GB1042203A - Substituted phenyl carbamates and their use as plant growth regulants - Google Patents
Substituted phenyl carbamates and their use as plant growth regulantsInfo
- Publication number
- GB1042203A GB1042203A GB1063264A GB1063264A GB1042203A GB 1042203 A GB1042203 A GB 1042203A GB 1063264 A GB1063264 A GB 1063264A GB 1063264 A GB1063264 A GB 1063264A GB 1042203 A GB1042203 A GB 1042203A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkoxy
- compositions
- nitro
- compound
- plant life
- 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
- BSCCSDNZEIHXOK-UHFFFAOYSA-N phenyl carbamate Chemical class NC(=O)OC1=CC=CC=C1 BSCCSDNZEIHXOK-UHFFFAOYSA-N 0.000 title 1
- 230000008635 plant growth Effects 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 7
- 241000196324 Embryophyta Species 0.000 abstract 6
- 239000000203 mixture Substances 0.000 abstract 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 4
- 125000002723 alicyclic group Chemical group 0.000 abstract 3
- 125000003545 alkoxy group Chemical group 0.000 abstract 3
- 125000003118 aryl group Chemical group 0.000 abstract 3
- 125000004429 atom Chemical group 0.000 abstract 3
- 229910052799 carbon Inorganic materials 0.000 abstract 3
- 125000000623 heterocyclic group Chemical group 0.000 abstract 3
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 3
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 2
- 239000002671 adjuvant Substances 0.000 abstract 2
- 125000001931 aliphatic group Chemical group 0.000 abstract 2
- 239000002270 dispersing agent Substances 0.000 abstract 2
- 239000006185 dispersion Substances 0.000 abstract 2
- 239000003995 emulsifying agent Substances 0.000 abstract 2
- 230000001804 emulsifying effect Effects 0.000 abstract 2
- 239000000839 emulsion Substances 0.000 abstract 2
- 125000005113 hydroxyalkoxy group Chemical group 0.000 abstract 2
- -1 nitro-substituted phenyl carbamates Chemical class 0.000 abstract 2
- 239000003960 organic solvent Substances 0.000 abstract 2
- 239000007787 solid Substances 0.000 abstract 2
- 239000000725 suspension Substances 0.000 abstract 2
- 239000000080 wetting agent Substances 0.000 abstract 2
- CKDWPUIZGOQOOM-UHFFFAOYSA-N Carbamyl chloride Chemical compound NC(Cl)=O CKDWPUIZGOQOOM-UHFFFAOYSA-N 0.000 abstract 1
- 229920000742 Cotton Polymers 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 239000011230 binding agent Substances 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- RICIHZRFINKXFB-UHFFFAOYSA-N carbonyl dichloride;phenol Chemical compound ClC(Cl)=O.OC1=CC=CC=C1 RICIHZRFINKXFB-UHFFFAOYSA-N 0.000 abstract 1
- FZFAMSAMCHXGEF-UHFFFAOYSA-N chloro formate Chemical compound ClOC=O FZFAMSAMCHXGEF-UHFFFAOYSA-N 0.000 abstract 1
- 230000035613 defoliation Effects 0.000 abstract 1
- 238000010410 dusting Methods 0.000 abstract 1
- 230000035784 germination Effects 0.000 abstract 1
- 238000003306 harvesting Methods 0.000 abstract 1
- 230000005764 inhibitory process Effects 0.000 abstract 1
- 239000012948 isocyanate Substances 0.000 abstract 1
- 150000002513 isocyanates Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 230000001737 promoting effect Effects 0.000 abstract 1
- 239000002689 soil Substances 0.000 abstract 1
- 238000005507 spraying Methods 0.000 abstract 1
- 238000013022 venting Methods 0.000 abstract 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/22—O-Aryl or S-Aryl esters thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Dentistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The growth characteristics of plant life are altered by treating the plant life with a compound of the formula <FORM:1042203/C1/1> wherein R is 3 to 5 carbon atom alkyl, alkoxy, hydroxyalkyl, or hydroxyalkoxy, n has a value of 1 to 4, X is nitro, and R1 and R2 are H, C1-6 aliphatic or alicyclic, or aryl, or together with the N atom represent the atoms necessary to complete a 6-membered heterocycle, or a composition comprising a compound as defined above and a surface active adjuvant which is a dispersing, emulsifying or wetting agent. The compositions may be formulated as dusts with a finely divided solid carrier, as a suspension or dispersion in water, as an oil-in-water type emulsion or as a solution in an organic solvent. The compounds and compositions are especially useful for promoting germination of seeds by application to the soil in which seeds have been or are to be deposited, cotton defoliation by spraying or dusting mature plants prior to harvesting.ALSO:The invention comprises nitro-substituted phenyl carbamates of the formula <FORM:1042203/C2/1> wherein R is isomeric 3 to 5 carbon atom alkyl, alkoxy, hydroxyalkyl, or hydroxy-alkoxy, n has a value of 1 to 4, X is nitro and R1 and R2 are H, alipharic or alicyclic of 1 to 6 carbon atoms or aryl, or together with the N atom represent the atoms necessary to complete a 6-membered heterocycle. The novel compounds may be made by reacting an isocyanate R2NCO with an equimolar amount of a phenol <FORM:1042203/C2/2> Alternatively a carbamyl chloride R1R2NCOCl may be reacted with the above phenol with venting of HCl or in the presence of an acid-is reacted with an alkali metal salt of the above binding agent. In a third method, phosgene phenol and the resulting chloroformate is reacted with ammonia or an amine HNR1R2.ALSO:The growth characteristics of plant life are altered by treating the plant life with a compound of the formula: <FORM:1042203/A5-A6/1> wherein R is 3 to 5 carbon atom alkyl, alkoxy, hydroxyalkyl or hydroxyalkoxyn, has a value of 1 to 4, X is nitro, and R1 and R2 are H, C1-6 aliphatic or alicyclic, or aryl, or together with the N atom represent the atoms necessary to complete a 6-membered heterocycle, or a composition comprising a compound as defined above and a surface active adjuvant which is a dispersing, emulsifying or wetting agent. The compositions may be formulated as dusts with a finely divided solid carrier, as a suspension or dispersion in water, as an oil-in-water type emulsion or as a solution in an organic solvent. The compounds and compositions are especially useful in the selective control, inhibition or erradication of weeds and other undesirable vegetation.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US27157063A | 1963-04-09 | 1963-04-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1042203A true GB1042203A (en) | 1966-09-14 |
Family
ID=23036142
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1063264A Expired GB1042203A (en) | 1963-04-09 | 1964-03-13 | Substituted phenyl carbamates and their use as plant growth regulants |
Country Status (3)
| Country | Link |
|---|---|
| BR (1) | BR6458141D0 (en) |
| CH (1) | CH450057A (en) |
| GB (1) | GB1042203A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3679736A (en) * | 1967-06-02 | 1972-07-25 | Pennwalt Corp | Dinitrophenylcarbamates |
| CN102906079A (en) * | 2010-03-31 | 2013-01-30 | 国立大学法人神户大学 | Germination stimulating carbamate derivatives and preparation method thereof |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2702372A1 (en) * | 1977-01-21 | 1978-07-27 | Basf Ag | METHOD FOR PRODUCING N-ALKYLCARBAMATES |
-
1964
- 1964-03-13 GB GB1063264A patent/GB1042203A/en not_active Expired
- 1964-04-06 BR BR15814164A patent/BR6458141D0/en unknown
- 1964-04-08 CH CH444364A patent/CH450057A/en unknown
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3679736A (en) * | 1967-06-02 | 1972-07-25 | Pennwalt Corp | Dinitrophenylcarbamates |
| CN102906079A (en) * | 2010-03-31 | 2013-01-30 | 国立大学法人神户大学 | Germination stimulating carbamate derivatives and preparation method thereof |
| CN102906079B (en) * | 2010-03-31 | 2014-11-05 | 国立大学法人神户大学 | Germination stimulating carbamate derivatives and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| BR6458141D0 (en) | 1973-08-14 |
| CH450057A (en) | 1968-01-15 |
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