HU187780B - Composition for enticing gamma owlet moth males - Google Patents
Composition for enticing gamma owlet moth males Download PDFInfo
- Publication number
- HU187780B HU187780B HU822570A HU257082A HU187780B HU 187780 B HU187780 B HU 187780B HU 822570 A HU822570 A HU 822570A HU 257082 A HU257082 A HU 257082A HU 187780 B HU187780 B HU 187780B
- Authority
- HU
- Hungary
- Prior art keywords
- weight
- gamma
- acetate
- dodecen
- hexane
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims description 31
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 46
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 12
- CQKHFONAFZDDKV-QXMHVHEDSA-N (Z)-dodec-1-en-1-ol Chemical compound CCCCCCCCCC\C=C/O CQKHFONAFZDDKV-QXMHVHEDSA-N 0.000 claims description 9
- 239000007788 liquid Substances 0.000 claims description 8
- 235000019486 Sunflower oil Nutrition 0.000 claims description 4
- 239000002600 sunflower oil Substances 0.000 claims description 4
- 239000012439 solid excipient Substances 0.000 claims description 3
- 239000005662 Paraffin oil Substances 0.000 claims description 2
- OPIOQYXZEZSUKH-QXMHVHEDSA-N CCCCCCCCCC/C=C\OCC(=O)O Chemical compound CCCCCCCCCC/C=C\OCC(=O)O OPIOQYXZEZSUKH-QXMHVHEDSA-N 0.000 claims 1
- -1 polyethylene Polymers 0.000 description 17
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 13
- 239000004480 active ingredient Substances 0.000 description 13
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 12
- 238000002474 experimental method Methods 0.000 description 12
- 150000001875 compounds Chemical class 0.000 description 11
- 239000002904 solvent Substances 0.000 description 11
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
- 239000003016 pheromone Substances 0.000 description 9
- 239000011541 reaction mixture Substances 0.000 description 9
- 238000005160 1H NMR spectroscopy Methods 0.000 description 8
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 8
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 8
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 7
- MAAMIILYYYQTQW-SEYXRHQNSA-N [(z)-dodec-1-enyl] acetate Chemical compound CCCCCCCCCC\C=C/OC(C)=O MAAMIILYYYQTQW-SEYXRHQNSA-N 0.000 description 7
- 238000004440 column chromatography Methods 0.000 description 7
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 6
- 241000252826 Brahmaea certhia Species 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 6
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 6
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 5
- 241001415849 Strigiformes Species 0.000 description 5
- 241000607479 Yersinia pestis Species 0.000 description 5
- 239000003054 catalyst Substances 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 238000009472 formulation Methods 0.000 description 5
- 230000013011 mating Effects 0.000 description 5
- 241000894007 species Species 0.000 description 5
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- ZKQFHRVKCYFVCN-UHFFFAOYSA-N ethoxyethane;hexane Chemical compound CCOCC.CCCCCC ZKQFHRVKCYFVCN-UHFFFAOYSA-N 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 229910052763 palladium Inorganic materials 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 4
- 235000017557 sodium bicarbonate Nutrition 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- SXXLKZCNJHJYFL-UHFFFAOYSA-N 4,5,6,7-tetrahydro-[1,2]oxazolo[4,5-c]pyridin-5-ium-3-olate Chemical compound C1CNCC2=C1ONC2=O SXXLKZCNJHJYFL-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- 240000007124 Brassica oleracea Species 0.000 description 3
- 235000003899 Brassica oleracea var acephala Nutrition 0.000 description 3
- 235000011301 Brassica oleracea var capitata Nutrition 0.000 description 3
- 235000001169 Brassica oleracea var oleracea Nutrition 0.000 description 3
- 241000238631 Hexapoda Species 0.000 description 3
- 101000799461 Homo sapiens Thrombopoietin Proteins 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- 241000255777 Lepidoptera Species 0.000 description 3
- 102100034195 Thrombopoietin Human genes 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 230000008020 evaporation Effects 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 239000002917 insecticide Substances 0.000 description 3
- TVDSBUOJIPERQY-UHFFFAOYSA-N prop-2-yn-1-ol Chemical compound OCC#C TVDSBUOJIPERQY-UHFFFAOYSA-N 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- VZWGRQBCURJOMT-UHFFFAOYSA-N Dodecyl acetate Chemical group CCCCCCCCCCCCOC(C)=O VZWGRQBCURJOMT-UHFFFAOYSA-N 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- 238000007171 acid catalysis Methods 0.000 description 2
- 150000001450 anions Chemical class 0.000 description 2
- 239000000010 aprotic solvent Substances 0.000 description 2
- 229910052786 argon Inorganic materials 0.000 description 2
- 239000002775 capsule Substances 0.000 description 2
- AYQPVPFZWIQERS-UHFFFAOYSA-N cis-2-octen-1-ol Natural products CCCCCC=CCO AYQPVPFZWIQERS-UHFFFAOYSA-N 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- OAYLNYINCPYISS-UHFFFAOYSA-N ethyl acetate;hexane Chemical compound CCCCCC.CCOC(C)=O OAYLNYINCPYISS-UHFFFAOYSA-N 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 238000002955 isolation Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000011885 synergistic combination Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 238000011282 treatment Methods 0.000 description 2
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 description 2
- 230000003442 weekly effect Effects 0.000 description 2
- MPPPKRYCTPRNTB-UHFFFAOYSA-N 1-bromobutane Chemical compound CCCCBr MPPPKRYCTPRNTB-UHFFFAOYSA-N 0.000 description 1
- YZWKKMVJZFACSU-UHFFFAOYSA-N 1-bromopentane Chemical compound CCCCCBr YZWKKMVJZFACSU-UHFFFAOYSA-N 0.000 description 1
- XVMSFILGAMDHEY-UHFFFAOYSA-N 6-(4-aminophenyl)sulfonylpyridin-3-amine Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=N1 XVMSFILGAMDHEY-UHFFFAOYSA-N 0.000 description 1
- 241001203868 Autographa californica Species 0.000 description 1
- 241001367053 Autographa gamma Species 0.000 description 1
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 1
- BUDQDWGNQVEFAC-UHFFFAOYSA-N Dihydropyran Chemical compound C1COC=CC1 BUDQDWGNQVEFAC-UHFFFAOYSA-N 0.000 description 1
- 239000005698 Dodecyl acetate Substances 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 244000061176 Nicotiana tabacum Species 0.000 description 1
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000000877 Sex Attractant Substances 0.000 description 1
- 235000021536 Sugar beet Nutrition 0.000 description 1
- 241000255993 Trichoplusia ni Species 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 235000013601 eggs Nutrition 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 108700039708 galantide Proteins 0.000 description 1
- 230000012447 hatching Effects 0.000 description 1
- GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 125000002346 iodo group Chemical group I* 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 125000005905 mesyloxy group Chemical group 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000012053 oil suspension Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- NTTOTNSKUYCDAV-UHFFFAOYSA-N potassium hydride Chemical compound [KH] NTTOTNSKUYCDAV-UHFFFAOYSA-N 0.000 description 1
- 229910000105 potassium hydride Inorganic materials 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- MWWATHDPGQKSAR-UHFFFAOYSA-N propyne Chemical compound CC#C MWWATHDPGQKSAR-UHFFFAOYSA-N 0.000 description 1
- 125000006239 protecting group Chemical group 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 230000001624 sedative effect Effects 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 125000005424 tosyloxy group Chemical group S(=O)(=O)(C1=CC=C(C)C=C1)O* 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 238000001926 trapping method Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/02—Acyclic compounds
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/02—Saturated carboxylic acids or thio analogues thereof; Derivatives thereof
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Credit Cards Or The Like (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Road Signs Or Road Markings (AREA)
Priority Applications (11)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU822570A HU187780B (en) | 1982-08-10 | 1982-08-10 | Composition for enticing gamma owlet moth males |
| BE1/10849A BE897484A (fr) | 1982-08-10 | 1983-08-08 | Produit composite attirant des insectes, pour les papillons a y-argentes males |
| NO832862A NO832862L (no) | 1982-08-10 | 1983-08-09 | Tiltrekningsmiddel for hann soelv-y-moell |
| IT22488/83A IT1185760B (it) | 1982-08-10 | 1983-08-09 | Attrattivo composito per insetti per i maschi della nottua gamma (autographa gamma) |
| NL8302797A NL8302797A (nl) | 1982-08-10 | 1983-08-09 | Samengesteld lokmiddel voor mannetjes van de zilvergammavlinder. |
| GB08321394A GB2126090A (en) | 1982-08-10 | 1983-08-09 | A composite insect attractant for male silver Y-moths |
| JP58144537A JPS5959602A (ja) | 1982-08-10 | 1983-08-09 | 雄の銀y−蛾用の複合誘引剤 |
| FR8313078A FR2531613A1 (fr) | 1982-08-10 | 1983-08-09 | Produits composite attirant des insectes, pour les papillons a y-argentes males |
| SE8304337A SE8304337L (sv) | 1982-08-10 | 1983-08-09 | Sammansatt insektsattraktionsmedel for gammafly av hankon |
| DD83253857A DD212640A5 (de) | 1982-08-10 | 1983-08-10 | Lockstoffpraeparat zum selektiven anlocken von maennlichen gammaeulen |
| DE3328863A DE3328863A1 (de) | 1982-08-10 | 1983-08-10 | Lockstoffpraeparat zum selektiven anlocken von maennlichen gammaeulen (autographa gamma beziehungsweise plusia gamma) und verhindern der paarung dieser insekten |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU822570A HU187780B (en) | 1982-08-10 | 1982-08-10 | Composition for enticing gamma owlet moth males |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HU187780B true HU187780B (en) | 1986-02-28 |
Family
ID=10960046
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU822570A HU187780B (en) | 1982-08-10 | 1982-08-10 | Composition for enticing gamma owlet moth males |
Country Status (11)
| Country | Link |
|---|---|
| JP (1) | JPS5959602A (de) |
| BE (1) | BE897484A (de) |
| DD (1) | DD212640A5 (de) |
| DE (1) | DE3328863A1 (de) |
| FR (1) | FR2531613A1 (de) |
| GB (1) | GB2126090A (de) |
| HU (1) | HU187780B (de) |
| IT (1) | IT1185760B (de) |
| NL (1) | NL8302797A (de) |
| NO (1) | NO832862L (de) |
| SE (1) | SE8304337L (de) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62181203A (ja) * | 1986-02-05 | 1987-08-08 | Shin Etsu Chem Co Ltd | 異なる害虫の性フエロモンの同時放出制御方法 |
| JPH04316771A (ja) * | 1991-04-15 | 1992-11-09 | Tlv Co Ltd | ケ―ジ弁 |
| JP5022317B2 (ja) * | 2008-07-10 | 2012-09-12 | 信越化学工業株式会社 | ブドウオオトリバの性フェロモン物質及びこれを含む性誘引剤 |
-
1982
- 1982-08-10 HU HU822570A patent/HU187780B/hu not_active IP Right Cessation
-
1983
- 1983-08-08 BE BE1/10849A patent/BE897484A/fr not_active IP Right Cessation
- 1983-08-09 NO NO832862A patent/NO832862L/no unknown
- 1983-08-09 IT IT22488/83A patent/IT1185760B/it active
- 1983-08-09 GB GB08321394A patent/GB2126090A/en not_active Withdrawn
- 1983-08-09 FR FR8313078A patent/FR2531613A1/fr not_active Withdrawn
- 1983-08-09 JP JP58144537A patent/JPS5959602A/ja active Pending
- 1983-08-09 SE SE8304337A patent/SE8304337L/xx not_active Application Discontinuation
- 1983-08-09 NL NL8302797A patent/NL8302797A/nl not_active Application Discontinuation
- 1983-08-10 DE DE3328863A patent/DE3328863A1/de not_active Withdrawn
- 1983-08-10 DD DD83253857A patent/DD212640A5/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| IT1185760B (it) | 1987-11-18 |
| NO832862L (no) | 1984-02-13 |
| FR2531613A1 (fr) | 1984-02-17 |
| SE8304337L (sv) | 1984-02-11 |
| NL8302797A (nl) | 1984-03-01 |
| GB8321394D0 (en) | 1983-09-07 |
| DD212640A5 (de) | 1984-08-22 |
| IT8322488A0 (it) | 1983-08-09 |
| GB2126090A (en) | 1984-03-21 |
| JPS5959602A (ja) | 1984-04-05 |
| BE897484A (fr) | 1984-02-08 |
| DE3328863A1 (de) | 1984-02-23 |
| SE8304337D0 (sv) | 1983-08-09 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| HU90 | Patent valid on 900628 | ||
| HMM4 | Cancellation of final prot. due to non-payment of fee | ||
| HNF4 | Restoration of lapsed final prot. | ||
| HMM4 | Cancellation of final prot. due to non-payment of fee |