CH663409A5 - Phenoxybenzaldehyd-derivate. - Google Patents
Phenoxybenzaldehyd-derivate. Download PDFInfo
- Publication number
- CH663409A5 CH663409A5 CH17985A CH17985A CH663409A5 CH 663409 A5 CH663409 A5 CH 663409A5 CH 17985 A CH17985 A CH 17985A CH 17985 A CH17985 A CH 17985A CH 663409 A5 CH663409 A5 CH 663409A5
- Authority
- CH
- Switzerland
- Prior art keywords
- trifluoromethyl
- weight
- nitro
- phenoxy
- sodium
- Prior art date
Links
- IMPIIVKYTNMBCD-UHFFFAOYSA-N 2-phenoxybenzaldehyde Chemical class O=CC1=CC=CC=C1OC1=CC=CC=C1 IMPIIVKYTNMBCD-UHFFFAOYSA-N 0.000 title claims description 9
- 239000000203 mixture Substances 0.000 claims description 14
- 230000000855 fungicidal effect Effects 0.000 claims description 11
- 241000233866 Fungi Species 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 6
- 239000000460 chlorine Chemical group 0.000 claims description 5
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- NXAJMYURNVZHLB-UHFFFAOYSA-N 3-[2,6-dinitro-4-(trifluoromethyl)phenoxy]benzaldehyde Chemical compound [O-][N+](=O)C1=CC(C(F)(F)F)=CC([N+]([O-])=O)=C1OC1=CC=CC(C=O)=C1 NXAJMYURNVZHLB-UHFFFAOYSA-N 0.000 claims description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 3
- 229910052801 chlorine Chemical group 0.000 claims description 3
- YXEOASJZCKXREH-UHFFFAOYSA-N 3-[5-chloro-2-nitro-4-(trifluoromethyl)phenoxy]benzaldehyde Chemical compound [O-][N+](=O)C1=CC(C(F)(F)F)=C(Cl)C=C1OC1=CC=CC(C=O)=C1 YXEOASJZCKXREH-UHFFFAOYSA-N 0.000 claims description 2
- YHHULHBPVKSGQO-UHFFFAOYSA-N 5-[2,4-dinitro-6-(trifluoromethyl)phenoxy]-2-nitrobenzaldehyde Chemical compound FC(F)(F)C1=CC([N+](=O)[O-])=CC([N+]([O-])=O)=C1OC1=CC=C([N+]([O-])=O)C(C=O)=C1 YHHULHBPVKSGQO-UHFFFAOYSA-N 0.000 claims description 2
- NXGAWPRHTYNHPD-UHFFFAOYSA-N 5-[2,6-dinitro-4-(trifluoromethyl)phenoxy]-2-nitrobenzaldehyde Chemical compound C1=C(C=O)C([N+](=O)[O-])=CC=C1OC1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O NXGAWPRHTYNHPD-UHFFFAOYSA-N 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
- 231100000208 phytotoxic Toxicity 0.000 claims 1
- 230000000885 phytotoxic effect Effects 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 21
- -1 3-formylphenoxy radical Chemical group 0.000 description 18
- 239000004480 active ingredient Substances 0.000 description 18
- 150000001875 compounds Chemical class 0.000 description 17
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 16
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- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 9
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 9
- 230000018109 developmental process Effects 0.000 description 9
- 239000004495 emulsifiable concentrate Substances 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- IAVREABSGIHHMO-UHFFFAOYSA-N 3-hydroxybenzaldehyde Chemical compound OC1=CC=CC(C=O)=C1 IAVREABSGIHHMO-UHFFFAOYSA-N 0.000 description 8
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 8
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 8
- 239000007788 liquid Substances 0.000 description 8
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- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 7
- 239000003795 chemical substances by application Substances 0.000 description 7
- 229910052708 sodium Inorganic materials 0.000 description 7
- 239000007787 solid Substances 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- 239000013078 crystal Substances 0.000 description 6
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- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 6
- 239000011734 sodium Substances 0.000 description 6
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- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 5
- 239000000969 carrier Substances 0.000 description 5
- 150000002170 ethers Chemical class 0.000 description 5
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- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
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- 239000003995 emulsifying agent Substances 0.000 description 4
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- VLVNHMVSVDVAOA-UHFFFAOYSA-N 1,5-dichloro-2-nitro-4-(trifluoromethyl)benzene Chemical compound [O-][N+](=O)C1=CC(C(F)(F)F)=C(Cl)C=C1Cl VLVNHMVSVDVAOA-UHFFFAOYSA-N 0.000 description 3
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- 229920001817 Agar Polymers 0.000 description 3
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- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
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- 235000011182 sodium carbonates Nutrition 0.000 description 1
- DGSDBJMBHCQYGN-UHFFFAOYSA-M sodium;2-ethylhexyl sulfate Chemical compound [Na+].CCCCC(CC)COS([O-])(=O)=O DGSDBJMBHCQYGN-UHFFFAOYSA-M 0.000 description 1
- RVULBHWZFCBODE-UHFFFAOYSA-M sodium;5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoate Chemical compound [Na+].C1=C([N+]([O-])=O)C(C(=O)[O-])=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 RVULBHWZFCBODE-UHFFFAOYSA-M 0.000 description 1
- HIEHAIZHJZLEPQ-UHFFFAOYSA-M sodium;naphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 HIEHAIZHJZLEPQ-UHFFFAOYSA-M 0.000 description 1
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- 239000007858 starting material Substances 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
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- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical class [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/27—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups
- C07C205/35—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
- C07C205/36—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system
- C07C205/38—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system the oxygen atom of at least one of the etherified hydroxy groups being further bound to a carbon atom of a six-membered aromatic ring, e.g. nitrodiphenyl ethers
-
- 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
- A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
- A01N35/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical containing aliphatically bound aldehyde or keto groups, or thio analogues thereof; Derivatives thereof, e.g. acetals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/44—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by —CHO groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HU15884A HU193194B (en) | 1984-01-17 | 1984-01-17 | Fungicide compositions containing phenoxy-benzaldehyde derivatives as active substances and process for preparing the active substances |
Publications (1)
Publication Number | Publication Date |
---|---|
CH663409A5 true CH663409A5 (de) | 1987-12-15 |
Family
ID=10948239
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH17985A CH663409A5 (de) | 1984-01-17 | 1985-01-15 | Phenoxybenzaldehyd-derivate. |
Country Status (9)
Country | Link |
---|---|
JP (1) | JPS60237038A (cs) |
CH (1) | CH663409A5 (cs) |
CS (1) | CS249535B2 (cs) |
DD (2) | DD231345A5 (cs) |
DE (1) | DE3501428A1 (cs) |
FR (1) | FR2558155B1 (cs) |
GB (1) | GB2154235B (cs) |
HU (1) | HU193194B (cs) |
YU (1) | YU6185A (cs) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
HU193467B (en) * | 1984-11-12 | 1987-10-28 | Budapesti Vegyimuevek | Fungicidal composition comprising substituted benzoic acid derivative as active substance and process for preparing the active substance |
US6028219A (en) * | 1995-09-13 | 2000-02-22 | Zeneca Limited | Process for the nitration of diphenylethers |
MX2007004400A (es) * | 2004-10-13 | 2007-06-19 | Glenmark Pharmaceuticals Sa | Procedimiento para la preparacion de n-(3,5-dicloropirid-a-il)-4- ifluorometoxi-8-metanosulfonamido-dibenzo [b,d] difuran-1-carboxamida. |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2050168B (en) * | 1979-04-04 | 1982-11-10 | Shell Int Research | Ethynyl compounds as herbicides |
-
1984
- 1984-01-17 HU HU15884A patent/HU193194B/hu unknown
-
1985
- 1985-01-15 CH CH17985A patent/CH663409A5/de not_active IP Right Cessation
- 1985-01-16 GB GB08501038A patent/GB2154235B/en not_active Expired
- 1985-01-17 FR FR8500641A patent/FR2558155B1/fr not_active Expired
- 1985-01-17 YU YU6185A patent/YU6185A/xx unknown
- 1985-01-17 DD DD27262485A patent/DD231345A5/de not_active IP Right Cessation
- 1985-01-17 JP JP513185A patent/JPS60237038A/ja active Pending
- 1985-01-17 DD DD23306585A patent/DD233065A5/de not_active IP Right Cessation
- 1985-01-17 CS CS33785A patent/CS249535B2/cs unknown
- 1985-01-17 DE DE19853501428 patent/DE3501428A1/de not_active Withdrawn
Also Published As
Publication number | Publication date |
---|---|
HUT37907A (en) | 1986-03-28 |
DD231345A5 (de) | 1985-12-24 |
GB2154235A (en) | 1985-09-04 |
CS249535B2 (en) | 1987-03-12 |
YU6185A (en) | 1988-02-29 |
DE3501428A1 (de) | 1985-07-18 |
GB8501038D0 (en) | 1985-02-20 |
JPS60237038A (ja) | 1985-11-25 |
HU193194B (en) | 1987-08-28 |
GB2154235B (en) | 1987-07-08 |
FR2558155A1 (fr) | 1985-07-19 |
FR2558155B1 (fr) | 1987-04-24 |
DD233065A5 (de) | 1986-02-19 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PL | Patent ceased | ||
PL | Patent ceased |