Category: 16974-11-1

Brewer, J. Wayne published the artcileForest Lepidoptera attracted to six synthetic pheromones in Czechoslovakia, Quality Control of 16974-11-1, the publication is Zeitschrift fuer Angewandte Entomologie (1985), 100(4), 372-81, database is CAplus.

The attractiveness of 6 synthetic pheromones to forest Lepidoptera was studied at 2 locations in Czechoslovakia during 1983. The synthetic attractants tested included pheromones for Choristoneura fumiferana (Tortricidae), Eucosma sonomana (Olethreutidae), Lymantria dispar (Lymantriidae), Orgyia pseudotsugata, Rhyacionia frustrana, and R. buoliana. The attractant for R. buoliana, (E)-9-dodecenyl acetate, was prepared in Czechoslovakia for use with European species but the other 5 materials are of North American origin and intended for use with species there. Sticky traps baited with these pheromones captured some 32 species in 26 genera with significant numbers of species as follows: Traps with the C. fumiferana attractant contained Acleris sparsana and Cnephasia stephensiana. Those with the E. sonomana attractant contained Enarmonia formosana and Caradrina morpheus. The L. dispar pheromone attracted 354 L. monacha and merely 14 L. dispar. The traps for O. pseudotsugata contained O. antiqua and those baitedwith the R. frustrana pheromone contained Cnephasia interjectana and Dichrorampha simpliciana. Traps with the R. buoliana attractant contained Gypsonoma oppressana. Thus, substantial species, genus and family cross attraction occurs with some of the synthetic sex attractants tested.

Zeitschrift fuer Angewandte Entomologie published new progress about 16974-11-1. 16974-11-1 belongs to esters-buliding-blocks, auxiliary class Aliphatic Chain, name is (Z)-Dodec-9-en-1-yl acetate, and the molecular formula is C14H26O2, Quality Control of 16974-11-1.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Ujvary, I. published the artcileSimple and economic syntheses of some (Z)-7- and (Z)-9-alkenyl acetates, and of (E,Z)-7,9-dodecadien-1-yl acetate, the sex pheromone of the European grapevine moth, using aleuritic acid as a common starting material, HPLC of Formula: 16974-11-1, the publication is Journal of Chemical Ecology (1985), 11(1), 113-24, database is CAplus and MEDLINE.

Short syntheses of (Z)-7-dodecen-1-yl acetate, (Z)-7-tetradec-1-yl acetate, (Z)-9-dodecenyl-1-yl acetate, and (Z)-9-tetradec-1-yl acetate use 7-hydroxyheptanal and 9-oxononanoic acid; precursors obtained by oxidative cleavage of aleuritic acid. The key step in these syntheses is a stereoselective Wittig reaction between aldehyde and alkylphosphonium salt. Wittig-Horner type reaction of 7-hydroxyheptanal and NCCH₂P(O)(OEt)₂ gave the α,β-unsaturated nitrile derivative which after protection of the OH group was reduced to the aldehyde. Wittig reaction of the latter, followed by acetylation, completed the synthesis of (E,Z)-7,9-dodecadien-1-yl acetate, the sex pheromone of the European grapevine moth, Lobesia botrana.

Journal of Chemical Ecology published new progress about 16974-11-1. 16974-11-1 belongs to esters-buliding-blocks, auxiliary class Aliphatic Chain, name is (Z)-Dodec-9-en-1-yl acetate, and the molecular formula is C17H29BO2, HPLC of Formula: 16974-11-1.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Kafka, Wolf A. published the artcileEAC and single cell responses of the European corn borer, Ostrinia nubilalis, Z-strain (Hbn) to the sex pheromone components z11-14:Ac, e11-14:Ac, structural analogs and some of their mixtures, Computed Properties of 16974-11-1, the publication is Acta Phytopathologica et Entomologica Hungarica (1989), 24(1-2), 117-24, database is CAplus.

Efficacy values were determined electrophysiol. for the sex-pheromone components Z– and E-tetradecenyl acetate (z11-14:Ac) and about 60 structural analoges and some of their binary mixtures in both sexes of laboratory-reared Z-strain of the European corn borer, O. nubilalis). The efficacy values were defined, on the basis of electroantennogram (EAG) dose response relations, as the ratios of source loads required for the different compounds to elicit a standard EAG-response. The compounds induced no EAG-responses in the females, but, with only small inter- and intra-individual variations, strongly differentiated responses in the males. The efficacy values varied between 1 (for the most effective compound z11-14:Ac) and about 300. Binary mixtures of the highly effective compounds induced EAG-responses which were up to nearly 100% higher than those ones which were induced by merely doubling the individual source loads (EAG enlargement about 30%). Supported by preliminary recordings from single receptor cells within morphol. different types of sensilla trichodea, there are thus indicated at least 5 different types of receptor cells. They respond either to the Z– or to the E-pheromone component (both types were found within one type of sensillum) or to some of the analogs e.g. z11-14:Ac, and a (97:3) mixture of e9- and e9-14:Ac. Responses were also elicited by y11-14:Ac (y stands for acetylenic C-C bonds), but it is still open if e11-14:Ac and y11-14:Ac excite one and the same type of the receptor cell.

Acta Phytopathologica et Entomologica Hungarica published new progress about 16974-11-1. 16974-11-1 belongs to esters-buliding-blocks, auxiliary class Aliphatic Chain, name is (Z)-Dodec-9-en-1-yl acetate, and the molecular formula is C14H26O2, Computed Properties of 16974-11-1.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Sugie, Hajime published the artcileIdentification of the sex pheromone of the three-spotted plusia, Acanthoplusia agnata Staudinger (Lepidoptera: Noctuidae), Formula: C14H26O2, the publication is Applied Entomology and Zoology (1990), 25(4), 467-73, database is CAplus.

The sex pheromone of the three-spotted plusia, A. agnata, was extracted from abdominal tips of virgin females. The crude extract was purified by Florisil column chromatog., HPLC, and gas chromatog. Male moths were released and captured in a field cage to detect the activity of fractionated samples. The sex pheromone components of A. agnata were estimated to be (Z)-7- and (Z)-9-dodecenyl acetates according to anal. by capillary GC and GC-MS. A plastic, capsule-loaded 1.1 mg of mixture of the 2 compounds in a 10:1 ratio attracted male moths under field conditions. Thus, the sex pheromone of A. agnata was determined to be a 10:1 mixture of (Z)-7- and (Z)-9-dodecenyl acetates. This mixture also attracted male moths of Chrysodeixis eriosoma.

Applied Entomology and Zoology published new progress about 16974-11-1. 16974-11-1 belongs to esters-buliding-blocks, auxiliary class Aliphatic Chain, name is (Z)-Dodec-9-en-1-yl acetate, and the molecular formula is C5H9IO2, Formula: C14H26O2.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Petrushkina, E. A. published the artcileCopper-catalyzed cross-coupling of (Z)-allyl phenyl ethers with Grignard compounds in the synthesis of insect pheromones, Product Details of C14H26O2, the publication is Russian Journal of General Chemistry (2008), 78(10), 1897-1899, database is CAplus.

(8Z)-Dodec-8-en-1-yl acetate (pheromone of oriental fruit moth Grapholita molesta) and (9Z)-dodec-9-en-1-yl acetate (pheromone of grape berry moth Paralobesia viteana) containing impurities of isomeric structures were synthesized via copper-catalyzed cross-coupling of (Z)-1-phenoxyhex-2-ene and (Z)-1-phenoxypent-2-ene, resp., with Grignard compounds in the key stage.

Russian Journal of General Chemistry published new progress about 16974-11-1. 16974-11-1 belongs to esters-buliding-blocks, auxiliary class Aliphatic Chain, name is (Z)-Dodec-9-en-1-yl acetate, and the molecular formula is C14H26O2, Product Details of C14H26O2.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Danko, Lisa published the artcileField evaluation of pheromone-baited traps for monitoring grape berry moth (Lepidoptera: Olethreutidae), Category: esters-buliding-blocks, the publication is Journal of Economic Entomology (1983), 76(3), 480-3, database is CAplus.

Four pheromone trap designs (Pherocon IC, Pherocon ICP, Delta, and Kitterman), trap placement on the trellis, and 2 com. sex pheromone dispensers (Pherocon rubber septa and Albany International capillary tubes) were evaluated for specificity and use for monitoring the grape berry moth (Endopiza viteana, GBM) in Erie County, Pa., during 1979 and 1981 using the pheromone cis-9-dodecenyl acetate  [16974-11-1]. Placement of pheromone dispenser within the trap and an entrance modification on the Delta trap were also studied. The traps were about equal in their ability to capture GBM, although the Pherocon ICP trap captured fewer GBM than the Pherocon IC trap in one test. Both pheromone dispensers were effective in attracting GBM, but the Albany International dispenser attracted significantly more of a nontarget moth, Episimus argutanus. No differences were observed in number of GBM captured when pheromone dispensers were placed at various locations in the various traps. Traps captured the most GBM and were easiest to service when hung from the top trellis wire. The Delta trap captured fewer E. argutanus when the entrance was enlarged by leaving the flaps open. A nontarget species, the redbanded leafroller (Argyrotaenia velutiana) was captured in low numbers in all pheromone and trap combinations.

Journal of Economic Entomology published new progress about 16974-11-1. 16974-11-1 belongs to esters-buliding-blocks, auxiliary class Aliphatic Chain, name is (Z)-Dodec-9-en-1-yl acetate, and the molecular formula is C14H26O2, Category: esters-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Roelofs, Wendell L. published the artcileBiosynthetic enzymes regulating ratios of sex pheromone components in female redbanded leafroller moths, Safety of (Z)-Dodec-9-en-1-yl acetate, the publication is Bioorganic & Medicinal Chemistry (1996), 4(3), 461-466, database is CAplus and MEDLINE.

Artificial selection of female redbanded leafroller moths that produced either higher or lower ratios of 14-/12-carbon pheromone components was used to study how the biosynthetic pathways were affected in the high and low populations. The chain shortening enzymes were selective for the (E) isomer and so left the 14-carbon acyl intermediates enriched in the (Z) isomer. Thus, the high population, which has a higher amount of 12-carbon components, also has a lower ratio of E11-/Z11-14:OAc pheromone components. The data also suggested that chain shortening occurred prior to reduction and acetylation of the 14-carbon components. These changes are not sufficient to isolate the redbanded leafroller populations, but we discuss some cases where significant changes in pheromone component ratios are affected by the chain-shortening enzymes.

Bioorganic & Medicinal Chemistry published new progress about 16974-11-1. 16974-11-1 belongs to esters-buliding-blocks, auxiliary class Aliphatic Chain, name is (Z)-Dodec-9-en-1-yl acetate, and the molecular formula is C14H26O2, Safety of (Z)-Dodec-9-en-1-yl acetate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Vang, Le published the artcileSex Pheromones of Five Olethreutine Species (Lepidoptera: Tortricidae) Associated with the Seedlings and Fruits of Mangrove Plants in the Ryukyu Islands, Japan: Identification and Field Evaluation, Safety of (Z)-Dodec-9-en-1-yl acetate, the publication is Journal of Chemical Ecology (2005), 31(4), 859-878, database is CAplus and MEDLINE.

The sex pheromones of three Cryptophlebia, one Centroxena, and one Eucosma species (Lepidoptera: Olethreutinae) inhabiting mangroves in the Ryukyu Islands, Japan, were studied with coupled gas chromatog.-electroantennog. detection, and GC-mass spectrometry (GC-MS). The larvae of each Cryptophlebia species are specifically associated with viviparous seedlings from one of three mangrove Rhizophoraceae plants. Whereas three EAG-active alc. components, (Z)-8-dodecen-1-ol, (E)-8-dodecen-1-ol, and dodecan-1-ol, in a ratio of 100:12:4, were identified from the pheromone gland extract of female of C. horii (host: Bruguiera gymnorrhiza), two other sibling species produced the corresponding acetates, i.e., (Z)-8-dodecenyl acetate, (E)-8-dodecenyl acetate, and dodecyl acetate, in a 100:2:3 ratio from Cryptophlebia palustris (host: Rhizophora stylosa in Iriomote-jima Island) and in a 100:7:13 ratio from C. amamiana (host: Kandelia candel in Amami-oshima Island). The double bond positions of the monounsaturated components were confirmed by GC-MS analyses of their adducts with di-Me disulfide. On the other hand, the larvae of Centroxena sp. feed on fruits of Sonneratia alba, another mangrove plant in the Sonneratiaceae, and the extract of the female pheromone glands contained (8E,10E)-dodecadienyl acetate and dodecyl acetate in a ratio of 100:5. The double bond position of the diunsatd. compound was confirmed by GC-MS anal. of its adduct with 4-methyl-1,2,4-triazoline-3,5-dione. (E)-9-Dodecenyl acetate was exclusively identified in the pheromone gland extract of Eucosma coniogramma females reared from seedlings of B. gymnorrhiza. Although the roles of minor components were not revealed by field tests, synthetic lures baited with the main pheromone component of each species successfully attracted the target males, confirming that the sex pheromone is one of the most important factors for their reproductive isolation.

Journal of Chemical Ecology published new progress about 16974-11-1. 16974-11-1 belongs to esters-buliding-blocks, auxiliary class Aliphatic Chain, name is (Z)-Dodec-9-en-1-yl acetate, and the molecular formula is C9H5ClO4S, Safety of (Z)-Dodec-9-en-1-yl acetate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Guo, Hao published the artcileComparison of functions of pheromone receptor repertoires in Helicoverpa armigera and Helicoverpa assulta using a Drosophila expression system, Recommanded Product: (Z)-Dodec-9-en-1-yl acetate, the publication is Insect Biochemistry and Molecular Biology (2022), 103702, database is CAplus and MEDLINE.

Helicoverpa armigera and H. assulta are sympatric closely related species sharing two sex pheromone components, (Z)-11-hexadecenal (Z11-16:Ald) and (Z)-9-hexadecenal (Z9-16:Ald) but in opposite ratios, 97:3 and 3:97 resp. This feature makes them a feasible model for studying the evolution of pheromone coding mechanisms of lepidopteran insects. Despite a decade-long study to deorphanize the pheromone receptor (PR) repertoires of the two species, the comparison of the function of all PR orthologs between the two species is incomplete. Moreover, the ligands of OR14 and OR15 have so far not been found, likely due to the missing of the active ligand(s) in the compound panel and/or incompatibility of heterologous expression systems used. In the present study, we expressed the PR repertoires of both Helicoverpa species in Drosophila T1 neurons to comparatively study the function of PRs. Among those PRs, OR13, OR6, and OR14 of both species are functionally conserved and narrowly tuned, and the T1 neurons expressing each of them respond to Z11-16:Ald, (Z)-9-hexadecenol (Z9-16:OH), and (Z)-11-hexadecenyl acetate (Z11-16:Ac), resp. While HarmOR16-expressing neurons respond strongly to (Z)-9-tetradecenal (Z9-14:Ald) and (Z)-11-hexadecenol (Z11-16:OH), the neurons expressing HassOR16 mainly respond to Z9-14:Ald and also weakly respond to (Z)-9-tetradecenol (Z9-14:OH). Moreover, HarmOR14b-expressing neurons are activated by Z9-14:Ald, whereas HassOR14b-expressing neurons are sensitive to Z9-16:Ald, Z9-14:Ald, and (Z)-9-hexadecenol (Z9-16:OH). In addition, HarmOR15-expressing neurons are selectively responsive to Z9-14:Ald. However, the Drosophila T1 neurons expressing either HarmOR11 or HassOR11 are silent to all of the compounds tested. In summary, except for OR11, we have deorphanized all the PRs of these two Helicoverpa species using a Drosophila expression system and a large panel of pheromone compounds, thereby providing a valuable reference for parsing the code of peripheral coding of pheromones.

Insect Biochemistry and Molecular Biology published new progress about 16974-11-1. 16974-11-1 belongs to esters-buliding-blocks, auxiliary class Aliphatic Chain, name is (Z)-Dodec-9-en-1-yl acetate, and the molecular formula is C14H26O2, Recommanded Product: (Z)-Dodec-9-en-1-yl acetate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Hung, C. C. published the artcileComparison of bioassay methods for attractiveness of sex pheromone components to carambola fruit borer, Eucosma notanthes Meyrick, Application In Synthesis of 16974-11-1, the publication is Zhiwu Baohu Xuehui Huikan (1999), 41(3), 165-177, database is CAplus.

The attractiveness of different formulation lures to the carambolla fruit borer, Eucosma notanthes Meyrick was conducted with two bioassay methods, i.e., turntable and wind tunnel, in laboratory The results were also compared with those done in field test. The attractive period of sex pheromone lures to males was 2 to 4 h after light on, and peak attraction was 3 h after light on in the field. The attractive period was found 2-5 h after light on, and reactive rate was between 48 to 49.6% by wind tunnel test. The results of attractiveness of Z7DDA, Z8DDA, and Z9DDA to males were similar to those observed in the field. Only lures of Z8DDA exhibited bioactivity to males. The results of attractiveness of different dosages of Z8DDA to males in turntable test were similar to those of field test. The best attractiveness was obtained using 1 mg by turntable and field test, while lures below 10 μg exhibited attraction to males by wind tunnel. The results of attractiveness of different blend ratios of Z8DDA and E8DDA to males were same by using turntable (1 mg), wind tunnel (10 μg), and field test (1 mg). The blend ratios of Z8DDA and E8DDA at 100/0 or 99.5/0.5 showed more attractive to males then others. The lures containing more than 0.5% E8DDA lowered their attractiveness. Attractiveness of different blend ratios of Z8DDA and Z8DDOL were different by turntable, wind tunnel, and field test. Blend ratios testing with field test, turntable, and wind tunnel were best at Z8DDA/Z8DDOL=100/100, 100/0, and 100/5, resp.

Zhiwu Baohu Xuehui Huikan published new progress about 16974-11-1. 16974-11-1 belongs to esters-buliding-blocks, auxiliary class Aliphatic Chain, name is (Z)-Dodec-9-en-1-yl acetate, and the molecular formula is C14H26O2, Application In Synthesis of 16974-11-1.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics