Structure-activity relationships of benzoic acid derivatives as antifeedants for the pine weevil, Hylobius abietis was written by Unelius, C. Rikard;Nordlander, Goeran;Nordenhem, Henrik;Hellqvist, Claes;Legrand, Sacha;Borg-Karlson, Anna-Karin. And the article was included in Journal of Chemical Ecology in 2006.Electric Literature of C9H10O4 This article mentions the following:
Aromatic organic compounds found in the feces of the pine weevil, Hylobius abietis (L.) (Coleoptera: Curculionidae), have been shown to deter feeding behavior in this species, which is a serious pest of planted conifer seedlings in Europe. We evaluated 55 benzoic acid derivatives and a few homologs as antifeedants for H. abietis. Structure-activity relationships were identified by bioassaying related compounds obtained by rational syntheses of functional group analogs and structural isomers. We identified 5 main criteria of efficiency as antifeedants among the benzoic acid derivatives By predicting optimal structures for H. abietis antifeedants, we attempted to find a com. antifeedant to protect conifer seedlings against damage by H. abietis in regenerating forests. New, highly effective antifeedants are Me 2,4-dimethoxybenzoate, iso-Pr 2,4-dimethoxybenzoate, Me 2-hydroxy-3-methoxybenzoate, Me (3,5-dimethoxyphenyl)acetate, and Me (2,5-dimethoxyphenyl)acetate. Of these, Me 2,4-dimethoxybenzoate and iso-Pr 2,4-dimethoxybenzoate have the highest antifeedant indexes of all substances tested and are the best candidates for practical applications in order to protect planted seedlings in the field. In the experiment, the researchers used many compounds, for example, Methyl 4-Hydroxy-2-methoxybenzoate (cas: 28478-46-8Electric Literature of C9H10O4).
Methyl 4-Hydroxy-2-methoxybenzoate (cas: 28478-46-8) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits. Esters contain a carbonyl center, which gives rise to 120° C–C–O and O–C–O angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C–O–C bonds has a low barrier. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. Electric Literature of C9H10O4
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics