ChemInform Abstract: AN UNUSUAL TRANSANNULAR REACTION IN AN EIGHT-ATOM RING DURING HYDRATION OF AN ACETYLENIC COMPOUND

In order to elucidate chemical structure-odor correlation in the all isomers of n-nonen-1- ols, an entire series of these alcohols were synthesized stereo-selectively in high purity. For unequivocal syntheses of them, geometrically selective hydrogenation of the respective acetylenic compound was adopted. The synthesized alcohols were converted to their 3,5-dinitrobenzoate derivatives with 3,5-dinitrobenzoyl chloride, and then purified by repeated recrystallization. Chemical structure-odor correlations in all the isomers of n-nonen-1-ols were elucidated by introducing a novel method to evaluate odor characteristics and by treating the obtained data statistically with the principal component analysis method (Cramer et al., 1988). The odor profiles of the tested compounds were attributable largely to the positions of the carbon- double bond. The geometries of compounds had only a little effect. With the principal component analysis, the odor profiles of the series of compounds were successfully integrated into the first and the second principal components. The first component (PC-1) consisted of combined characteristics of fruity, fresh, sweet, herbal and oily-fatty, in which herbal and oily-fatty were conversely correlated each other to the position of double-bond of the tested compounds. Of these, only (6Z)-nonen-1-ol deviated markedly from the correlation, indicative of some special interaction between the spatial structure of this compound and the sensory machinery of human.

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Construction of Layered B3N3-Doped Graphene Sheets from an Acetylenic Compound Containing B3N3 by a Semisynthetic Strategy

ACS Applied Materials & Interfaces ◽

10.1021/acsami.9b10582 ◽

2019 ◽

Vol 11 (36) ◽

pp. 33245-33253 ◽

Cited By ~ 2

Author(s):

Chen Chen ◽

Kangkang Guo ◽

Yaping Zhu ◽

Fan Wang ◽

Weian Zhang ◽

...

Keyword(s):

Graphene Sheets ◽

Acetylenic Compound ◽

Doped Graphene

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BIOPESTICIDE POTENTIAL OF (7R)-TRANS, TRANS-NEPETALACTONE AND CIS-LACHNOPHYLLUM ESTER IN CONTROL OF MUSTARD APHID, LIPAPHIS ERYSIMI (KALT.)

Jurnal Teknologi ◽

10.11113/jt.v77.5981 ◽

2015 ◽

Vol 77 (2) ◽

Author(s):

Vinod Kumar ◽

Chandra Shekhar Mathela ◽

Geeta Tewari ◽

Ajay Kumar Pandey

Keyword(s):

Essential Oils ◽

Insecticidal Activity ◽

2D Nmr ◽

Positive Control ◽

Lipaphis Erysimi ◽

Acetylenic Compound ◽

Mustard Aphid ◽

Synthetic Pesticide ◽

Natural Pesticides ◽

Erigeron Annuus

(7R)-trans, trans-nepetalactone; a monoterpene iridoid (1) and acetylenic compound named cis-lachnophyllum ester (2) were isolated from the essential oils of Nepeta elliptica and Erigeron annuus, respectively and characterized using a combination of their spectral data (1D-and 2D-NMR, MS, IR). Compound 1 and 2 were tested for biopesticide activity against mustard aphid, Lipaphis erysimi (Kalt.). Compound 1 exhibited high insecticidal activity towards L. erysimi with LC50 values of 2.18 and 2.73 mg/mL; LT50 values of 15.24 and 17.18 h. Compound 2 also displayed significant insecticidal activity having LC50 values of 0.85 and 4.70 mg/mL; LT50 values of 13.25 and 26.2 h. The activity of compounds 1 and 2 were comparable with synthetic pesticide, monocrotophos used as positive control and thus has potential as natural pesticides for use in economically important crops.

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