GB918954A - New pesticides and pesticidal preparations - Google Patents
New pesticides and pesticidal preparationsInfo
- Publication number
- GB918954A GB918954A GB1760960A GB1760960A GB918954A GB 918954 A GB918954 A GB 918954A GB 1760960 A GB1760960 A GB 1760960A GB 1760960 A GB1760960 A GB 1760960A GB 918954 A GB918954 A GB 918954A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dinitro
- sec
- acid
- butylphenol
- halide
- 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
Links
- 230000000361 pesticidal effect Effects 0.000 title abstract 3
- 238000002360 preparation method Methods 0.000 title abstract 2
- 239000000575 pesticide Substances 0.000 title 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- 150000002148 esters Chemical class 0.000 abstract 3
- 239000000203 mixture Substances 0.000 abstract 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- GJYCVCVHRSWLNY-UHFFFAOYSA-N ortho-butylphenol Natural products CCCCC1=CC=CC=C1O GJYCVCVHRSWLNY-UHFFFAOYSA-N 0.000 abstract 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 abstract 2
- ZXVONLUNISGICL-UHFFFAOYSA-N 4,6-dinitro-o-cresol Chemical group CC1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1O ZXVONLUNISGICL-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- 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 abstract 1
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 abstract 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 1
- 244000046052 Phaseolus vulgaris Species 0.000 abstract 1
- 241001454295 Tetranychidae Species 0.000 abstract 1
- 150000008065 acid anhydrides Chemical class 0.000 abstract 1
- -1 alkyl phenol Chemical compound 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 159000000007 calcium salts Chemical class 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 239000004495 emulsifiable concentrate Substances 0.000 abstract 1
- 229920005610 lignin Polymers 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 229940049964 oleate Drugs 0.000 abstract 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 abstract 1
- 229920000151 polyglycol Polymers 0.000 abstract 1
- 239000010695 polyglycol Substances 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 abstract 1
- 235000012239 silicon dioxide Nutrition 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 229910000029 sodium carbonate Inorganic materials 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 239000007921 spray Substances 0.000 abstract 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/39—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by esterified hydroxy groups
- C07C205/42—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by esterified hydroxy groups having nitro groups or esterified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
- C07C205/43—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by esterified hydroxy groups having nitro groups or esterified 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Esters of 4,6-dinitro-2-sec.-butylphenol of the general formula <FORM:0918954/IV (b)/1> in which R1 and R2 represent the same or different alkyl groups containing 1 to 4 carbon atoms, particularly the b -methyl-b -n-propylacrylic acid ester of 4,6-dinitro-2-sec.-butylphenol, are made by reacting 4,6-dinitro-2-sec.-butylphenol with a b ,b -dialkylacrylic acid-anhydride or acid-halide. Another alternative is to react a 4,6-dinitro-2-sec.-butylphenolate with a b ,b -dialkylacrylic acid-halide. The reaction may be effected, e.g., by dissolving equal molar quantities of 4,6-dinitro-2-sec.-butylphenol and the acid-halide in benzene or carbon tetrachloride, and by adding pyridine or dimethyl-aniline at such a rate that the boiling temperature is reached. The mixture is then boiled under reflux, cooled and washed with dilute hydrochloric acid. After all the amine has been removed, the product is washed with sodium carbonate solution, and finally it is washed with water. The esters have use in pesticidal preparations (Group VI).ALSO:Pesticidal compositions comprise esters of 4,6 - dinitro - 2 - sec. - butylphenol of the general formula <FORM:0918954/VI/1> (in which R1 and R2 represent the same or different alkyl groups containing 1 to 4 carbon atoms) in admixture with a solid or liquid diluent. In examples, the composition comprises 25% of the b -methyl-n-propylacrylic acid ester of 2,4-dinitro-2-sec.-butylphenol, 64% of amorphous silicic acid, 10% of the calcium salt of lignin sulphonic acid, and 1% of sodium methyltauride oleate; and is used, as an aqueous liquor of 0.05% strength, to spray bean plants infested with spider mites. or the b - methyl - b - n - propyl acrylic acid ester of 4 : 6 dinitro - 2 - sec. - butyl phenol, butanol, xylol and an alkyl phenol polyglycol ether as an emulsifiable concentrate.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF23459A DE1099787B (en) | 1957-07-13 | 1957-07-13 | Pest control agents, especially with acaricidal and ovicidal effects |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB918954A true GB918954A (en) | 1963-02-20 |
Family
ID=7090851
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1607958A Expired GB855736A (en) | 1957-07-13 | 1958-05-19 | Dinitro-butylphenol esters and their use in pesticidal preparations |
| GB1760960A Expired GB918954A (en) | 1957-07-13 | 1960-05-18 | New pesticides and pesticidal preparations |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1607958A Expired GB855736A (en) | 1957-07-13 | 1958-05-19 | Dinitro-butylphenol esters and their use in pesticidal preparations |
Country Status (4)
| Country | Link |
|---|---|
| CH (1) | CH373216A (en) |
| DE (1) | DE1099787B (en) |
| GB (2) | GB855736A (en) |
| NL (4) | NL250485A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6365758B1 (en) | 1997-02-07 | 2002-04-02 | Basf Aktiengesellschaft | Preparation of tocopheral carboxylates or tocotrienyl esters by acid-catalyzed reaction with carboxylic acids |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1269942A (en) * | 1968-07-25 | 1972-04-06 | Murphy Chemical Ltd | Improvements in or relating to pesticides |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA701582A (en) | 1956-06-01 | 1965-01-12 | C. Cary Roderick | Dinitrophenyl 4-pentenoates |
-
0
- NL NL120103D patent/NL120103C/xx active
- NL NL105064D patent/NL105064C/xx active
- NL NL228051D patent/NL228051A/xx unknown
- NL NL250485D patent/NL250485A/xx unknown
-
1957
- 1957-07-13 DE DEF23459A patent/DE1099787B/en active Pending
-
1958
- 1958-05-19 GB GB1607958A patent/GB855736A/en not_active Expired
- 1958-07-11 CH CH6170258A patent/CH373216A/en unknown
-
1960
- 1960-05-18 GB GB1760960A patent/GB918954A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6365758B1 (en) | 1997-02-07 | 2002-04-02 | Basf Aktiengesellschaft | Preparation of tocopheral carboxylates or tocotrienyl esters by acid-catalyzed reaction with carboxylic acids |
Also Published As
| Publication number | Publication date |
|---|---|
| NL228051A (en) | |
| NL250485A (en) | |
| NL105064C (en) | |
| CH373216A (en) | 1963-11-15 |
| NL120103C (en) | |
| DE1099787B (en) | 1961-02-16 |
| GB855736A (en) | 1960-12-07 |
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