JPS59157051A - β−オキシ−α−メチレンプロピオン酸 - Google Patents
β−オキシ−α−メチレンプロピオン酸Info
- Publication number
- JPS59157051A JPS59157051A JP2939083A JP2939083A JPS59157051A JP S59157051 A JPS59157051 A JP S59157051A JP 2939083 A JP2939083 A JP 2939083A JP 2939083 A JP2939083 A JP 2939083A JP S59157051 A JPS59157051 A JP S59157051A
- Authority
- JP
- Japan
- Prior art keywords
- acid
- beta
- oxy
- alpha
- methylenepropionic
- 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.)
- Granted
Links
- 239000002253 acid Substances 0.000 title claims abstract description 9
- -1 methylthiophenyl Chemical group 0.000 claims abstract description 9
- 125000001207 fluorophenyl group Chemical group 0.000 claims abstract description 3
- 125000001712 tetrahydronaphthyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 claims abstract description 3
- 125000001997 phenyl group Chemical class [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract description 15
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract description 6
- 230000008635 plant growth Effects 0.000 abstract description 5
- 150000001555 benzenes Chemical class 0.000 abstract description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract description 2
- 239000004009 herbicide Substances 0.000 abstract description 2
- 239000005648 plant growth regulator Substances 0.000 abstract description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 abstract 2
- RLCRNCFDHDQTLF-UHFFFAOYSA-N 3,3-dibromo-2-methylpropanoic acid Chemical compound BrC(Br)C(C)C(O)=O RLCRNCFDHDQTLF-UHFFFAOYSA-N 0.000 abstract 1
- 235000010290 biphenyl Nutrition 0.000 abstract 1
- 239000004305 biphenyl Substances 0.000 abstract 1
- 230000002363 herbicidal effect Effects 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 230000000694 effects Effects 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- 241000196324 Embryophyta Species 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 206010053759 Growth retardation Diseases 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- NSKMOMZKJAGWHN-UHFFFAOYSA-N 2-[(4-fluorophenoxy)methyl]prop-2-enoic acid Chemical compound OC(=O)C(=C)COC1=CC=C(F)C=C1 NSKMOMZKJAGWHN-UHFFFAOYSA-N 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 230000012010 growth Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000002373 plant growth inhibitor Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 238000001308 synthesis method Methods 0.000 description 2
- 230000002194 synthesizing effect Effects 0.000 description 2
- 150000007970 thio esters Chemical class 0.000 description 2
- 150000003568 thioethers Chemical class 0.000 description 2
- QDKWLJJOYIFEBS-UHFFFAOYSA-N 1-fluoro-4-$l^{1}-oxidanylbenzene Chemical group [O]C1=CC=C(F)C=C1 QDKWLJJOYIFEBS-UHFFFAOYSA-N 0.000 description 1
- ZAGGZBMIXMCTKA-UHFFFAOYSA-N 2-(phenoxymethyl)prop-2-enoic acid Chemical compound OC(=O)C(=C)COC1=CC=CC=C1 ZAGGZBMIXMCTKA-UHFFFAOYSA-N 0.000 description 1
- POEXKURDQFJBLF-UHFFFAOYSA-N 2-(phenylsulfanylmethyl)prop-2-enoic acid Chemical compound OC(=O)C(=C)CSC1=CC=CC=C1 POEXKURDQFJBLF-UHFFFAOYSA-N 0.000 description 1
- UTKHLTRHMHQVGS-UHFFFAOYSA-N 3,4-dihydro-2h-thiochromene-3-carboxylic acid Chemical compound C1=CC=C2CC(C(=O)O)CSC2=C1 UTKHLTRHMHQVGS-UHFFFAOYSA-N 0.000 description 1
- VIIIJFZJKFXOGG-UHFFFAOYSA-N 3-methylchromen-2-one Chemical compound C1=CC=C2OC(=O)C(C)=CC2=C1 VIIIJFZJKFXOGG-UHFFFAOYSA-N 0.000 description 1
- UZFMOKQJFYMBGY-UHFFFAOYSA-N 4-hydroxy-TEMPO Chemical compound CC1(C)CC(O)CC(C)(C)N1[O] UZFMOKQJFYMBGY-UHFFFAOYSA-N 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 244000058871 Echinochloa crus-galli Species 0.000 description 1
- 235000008247 Echinochloa frumentacea Nutrition 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 235000005733 Raphanus sativus var niger Nutrition 0.000 description 1
- 235000006140 Raphanus sativus var sativus Nutrition 0.000 description 1
- 240000001970 Raphanus sativus var. sativus Species 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical class [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 230000035613 defoliation Effects 0.000 description 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical class C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 1
- 235000021186 dishes Nutrition 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 230000000887 hydrating effect Effects 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 210000003734 kidney Anatomy 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2939083A JPS59157051A (ja) | 1983-02-25 | 1983-02-25 | β−オキシ−α−メチレンプロピオン酸 |
| EP84100497A EP0117412A1 (en) | 1983-01-18 | 1984-01-18 | Propene derivatives and their use as plant growth inhibitors |
| EP84100585A EP0118685A1 (en) | 1983-02-07 | 1984-01-20 | Propene derivatives and their use as plant growth inhibitors |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2939083A JPS59157051A (ja) | 1983-02-25 | 1983-02-25 | β−オキシ−α−メチレンプロピオン酸 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS59157051A true JPS59157051A (ja) | 1984-09-06 |
| JPH0261929B2 JPH0261929B2 (enrdf_load_stackoverflow) | 1990-12-21 |
Family
ID=12274810
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2939083A Granted JPS59157051A (ja) | 1983-01-18 | 1983-02-25 | β−オキシ−α−メチレンプロピオン酸 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS59157051A (enrdf_load_stackoverflow) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5753438A (en) * | 1980-07-29 | 1982-03-30 | Basf Ag | Manufacture of 2-aryloxy-acrylic acid compound |
| JPS57140771A (en) * | 1981-01-12 | 1982-08-31 | Ici Australia Ltd | Herbicidal compounds and composition and use |
| JPS59144731A (ja) * | 1983-02-07 | 1984-08-18 | Daicel Chem Ind Ltd | β−置換フエノキシ−α−メチレンプロピオン酸誘導体 |
-
1983
- 1983-02-25 JP JP2939083A patent/JPS59157051A/ja active Granted
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5753438A (en) * | 1980-07-29 | 1982-03-30 | Basf Ag | Manufacture of 2-aryloxy-acrylic acid compound |
| JPS57140771A (en) * | 1981-01-12 | 1982-08-31 | Ici Australia Ltd | Herbicidal compounds and composition and use |
| JPS59144731A (ja) * | 1983-02-07 | 1984-08-18 | Daicel Chem Ind Ltd | β−置換フエノキシ−α−メチレンプロピオン酸誘導体 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0261929B2 (enrdf_load_stackoverflow) | 1990-12-21 |
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