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Taylor and Francis Group, Natural Product Research, 13(31), p. 1536-1543, 2017

DOI: 10.1080/14786419.2017.1280494

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An efficient synthesis method targeted to a novel aziridine derivative of p -menthane from turpentine and its herbicidal activity

Journal article published in 2017 by Shou-Ji Zhu, Shi-Chao Xu, Zhen-Dong Zhao ORCID
This paper is available in a repository.
This paper is available in a repository.

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Abstract

A novel aziridine compound N -acetyl-1,2-azacyclo- p -menthane d was synthesised using turpentine as raw material and characterised by FT-IR, 1 H NMR, 13 C NMR, ESI + -MS and HRMS. The pre-emergence herbicidal activities of d and its synthetic intermediates cis- and trans- N , N ′-diacetyl- p -menthane-1,8-diamine ( b2 and b1 ) were determined. The result showed that d exhibited much higher herbicidal activities against annual ryegrass, Digitaria sanguinalis and Ixeris denticulate than b2 and b1 . The IC 50 of d against the root and shoot growth of these three plants were lower than 1 mmol L −1 . In contrast, the IC 50 of b1 and b2 against the root and shoot growth of these plants were more than 10 mmol L −1 . Transformition of turpentine into N -acetyl-1,2-azacyclo- p -menthane ( d ).