008
Document Code:
A
Abstract:
Nopol and nopyl ethyl ether were synthesized from β-pinene,and nopyl ethyl ether was oxidized by basic potassium permanganate solution.The results are as follows:(1)The structures of 8 products were identified by GC-MS,they were 2,2-dimethyl-3-(β-ethoxypropionyl)cyclobutanone,cis-2,2-dimethyl-3-(β-ethoxypropionyl) cyclobutaneacetic acid,3-hydroxy-cis-2,2-dimethyl-3-(β-ethoxypropionyl) cyclobutaneacetic acid,1-hydroxy-cis-2,2-dimeth-yl-3-(β-ethoxypropionyl) cyclobutaneacetic acid,2,3-dihydroxy-nopyl ethyl ether,5-hydroxy-2,3-epoxynoyl ethyl ether,1-hydroxy-2,3-epoxynopyl ethyl ether,1,5-dimethyl-2,3-epoxynopyl ethyl ether.(2)Because the isolation of the products was very difficult,so an ester of a main product was isolated through a designed process,and its structure was identified by IR,MS,~1H NMR and~(13)C NMR.It was cis-2,2-dimethyl-3-(β-ethoxypropionyl) cyclobutaneacetate.(3)The results suggested that the first product of this action was 2,3-dihydroxy-nopyl ethyl ether,which could be further cleaved to produce cyclobutaneacetic acid or dehydrated to produce 2,3-epoxide.

References

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Last Update: 1900-01-01