Citation:
LIU Xu-Feng, WANG Yun, CHEN Zheng-Xian, HE Hong-Wu. Synthesis and Plant Growth Regulation Activity of α-(4-Chloro-1-naphthyloxy acetoxy)alkyl phosphonates[J]. Chinese Journal of Applied Chemistry,
;2005, 22(1): 40-44.
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Eight title compounds were synthesized in yields of 43.2%~56.5% by chlorination of 1-methoxynaphthalene in CF3COOH/CH3COOH mixtures(volume ratio,1:9) at 25℃ with Cl- as chlorine source, O2 and catalytic amount of NO+ BF4- as the oxidant. Their structures were confirmed by virtue of elemental analysis, IR, 1H NMR and MS. The plant growth regulating activities of the compounds were examined. Most of the compounds have a remarkable plant growth regulating activity, for compounds 6f and 6h the inhibiting activities are -20.3%(6f) and -15.3%(6h) respectively on wheat coleoptile at the concentration of 0.1 g/L, and promoting activities 2.58%(6f) and 2.04%(6h) at the concentration of 0.01 g/L. The inhibition rates of compounds 6a~6h on wheat coleoptile are increased compared with those of 1 hydroxyalkanephosphonic esters (5a~5h) by 2.3%~4.5%, and promotion rates are also increased by 0.24%~0.58%. Chlorine in naphthalene ring appears in favor of improving biological activity of these compounds.
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Keywords:
- phosphonate,
- chloronaphthol,
- plant growth regulator
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