DE2118479A1 - Chlorphenylderivat - Google Patents
ChlorphenylderivatInfo
- Publication number
- DE2118479A1 DE2118479A1 DE19712118479 DE2118479A DE2118479A1 DE 2118479 A1 DE2118479 A1 DE 2118479A1 DE 19712118479 DE19712118479 DE 19712118479 DE 2118479 A DE2118479 A DE 2118479A DE 2118479 A1 DE2118479 A1 DE 2118479A1
- Authority
- DE
- Germany
- Prior art keywords
- ethyl
- methyl
- chlorophenoxy
- nonene
- epoxy
- 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.)
- Pending
Links
- 125000000068 chlorophenyl group Chemical group 0.000 title description 5
- -1 p-chlorophenoxy Chemical group 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 7
- 241000607479 Yersinia pestis Species 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 239000000575 pesticide Substances 0.000 claims description 4
- NHQDETIJWKXCTC-UHFFFAOYSA-N 3-chloroperbenzoic acid Chemical compound OOC(=O)C1=CC=CC(Cl)=C1 NHQDETIJWKXCTC-UHFFFAOYSA-N 0.000 claims description 3
- 239000004480 active ingredient Substances 0.000 claims description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N 1-nonene Chemical compound CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims 2
- 239000000969 carrier Substances 0.000 claims 1
- 239000012876 carrier material Substances 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
- 241000238631 Hexapoda Species 0.000 description 21
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 21
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 17
- 150000001875 compounds Chemical class 0.000 description 14
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
- 230000005058 diapause Effects 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- 239000000243 solution Substances 0.000 description 5
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 4
- 239000002917 insecticide Substances 0.000 description 4
- HDIJXTWRZOUDET-UHFFFAOYSA-N 1-chloro-4-(3-ethyl-7-methylnona-2,6-dienoxy)benzene Chemical compound C(C)C(=CCOC1=CC=C(C=C1)Cl)CCC=C(CC)C HDIJXTWRZOUDET-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 235000013601 eggs Nutrition 0.000 description 3
- 229910052938 sodium sulfate Inorganic materials 0.000 description 3
- 235000011152 sodium sulphate Nutrition 0.000 description 3
- WXNZTHHGJRFXKQ-UHFFFAOYSA-N 4-chlorophenol Chemical compound OC1=CC=C(Cl)C=C1 WXNZTHHGJRFXKQ-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 241000382353 Pupa Species 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000006735 epoxidation reaction Methods 0.000 description 2
- 230000035611 feeding Effects 0.000 description 2
- 238000004817 gas chromatography Methods 0.000 description 2
- 230000003054 hormonal effect Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- FKHIFSZMMVMEQY-UHFFFAOYSA-N talc Chemical compound [Mg+2].[O-][Si]([O-])=O FKHIFSZMMVMEQY-UHFFFAOYSA-N 0.000 description 2
- 238000004809 thin layer chromatography Methods 0.000 description 2
- 241000256244 Heliothis virescens Species 0.000 description 1
- 241000257303 Hymenoptera Species 0.000 description 1
- 241000256602 Isoptera Species 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 241000258913 Oncopeltus fasciatus Species 0.000 description 1
- 241000256251 Spodoptera frugiperda Species 0.000 description 1
- 241000254109 Tenebrio molitor Species 0.000 description 1
- 241000251539 Vertebrata <Metazoa> Species 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 244000309464 bull Species 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000008260 defense mechanism Effects 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 230000006353 environmental stress Effects 0.000 description 1
- 150000002118 epoxides Chemical class 0.000 description 1
- 230000008029 eradication Effects 0.000 description 1
- 239000012259 ether extract Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 210000004392 genitalia Anatomy 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000002035 hexane extract Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 229930014550 juvenile hormone Natural products 0.000 description 1
- 239000002949 juvenile hormone Substances 0.000 description 1
- 150000003633 juvenile hormone derivatives Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000013011 mating Effects 0.000 description 1
- 230000029052 metamorphosis Effects 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000002420 orchard Substances 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000017448 oviposition Effects 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000001007 puffing effect Effects 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
- C07D303/18—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by etherified hydroxyl radicals
- C07D303/20—Ethers with hydroxy compounds containing no oxirane rings
- C07D303/22—Ethers with hydroxy compounds containing no oxirane rings with monohydroxy compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Epoxy Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US2966470A | 1970-04-17 | 1970-04-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2118479A1 true DE2118479A1 (de) | 1971-10-28 |
Family
ID=21850217
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19712118478 Pending DE2118478A1 (de) | 1970-04-17 | 1971-04-15 | Phenyloxy-Derivate |
| DE19712118479 Pending DE2118479A1 (de) | 1970-04-17 | 1971-04-15 | Chlorphenylderivat |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19712118478 Pending DE2118478A1 (de) | 1970-04-17 | 1971-04-15 | Phenyloxy-Derivate |
Country Status (11)
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE794894A (fr) * | 1972-02-04 | 1973-08-02 | Ciba Geigy | Ethers aryliques et produits pesticides |
-
1971
- 1971-04-07 CH CH504871A patent/CH547060A/xx not_active IP Right Cessation
- 1971-04-07 ZA ZA712229A patent/ZA712229B/xx unknown
- 1971-04-07 ZA ZA712230A patent/ZA712230B/xx unknown
- 1971-04-15 FR FR717113307A patent/FR2086145B1/fr not_active Expired
- 1971-04-15 DE DE19712118478 patent/DE2118478A1/de active Pending
- 1971-04-15 DK DK179371AA patent/DK129518B/da unknown
- 1971-04-15 DE DE19712118479 patent/DE2118479A1/de active Pending
- 1971-04-15 FR FR7113308A patent/FR2093440A5/fr not_active Expired
- 1971-04-15 DK DK179271AA patent/DK130108B/da unknown
- 1971-04-16 CA CA110521A patent/CA924720A/en not_active Expired
- 1971-04-16 NL NL7105132A patent/NL7105132A/xx unknown
- 1971-04-16 BE BE765829A patent/BE765829A/xx unknown
- 1971-04-16 CS CS274471A patent/CS158296B2/cs unknown
- 1971-04-16 NL NL7105141A patent/NL7105141A/xx unknown
- 1971-04-16 BE BE765830A patent/BE765830A/xx unknown
- 1971-04-16 CS CS274571A patent/CS158297B2/cs unknown
- 1971-04-17 HU HUHO1371A patent/HU164248B/hu unknown
- 1971-04-17 HU HUHO1372A patent/HU164058B/hu unknown
- 1971-04-19 GB GB27224/71A patent/GB1281319A/en not_active Expired
- 1971-04-19 GB GB27223/71A patent/GB1293316A/en not_active Expired
Also Published As
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