Name | Tralkoxydim |
Synonyms | GRASP Fd 4026 Achiveve Grasp 604 Hsdb 7016 Ici-A 604 Tralkoxydim 2-(1-(ethoxyimino)propyl)-3-hydroxy-5-(2,4,6-trimethylphenyl)-2-cyclohexen-1 2-[1-(Ethoxyimino)propyl]-3-hydroxy-5-(2,4,6-trimethylphenyl)cyclohex-2-enone 2-[1-(ethoxyamino)propylidene]-5-(2,4,6-trimethylphenyl)cyclohexane-1,3-dione 2-[1-(ethoxyimino)propyl]-3-hydroxy-5-(2,4,6-trimethylphenyl)-2-cyclohexen-1-one 2-[(1E)-N-ethoxypropanimidoyl]-3-hydroxy-5-(2,4,6-trimethylphenyl)cyclohex-2-en-1-one |
CAS | 87820-88-0 |
EINECS | 252-615-0 |
InChI | InChI=1/C20H27NO3/c1-6-16(21-24-7-2)20-17(22)10-15(11-18(20)23)19-13(4)8-12(3)9-14(19)5/h8-9,15,22H,6-7,10-11H2,1-5H3/b21-16+ |
Molecular Formula | C20H27NO3 |
Molar Mass | 329.43 |
Density | 1.1213 (rough estimate) |
Melting Point | 106° |
Boling Point | 467.02°C (rough estimate) |
Flash Point | >100°C |
Solubility | soluble in dichloromethane,Toluene,Acetone |
Vapor Presure | 0mmHg at 25°C |
Appearance | neat |
Color | Light yellow to Yellow to Orange |
Merck | 14,9564 |
BRN | 8577523 |
pKa | 4.20±0.25(Predicted) |
Storage Condition | 0-6°C |
Refractive Index | 1.5614 (estimate) |
Physical and Chemical Properties | White odorless crystalline solid. m. P. 106 °c, vapor pressure 4 x 10-7Pa (<0.013 x 10-3Pa 20 °c). Solubility at 24 ℃: dichloromethane> 500g/L, toluene 213g/L, ethyl acetate 110g/L, acetone 89g/L, methanol 25g/L, hexane 18g/L; solubility in water at 20 C: 6mg/L (pH = 6.5), 5mg/L (pH = 5.0). |
Hazard Symbols | Xn - Harmful |
Risk Codes | 22 - Harmful if swallowed |
UN IDs | UN 3077 9 / PGIII |
WGK Germany | 3 |
RTECS | GW7191600 |
HS Code | 29280000 |
Hazard Class | 9 |
Packing Group | III |
Toxicity | LD50 orally in male and female rats, male and female mice, male rabbit (mg/kg): 1324, 934, 1231, 1100, 519; dermally in male and female rats: >2000, >2000 mg/kg (Warner 1987) |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Overview | Common English name of oxime oxime tralkoxydim(BSI,ISO-Edraft);tralkoxydim (ISO-Fdraft) trade name Grasp; splendor other names Grasp604;ICIA0604;PP604 chemical name 2-[1-(ethoxyimino)propyl]-3-hydroxy-5 (2,4, 6-trimethylphenyl) cyclohexen-2-one; 2-[1-(ethoxyimino) propy1]-3-hydroxy-5-mesitylcyclohexen-2-one, is a white, odorless crystal, which is effective against a variety of cereal weeds in wheat fields, including Wild Oats, is a highly selective herbicide. |
cyclohexenone herbicides | trimethyloxalone, also known as phenoxone and oxime, belongs to cyclohexenone herbicides, it is the only herbicide that can be used in wheat fields. at present, as a new member of the control of gramineous weeds in wheat fields in China, how can we give greater play to the advantages of trimethylphenone, it is the fundamental purpose of its application and promotion to maximize its application potential in the control of gramineous weeds in wheat fields. Trimethylphenone is widely used abroad, accounting for about 40% of the herbicide in Canadian wheat fields. It is also the main herbicide used to control ryegrass in Australia. Trimethylphenone is mainly used in the control of malting barley fields and in the control of wild oats, green settail and golden settail. Research by Professor Abdel O mesbab and Stephen D Mille, University of operable, USA shows that triphenylketone can be mixed with ammonium sulfate, MCPA Ester, 2,4-D butyl ester, pronto, bromophenonitrile and MCPA, the control effect of the herbicide on Wild Oats was increased by 5% ~ 7% after being mixed with ammonium sulfate. The study found that trimethylphenone had the following characteristics: 1. Broad spectrum of killing grass. It can effectively inhibit weeds such as humulus scandens, Damien, Japanese Damien, hard grass, gluten grass, wild oat, Italian ryegrass, brome and so on. 2. Suitable period of application. Trimethylphenone can be used in wheat seedlings after 2 leaf stage to jointing stage, the best applicable period in the weed 2 leaf stage. 3. High safety. Application of trimethylphenone before winter encountered low temperature and application of wheat jointing stage after spring had no phytotoxicity. 4. Good miscibility. It may be used in combination with oxazoline Ester, methyldisulfuron, Isoproturon, fluthiachlor, fluazosulfuron, difluorosulfuron and the like. |
action | tralkoxydim belongs to cyclohexenone herbicides and is an inhibitor of acetyl-CoA carboxylase, after foliar application, it is quickly absorbed and transferred by the plant, transferred to the growing point in the phloem, inhibiting the growth of new shoots, the weeds first lose green, then change color and die, usually within 2 to 3 weeks, which is suitable for wheat, barley fields are mainly used to control annual grass weeds, such as wild oats, rice straw, crices, taomao, Meigan, Madang and dog-tail grass. Oxime oxadiazolone has the role of absorption conduction, used in barley, wheat field to control a variety of grass weeds. |
preparation | 2,4, 6-trimethylformaldehyde is condensed with acetone, and the obtained unsaturated ketone is reacted with diethyl malonate; the product is hydrolyzed, cyclized and decarboxylated to give 3-hydroxy-5-(2,4, 6-trimethylphenyl)-cyclohex-2-ene 1-one, the compound is reacted with propionic anhydride in the presence of sodium methoxide to give 3-hydroxy-5-(2,4, 6-trimethylphenyl)-2-propionyl-cyclohex-2-en-1-one; Finally reacted with ethoxamine hydrochloride to obtain crude oxime oxadione, the pure product of oxime oxime ketone can be obtained through purification of crude oxime oxime ketone; However, the pure product of oxime oxime ketone obtained by conventional purification method is not high, only about 95%. |
toxicity | Acute oral LD50 was 1324mg/kg in male rats and 934mg/kg in female rats, male mice was 1321mg/kg, female mice was 1100mg/kg, rabbit> 519mg/kg; Male and female rats acute percutaneous LD50>2000mg/kg; Male, female rats with acute inhalation LC50>3467mg/m3. Mild irritation to the eyes and skin. No allergic effect on guinea pigs. Rats fed for 3 months had no effect dose of 12.5mg/kg. No mutagenic and teratogenic effects were observed. Rainbow trout LC50>7.2mg/L (96H), Mirror lithium LC50>8.2mg/L (96H). Acute oral LD50 was 3020mg/kg for wild ducks and 4430mg/kg for Partridge. Bee exposure LD50>0.1mg/only. |
Use | highly selective herbicide. With the role of absorption conduction, for barley, wheat field to control a variety of grass weeds. After foliar application, it was quickly absorbed and transferred to the whole body of the plant, and the weeds were lost to Green and then died. General spray dosage of 150~350g active ingredient/hm2. The control of wild oat weeds with the dosage of 200~350g/hm2 was effective from early growth stage to leaf stage and jointing stage. pesticide Category: herbicide |
production method | by the reaction of 2,4, 6-trimethylbenzaldehyde and acetone, the product is reacted with diethyl malonate, and then hydrolyzed, cyclization, decarboxylation, preparation of 3-hydroxy-5-(2 ',4',6 '-trimethylphenyl)-cyclohex-2-en-1-one. The benzophenone is then prepared by reaction with propionic anhydride and finally with ethoxamine hydrochloride in the presence of sodium methoxide. |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |