Methyl (2e)-(Methoxyimino)(2-{[({(1z)-1-[3-(Trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)ethanoate

Base Information

• Chemical Name: Methyl (2e)-(Methoxyimino)(2-{[({(1z)-1-[3-(Trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)ethanoate
• CAS No.: 141517-21-7
• Molecular Formula: C₂₀H₁₉F₃N₂O₄
• Molecular Weight: 408.377
• European Community (EC) Number: 604-237-6,692-715-5
• DSSTox Substance ID: DTXSID001024920
• Nikkaji Number: J1.067.654A,J2.223.914G
• Wikidata: Q63398374
• Mol file: 141517-21-7.mol

Synonyms:(E,E)-methoxyimino-(2-(1-(3-trifluoromethylphenyl)ethylideneaminooxymethyl)phenyl)acetic acid methyl ester;benzeneacetic acid, alpha-(methoxyimino)-2-((((1-(3- (trifluoromethyl)phenyl)ethylidene)amino)oxy)methyl)-, methyl ester, (E,E)-;CGA-279202;trifloxy-strobin;trifloxystrobin

Chemical Property of Methyl (2e)-(Methoxyimino)(2-{[({(1z)-1-[3-(Trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)ethanoate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 72.9°
• Refractive Index: 1.511
• Boiling Point: 470.345 °C at 760 mmHg
• Flash Point: 238.256 °C
• PSA: 69.15000
• Density: 1.219 g/cm³
• LogP: 4.31190
• Storage Temp.: 0-6°C
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 8
• Exact Mass: 408.12969158
• Heavy Atom Count: 29
• Complexity: 607

Purity/Quality:

99.9% ^*data from raw suppliers

Trifloxystrobin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, N
• Hazard Codes: Xi,N
• Statements: 43-50/53
• Safety Statements: 24-37-46-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Pesticides -> Fungicides
• Canonical SMILES: CC(=NOCC1=CC=CC=C1C(=NOC)C(=O)OC)C2=CC(=CC=C2)C(F)(F)F
• Isomeric SMILES: C/C(=N/OCC1=CC=CC=C1/C(=N\OC)/C(=O)OC)/C2=CC(=CC=C2)C(F)(F)F
• Description: Trifloxystrobin is a synthetic derivative of the naturally occurring strobilurins found in several genera of wood-decaying fungi such as Strobilurus tenacellus. It is a strobilurin foliar fungicide. Trifloxystrobin inhibits mitochondrial respiration by blocking electron transfer within the respirator chain. Therefore, trifloxystrobin is a potent inhibitor of 2 fungal spore germination and mycelial growth. It has a high level of activity against many fungal pathogens within the Ascomycete, Deuteromycete, Basidiomycete, and Oomycete classes. Pests controlled by trifloxystrobin include grape and cucurbit powdery mildew, apple scab and powdery mildew, peanut leafspot, and brown patch of turfgrass. It could be applied to cereals, ornamental, vegetables (carrots, asparagus, cucurbits, fruiting vegetables, root vegetables (except radish)), fruits (apples, pears, grapes, strawberries) and tropical crops.
• Uses: Agricultural fungicide. Trifloxystrobin is a broad-spectrum foliar fungicide used in plant pritection. Trifloxystrobin functions by inhibiting fungal spore germination.

Technology Process of Methyl (2e)-(Methoxyimino)(2-{[({(1z)-1-[3-(Trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)ethanoate

There total 17 articles about Methyl (2e)-(Methoxyimino)(2-{[({(1z)-1-[3-(Trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)ethanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.7%

1-[3-(trifluoromethyl)phenyl]ethanone oxime (99705-50-7) + methyl (E)-2-[2-(bromomethyl)phenyl]-2-(methoxyimino)acetate (133409-72-0) → trifloxystrobin (43121-43-3,141517-21-7)

Guidance literature:

With sodium methylate; In N,N-dimethyl-formamide; at 20 ℃; for 0.00694444h; Solvent; Temperature; Flow reactor;

Reference yield: 94.5%

(E)-methyl 2-(2-(chloromethyl)phenyl)-2-(methoxyimino)acetate (189813-45-4) + 1-[3-(trifluoromethyl)phenyl]ethanone oxime (99705-50-7) → trifloxystrobin (43121-43-3,141517-21-7)

Guidance literature:

With sodium methylate; In N,N-dimethyl acetamide; at 30 ℃; for 0.00833333h; Solvent; Flow reactor;

Reference yield: 91.0%

(E)-methyl 2-(2-(chloromethyl)phenyl)-2-(methoxyimino)acetate (189813-45-4) + 1-[3-(trifluoromethyl)phenyl]ethanone oxime → trifloxystrobin (43121-43-3,141517-21-7)

Guidance literature:

1-[3-(trifluoromethyl)phenyl]ethanone oxime; With potassium hydroxide; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

(E)-methyl 2-(2-(chloromethyl)phenyl)-2-(methoxyimino)acetate; In N,N-dimethyl-formamide; at 20 ℃; for 5h;

upstream raw materials:

methyl (E)-2-[2-(bromomethyl)phenyl]-2-(methoxyimino)acetate

(E)-2-methoxyimino-2-(o-tolyl)acetic acid

methyl-(E)-2-(2-tolyl)-2-methoxyiminoacetate

1-[3-(trifluoromethyl)phenyl]ethanone oxime

Refernces

• 1、 -. "Method for preparing trifloxystrobin by adopting microchannel reactor". Paragraph 0051-0057; 0065-0071. . Retrieved 2021/09/04.
• 2、 -. "AN IMPROVED PROCESS FOR THE PREPARATION OF TRIFLOXYSTROBIN". Page/Page column 17. . Retrieved 2019/04/10.