JPH0571575B2 - - Google Patents
Info
- Publication number
- JPH0571575B2 JPH0571575B2 JP18148988A JP18148988A JPH0571575B2 JP H0571575 B2 JPH0571575 B2 JP H0571575B2 JP 18148988 A JP18148988 A JP 18148988A JP 18148988 A JP18148988 A JP 18148988A JP H0571575 B2 JPH0571575 B2 JP H0571575B2
- Authority
- JP
- Japan
- Prior art keywords
- formula
- compound
- acetate
- decadien
- attraction
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 150000001875 compounds Chemical class 0.000 claims description 33
- 239000000203 mixture Substances 0.000 claims description 11
- 150000002148 esters Chemical class 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 7
- 239000002418 insect attractant Substances 0.000 claims description 7
- 241000238631 Hexapoda Species 0.000 claims description 5
- WZPZAOAOPMQYAH-SNAWJCMRSA-N [(7e)-deca-7,9-dienyl] acetate Chemical compound CC(=O)OCCCCCC\C=C\C=C WZPZAOAOPMQYAH-SNAWJCMRSA-N 0.000 claims description 5
- WIIGCNVKVVQGOY-UHFFFAOYSA-N deca-7,9-dien-1-ol Chemical compound OCCCCCCC=CC=C WIIGCNVKVVQGOY-UHFFFAOYSA-N 0.000 claims description 5
- 239000004615 ingredient Substances 0.000 claims description 5
- ARPQLVHCERGNAB-SNAWJCMRSA-N [(9e)-dodeca-9,11-dienyl] acetate Chemical compound CC(=O)OCCCCCCCC\C=C\C=C ARPQLVHCERGNAB-SNAWJCMRSA-N 0.000 claims description 4
- WZPZAOAOPMQYAH-UHFFFAOYSA-N deca-7,9-dienyl acetate Chemical compound CC(=O)OCCCCCCC=CC=C WZPZAOAOPMQYAH-UHFFFAOYSA-N 0.000 claims description 2
- MFFQOUCMBNXSBK-UHFFFAOYSA-N dodec-9-enyl acetate Chemical compound CCC=CCCCCCCCCOC(C)=O MFFQOUCMBNXSBK-UHFFFAOYSA-N 0.000 claims description 2
- 239000000126 substance Substances 0.000 description 10
- 239000000877 Sex Attractant Substances 0.000 description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
- 230000000694 effects Effects 0.000 description 8
- 241000607479 Yersinia pestis Species 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 4
- 101150065749 Churc1 gene Proteins 0.000 description 4
- 102100038239 Protein Churchill Human genes 0.000 description 4
- 240000000111 Saccharum officinarum Species 0.000 description 4
- 235000007201 Saccharum officinarum Nutrition 0.000 description 4
- 230000014759 maintenance of location Effects 0.000 description 4
- -1 phenoxy fatty acids Chemical class 0.000 description 4
- 239000005667 attractant Substances 0.000 description 3
- 239000012876 carrier material Substances 0.000 description 3
- 230000001965 increasing effect Effects 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- MFFQOUCMBNXSBK-PLNGDYQASA-N 9Z-Dodecenyl acetate Chemical compound CC\C=C/CCCCCCCCOC(C)=O MFFQOUCMBNXSBK-PLNGDYQASA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 230000031902 chemoattractant activity Effects 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 238000004817 gas chromatography Methods 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical group 0.000 description 2
- TWBYWOBDOCUKOW-UHFFFAOYSA-N isonicotinic acid Chemical compound OC(=O)C1=CC=NC=C1 TWBYWOBDOCUKOW-UHFFFAOYSA-N 0.000 description 2
- 239000005060 rubber Substances 0.000 description 2
- 150000004671 saturated fatty acids Chemical class 0.000 description 2
- 235000003441 saturated fatty acids Nutrition 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- SMNDYUVBFMFKNZ-UHFFFAOYSA-N 2-furoic acid Chemical compound OC(=O)C1=CC=CO1 SMNDYUVBFMFKNZ-UHFFFAOYSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- 244000043261 Hevea brasiliensis Species 0.000 description 1
- ONIBWKKTOPOVIA-BYPYZUCNSA-N L-Proline Chemical compound OC(=O)[C@@H]1CCCN1 ONIBWKKTOPOVIA-BYPYZUCNSA-N 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 240000003109 Persicaria chinensis Species 0.000 description 1
- ONIBWKKTOPOVIA-UHFFFAOYSA-N Proline Natural products OC(=O)C1CCCN1 ONIBWKKTOPOVIA-UHFFFAOYSA-N 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- 241001574068 Tetramoera Species 0.000 description 1
- 238000007239 Wittig reaction Methods 0.000 description 1
- 230000021736 acetylation Effects 0.000 description 1
- 238000006640 acetylation reaction Methods 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
- 229940092714 benzenesulfonic acid Drugs 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 238000003965 capillary gas chromatography Methods 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 230000002079 cooperative effect Effects 0.000 description 1
- FMWLQBYEJPJOBS-UHFFFAOYSA-N deca-1,3-dienyl acetate Chemical compound CCCCCCC=CC=COC(C)=O FMWLQBYEJPJOBS-UHFFFAOYSA-N 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 230000001999 effect on insects Effects 0.000 description 1
- 235000013601 eggs Nutrition 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- ZVBWPVOCTORPLM-UHFFFAOYSA-N formylsilicon Chemical compound [Si]C=O ZVBWPVOCTORPLM-UHFFFAOYSA-N 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000007758 mating behavior Effects 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
- 229920001194 natural rubber Polymers 0.000 description 1
- 229960003512 nicotinic acid Drugs 0.000 description 1
- 235000001968 nicotinic acid Nutrition 0.000 description 1
- 239000011664 nicotinic acid Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- FKHIFSZMMVMEQY-UHFFFAOYSA-N talc Chemical compound [Mg+2].[O-][Si]([O-])=O FKHIFSZMMVMEQY-UHFFFAOYSA-N 0.000 description 1
- 230000008685 targeting Effects 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP18148988A JPH0232002A (ja) | 1988-07-22 | 1988-07-22 | （ｅ）−７，９−デカジエニルアセタートを追加成分とする昆虫誘引剤 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP18148988A JPH0232002A (ja) | 1988-07-22 | 1988-07-22 | （ｅ）−７，９−デカジエニルアセタートを追加成分とする昆虫誘引剤 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0232002A JPH0232002A (ja) | 1990-02-01 |
| JPH0571575B2 true JPH0571575B2 (cs) | 1993-10-07 |
Family
ID=16101654
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP18148988A Granted JPH0232002A (ja) | 1988-07-22 | 1988-07-22 | （ｅ）−７，９−デカジエニルアセタートを追加成分とする昆虫誘引剤 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0232002A (cs) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6467526B1 (en) | 2000-10-23 | 2002-10-22 | I.B. Goodman Manufacturing Co., Inc. | Method of making a jewelry ring in a vertical mold |
| JP7377783B2 (ja) * | 2020-10-02 | 2023-11-10 | 信越化学工業株式会社 | ハロアルケニル＝アルコキシメチル＝エーテル化合物並びにそれを用いた末端共役アルカジエン－１－イル＝アセテート化合物及び末端共役アルカジエン－１－オール化合物の製造方法 |
-
1988
- 1988-07-22 JP JP18148988A patent/JPH0232002A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0232002A (ja) | 1990-02-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| LAPS | Cancellation because of no payment of annual fees |